Difference between revisions of "The Nexian DMT Handbook"

Revision as of 07:28, 11 January 2010 (view source) Amor fati (Talk | contribs) (→‎Washing: transclusion) ← Older edit		Revision as of 21:58, 11 January 2010 (view source) Gammagore (Talk | contribs) (→‎Leaf Enhancement) Newer edit →
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	==='''Leaf Enhancement'''===		==='''Leaf Enhancement'''===
		+	Enhanced Leaf is a method of administration whereby one dissolves their DMT freebase in either Ethyl Alcohol, Acetone or Isopropyl Alcohol with any smokable herb and allowing this to evaporate. This allows an easier administration than freebase DMT, a cone is loaded and pulled very slowly, being careful not to pull it too fast, as this will not vapourise the DMT and alot of the DMT will be wasted.
	==='''Vaporization'''===		==='''Vaporization'''===

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Revision as of 21:58, 11 January 2010

This handbook propounds to illuminate all manner of DMT practice for informational purposes and for implementation only where it is legal to do so. That being said, DMT's production and use should not be condoned or endorsed where it is illegal to do so. Even where it is legal to do so, the operator must proceed with caution and in adherence to local laws, as many of the chemicals required for production can be hazardous to health or otherwise dangerous.

Note:

This page is a work in progress -- its content throughout is not yet complete.

The production and use of DMT (N,N-Dimethyltryptamine), otherwise known as "Spice", is a practice that resonates strongly with the complementary qualities of ancient shamanic and alchemical spiritual practice as well as contemporary DIY (Do It Yourself) ethic. The production of spice is a discipline unlike that of most other commonly manufactured drugs, as it is not as well suited for bulk-production nor production for the purpose of sale as most well-known and intensively manufactured substances. As such, its use is generally inseparable from its production in practice and in spirit.

The production of DMT most commonly entails its extraction from botanical sources and only very rarely entails its synthesis. In this way, its production still strongly resembles its more ancient preparations by manner of brewing, a simple form of aqueous extraction still commonly performed to this day. This is the simplest and most readily administered form of extract if used as a component of a harmaloid-based preparation or -huasca brew.

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Please take the time to seek further elaboration at the following resources:

The DMT-Nexus

deoxy.org/dmt

Erowid's DMT Vault

Wikipedia's Article on DMT

Source Selection

DMT, its analogues, and other related alkaloids can be found in a wide variety of lifeforms, varying from trace amounts to considerable amounts. It is impossible, therefore, to include all of the sources from which DMT can be extracted, so the following discussion will focus primarily on the most commonly used and significant botanical sources.

Botanical Considerations

Several species of plants contain a variety of constituents apart from DMT. This consideration is of the utmost importance when selecting the source plant from which an extraction is to be performed, as it may become the determining factor in the material requirements of the extraction process. Some plants may even contain toxic alkaloids, so thorough research must be conducted prior to selection, extraction, and administration.

Common Botanical Sources

General Plant Info

Mimosa hostilis is the former scientific name for Mimosa tenuiflora, and the two names are synonymous ^[1][2]. The older name is still widely know due to its presence in the literature and as distributers of botanical products still use the older term. M. tenuiflora is an entheogen known as Jurema, Jurema Preta, Black Jurema, and Vinho de Jurema. Dried Mexican Mimosa Hostilis root bark has been recently shown to have a DMT content of about 1%. The stem bark has about 0.03% DMT.

To date no β-carbolines such as harmala alkaloids have been detected in Mimosa tenuiflora decoctions, however the isolation of a new compound called "Yuremamine" from Mimosa tenuiflora as reported in 2005 represents a new class of phyto-indoles ^[3]. This may explain the reported oral activity of DMT in Jurema without the addition of an MAOI. Imported MHRB typically requires the addition of an MAOI in the preparation of ayahuasca.

Identification

• Post on identification of Mimosa hostilis vs Mimosa ophthalmocentra

Alkaloid content

• Root Bark contains DMT - 0.31% to 0.57% (Schultes 1977)
• Inner root bark contains up to 2% active alkaloids (Extractions from DMT-Nexus and others)
• 3% of the total alkaloids (or 0.04% of rootbark) is NMT and 2-Methyl-1,2,3,4-Tetrahydro-Beta-Carboline (Analysis of jungle spice, Analysis of red/yellow/white spices

Extraction teks

For extracting DMT , any of the extraction teks described here will work.

Yuremamine is sensitive to heat and pH changes so only cold water (or alcoholic) soak will retrieve it.

Cultivation

Growing: Mimosas aren´t cold proof. For outdoor growing they deserve a sunny place with leachy middle nutrient soil. Throughout the vegetation are copiously watered, in winter the watering is tied down on to the minimum. They are breeding with the seeds, but can be breeded with the cutting also.

Refinery for the Purpose of Extraction

Mimosa Hostilis Root Bark can be acquired in different stages of preparation. Usually it is sold as whole, shredded or pre-powdered root-bark, but one may have access to the whole root—usually when harvested directly.

• The whole root must cleaned and stripped of its inner root-bark while discarding the rest of the root.
• The whole root-bark must generally be torn by hand, cut, or smashed with a blunt object prior to shredding.
• The shredded should be further broken down as much as possible by peeling/cutting/blending to increase surface area for alkaloids to be extracted.
• The pre-powdered can always be used "as-is".

Below details how to break it from whole root

The Root

Note:

Only the Inner Root Bark is necessary for extraction, the core and outer parts are to be discarded!

Root preparation
Pictured below is its original after being harvested from the plant. Notice the middle core is quite distinct from the root-bark, the outer bark is much more brown:

Cleaning the root

Cleaning The Root
The first step in refinery is to brush the outside to remove the dirt. Then the outer bark must be lightly scraped with a good knife. It is preferable to remove at least some of the outermost layer to uncover the more blackish and purplish layer underneath:

Peeling the Inner Root Bark

Peeling the Inner Root Bark
Once the outermost part has been removed, peel off the Inner Root Bark to separate it from the core. This can easily be accomplished immediately by hand, though the use of a knife may be helpful. Here's the inner core which is to be discarded:

Result of root preparation

Result of root preparation
The peeled inner root-bark now needs to dry. This may be accomplished by simply leaving it in the sun. Here's how it should look:

Breaking the rootbark up

Breaking the rootbark up

The pieces/strips of inner root-bark require further refinery to expose a larger surface area and increase the availability of the alkaloids for extraction. If storage is desired, then the whole pieces are preferable, as the alkaloids are less exposed and thus better protected. First strip the pieces further into thinner layers with the hands, then cut it up with good scissors into smaller squares, then break it down in small amounts and short/medium bursts with a blender or coffee grinder (to prevent breaking of blender/grinder)

References

1. ↑ USDA, ARS, National Genetic Resources Program. Germplasm Resources Information Network - (GRIN) [Online Database]. National Germplasm Resources Laboratory, Beltsville, Maryland. URL: http://www.ars-grin.gov/cgi-bin/npgs/html/taxon.pl?24430
2. ↑ Lewis, G.P. (1987) Royal Botanic Gardens, Kew 369 pp Legumes of Bahia.
3. ↑ Vepsäläinen, Jouko J.; Auriola, Seppo; Tukiainen, Mikko; Ropponen, Nina & Callaway, J.C. (2005). "Isolation and characterization of yuremamine, a new phytoindole". Planta Medica, 71: 1053-1057. URL: http://www.ncbi.nlm.nih.gov/pubmed/16320208

Links

• WIKI -> DMT Containing Plants

• WIKI -> Botanicals

• Guide to Researching Psychoactive Plants: Resource List

• STS: Practical Resources for Plant ID and description

• Mimosa Hostilis on Wikipedia

• Mimosa ID stuff

• Mimosa hostilis and Mimosa spp. (pudica, ophthalmocentra etc) Workspace

• Acacia Identification Thread

• Trying to improve Acacia information

• Acacia ID stuff.zip

• Phalaris/other grass types ID thread

• Erowid.org -> Phalaris Grass Images

• help identifying Phalaris arundinacea

• extension.entm.purdue.edu -> Reed Canary Grass

	Diplopterys cabrerana (Chaliponga )
	1.3% DMT (Shulgin, TIHKAL) Contains DMT (Ott) Contains 5-MEO-DMT (Web Gossip)

	Psychotria viridis (Chacruna )
	Leaves contain DMT - 0.10% to 0.66% (McKenna)

See also:

DMT Containing Plants

Plants that Contain DMT forum topic

Methods of Refinery

Before extracting alkaloids from the variety of plants named above, one generally needs to clean and prepare the plant source, to include washing, pulverization, or any other necessary pre-treatment. Oftentimes, plants obtained through vendors have been prepared to some extent, and only require some degree of pulverization unless obtained in pre-powdered form. Pulverization is generally achieved by use of a household coffee grinder or a blender, though some materials must be prepared for pulverization by hand or any other method to avoid damaging the grinder. The process can be quite messy and painstaking, depending on the material an methods used.

Defatting Concerns

Depending on the extraction methods used, foliage will require a defatting phase in order to better facilitate a proper extraction. This generally reguires that the material undergo extraction by acidic water prior to defatting. The product will be rendered water soluble and will remain in an aqueous phase as the solution is washed with an NPS to remove fats and oils.

Vendor Considerations

Though none of the plants containing DMT are illegal, the alkaloids contained within generally are. Vendors generally must take it upon themselves not to advertise the illicit contents of their products, otherwise risking putting themselves and their customers in jeopardy. Ordering these botanicals from across borders into countries where their contents are considered illegal is ill-advised but not necessarily risky, especially not if intended for legitimate use. Always be sure to research the reputation of a vendor prior to purchase, as the potentially taboo nature of their products may inspire unethical business practice, such as unreliable delivery or poor product quality; though such cases are not necessarily specifically limited specifically to these sorts of vendors, of course.

Suppliers Forum Topic

Considerations Regarding Cultivation

Again, as these plants are usually no illegal, neither is their cultivation. Often these plants are only native to very specific regions, thus requiring very specific growing conditions, but many can be successfully cultivated indoors or seasonally outside of their native regions. Cultivation for the expressed or deduced purpose of refinery, use or sale of an illicit substance can result in harsh legal consequences, however.

The Ethnobotanical Garden Forum Topic

Extraction

Extraction generally refers to the process of isolating a product from a source. The basic idea is to utilize the unique properties of the product—whether reactive, electromagnetic, or otherwise structural—to draw it out of the source and into a target solvent. To accomplish this the product must either be naturally soluble in the solvent or must undergo reaction to increase its solubility. The difference between a high and low yield is firstly determined by how much more soluble the product is in the target solvent, than in its source material or solution, and secondly by how thoroughly the target solvent is mechanically brought into contact with the target solvent; this is generally determined by a combination of the droplet size and dispersion of a solvent and/or the surface area exposure and structural consistency of the source material.

See also:

DMT Extraction Overview

Straight-To-Base Extraction

Straight-To-Base or STB techniques are generally considered the simplest of extraction techniques and, as such, are the most commonly used. The process involves the use of a strong base reagent in solution to break down source material and convert the contained product from its natural salt form to freebase, which will in turn be more soluble in an NPS than in the basic aqueous solution.

Considerations:

The use of "Straight To Base" techniques requires little experience or technical know-how for beginners to approach extraction techniques. STB is best-suited for quick, non-labor-intensive, crude bulk extractions. It requires no straining or cooking but requires time for soaking and separation. STB tends to yield a greater array of botanical impurities due to its lack of straining and defatting. These techniques do however enable a more thorough exhaustion of product from the material. This technique is ideal for shredded material that requires little or no defatting.

Overview of Materials and Methods

Materials Required
Source Material: DMT-Containing Material Requiring no Defatting
Solvents: NPS Water
Reagents/Desiccants: Strong Base Typically Lye
Equipment: Chemically Resistant Vessel to Facilitate Reaction and Agitation or Stirring Separatory Device

Material Considerations:

• Lye is extremely toxic and hazardous, though most find it easy to handle safely.
• STB methods generally demand a hefty volume of solvents for sufficient performance.
• Naphtha and heptane are generally found to pull a more pure product, and though their poor ability to dissolve DMT demands some amount of heating to pull a considerable amount, it also allows for product to be isolated by freeze-precipitation.
• Toluene and Xylene are generally found to dissolve DMT more easily but also dissolve a wider range of alkaloids and other substances from the source material, and though they do not facilitate freeze-precipitation, they do facilitate the use of FASA.
• DCM is capable of pulling an even fuller range of alkaloids from the source material, as unlike other NPS's, it sinks in water.
• Diethyl ether as a binary solvent in combination with heptane also pulls full-range alkaloids. Using this combination the ether can be distilled off rather rapidly, leaving behind an alkaloid-saturated solution of heptane ready for immediate freeze precipitation. Note! Diethyl ether is extremely flammable. Exercise extreme caution!
• Limonene has become the solvent of choice among many--largely due to being nontoxic--but is considerably more expensive and harder to find than other less savory NPS's, and though it does not facilitate the use of FASA or freeze-precipitation, it can facilitate salting methods like FASW and FASIPA.
• Most commonly used solvents do not facilitate expedient or clean evaporation, due to either impurities from the solvent itself or pulled from the source material, though heptane and naphtha tend to be most effectively used in this way.

Methods:

STB extraction involves a soak of pulverized source material in a basic solution, followed by the stirring in of an NPS. The NPS is separated from the aqueous solution by siphoning, pipetting, or use of a separatory device.

Material Preparation

For standard STB, the source material must generally be at least shredded, though preferably powdered. It has been found beneficial to pre-treat the pulverized material with an acid soak, with or without heat, prior to immersing in a basic solution.

Extraction Procedure

1. Prepare a basic solution between pH 12-14 by adding base to the appropriate amount of water for the amount of source material to be used.
2. Immerse the pulverized source material in the basic solution and allot time for material breakdown and freebase conversion.
3. Stir or shake in the target solvent enough to ensure adequate dissolution of product.
4. Allow the solvent to separate from the aqueous solution in two distinct layers and separate using appropriate separatory methods.
5. Collect solvent and proceed with appropriate desired crystallization methods.

Further Elaboration and Technical Support

Directory of Current STB Teks

Forum on the Topic of STB Extraction

Acid/Base Extraction

Acid/Base or AB extractions use a weak acid(citric, acetic, and OTHERS have been used with success) to extract the DMT from the plant material into DMT freebase.

Considerations:

The use of Acid/Base techniques implies the use of "acid-cooking" the source material, straining it, and basifying the resulting strained solution. The use of an initial acid extraction facilitates the implementation of a defatting phase and generally yields a product more devoid of botanical impurities. This technique is ideal for any material that requires defatting, though defatting may not be necessary, depending on the intended method of crystallization.

Overview of Materials and Methods

Materials Required

Methods:

Material Preparation

Either purchase shredded bark or Break 1-Pound of Mimosa Hostilis rootbark into 2" pieces and grind it all up in a glass-topped blender, a little at a time.

Extraction Procedure

(taken from tek) Premix in an empty 1-Gallon plastic jug: 1-Pint White Vinegar & 3-1/2 Quarts Water. Put the ground up Mimosa in a 3-Liter crockpot, then fill it with the water-vinegar solution.

Stir well and turn it on "high". After 2 hours, remove the crockpot ceramic liner, hold the lid on slightly offset, and pour off most of the liquid into a 1-gallon wide-mouthed glass or stainless container.

Add the remaining water-vinegar solution to the crockpot again. Stir well and turn it on "high". After 2 hours, remove the crockpot ceramic liner, hold the lid on slightly offset, and pour off all of the liquid into the same container again. Discard the rootbark fiber and save the two combined extractions in the 1-gallon container.

Allow the vegetable particles in the extraction in the 1-gallon container to settle to the bottom overnight. Then pour off the liquid into an empty 1-Gallon GLASS wine jug, being careful not to pour off any of the vegetable sludge at the bottom. Discard the sludge and keep the contents of the wine jug.

Premix in advance a solution of: 4 Tablespoons (50grams) of Sodium Hydroxide ("Red Devil" lye) with 1-Pint of HOT Water. Stir well. Slowly add this solution to the wine jug, then cap the jug. Gently tilt the wine jug back and forth for 1 full minute to mix the contents.

from here use your solvent of choice

Further Elaboration and Technical Support

Directory of Current A/B Teks

Forum on the Topic of A/B Extraction

Dry Technique Extraction

Note:

This technique is still experimental and may result in variable success if used with MHRB.

Dry techniques (drytek) evolved from and are ideally intended for the implementation of the FASA method of crystallization and serve as the only techniques able to implement acetone as an extraction solvent. Acetone is generally favored for its ability to extract a notably broad range of active products.

Considerations:

The use of dry techniques requires fewer and less toxic materials than the techniques that employ aqueous phases and separatory methods. The materials required are generally of a more household nature. They are most effectively applied to powdered botanical material. Acetone is, however, completely water miscible, so proper drying procedures are of the utmost importance. This technique may or may not require the defatting of botanical materials, depending on the intended method of crystallization. Dry techniques are the youngest of the current extraction techniques though apparently sound in theory and in practice.

Overview of Materials and Methods

Materials Required
Source Material: Powdered DMT-Containing Botanical Material
Solvents: Water Acetone
Reagents/Desiccants: Magnesium Sulfate (Epsom Salt) Household Base: Either Sodium Carbonate (Washing Soda) or Calcium Hydroxide (Pickling Lime) or Sodium Bicarbonate (Baking Soda) Only after Conversion to Sodium Carbonate

Material Considerations:

• Acetone can be purchased at hardware stores but should be confirmed as pure acetone prior to purchase. Note that almost all acetone can contain up to 5% water contamination, depending on time and shelving conditions.
• In order to be utilized for extraction, sodium bicarbonate must undergo conversion to sodium carbonate.
• Lime is often found difficult to decant acetone off of and also difficult to filter out of acetone, whereas sodium carbonate is generally found more agreeable for both.
• Distilled water is preferable, as tap water almost always contains impurities that can potentially tamper with resulting yields.
• With few exceptions, the source material should be completely pulverized to a powder consistency before use, as this technique's choice of reagents are not quite capable of penetrating cell structure.

Methods:

Extractions by dry techniques are characterized by the lack of a traditional aqueous phase in the extraction process, and instead, opting for basification within a paste which is followed by chemically drying the paste with desiccant. The process does not make use of separatory methods, and instead is characterized by it's use of dry-washing, decanting and non-intensive filtering methods. Certain materials must be rendered anhydrous prior to use.

Material Preparation

Rendering Anhydrous Magnesium Sulfate

Spread Epsom Salt (Hydrated Magnesium Sulfate) on an aluminum foil covered pan. Place in the oven on 400°F for about one hour, or until the salt becomes gray and ash-like. Place your now anhydrous magnesium sulfate into a storage container and store away from moisture. If it becomes hydrated again, the process can be repeated. NOTE This can also be done on the stove top/oven ring, however it should be noted that as the Epsom Salt releases water it will stick to the inside of your pot but as it reaches complete dehydration and becomes grey and ash like it will unstick and become a powder.

Rendering Anhydrous Acetone
Pour anhydrous magnesium sulfate directly into the can of acetone. Shake vigorously for an extended amount of time. Allow to settle for one day. Observe the magnesium sulfate at the bottom of the can. if it appears extremely moist, repeat the process. if it appears quite dry, the acetone is ready for use. Store away from moisture and never leave uncapped.

THP Approach to Rendering Anhydrous Acetone
Prepare THP by cutting the bottom off of an HDPE bottle and stuffing cotton balls the neck. Fill THP with anhydrous magnesium sulfate, leaving enough room for an appropriate amount of acetone to fill. Pour acetone through THP until satisfactorily dried. Store acetone away from moisture and never leave uncapped.

Conversion of Sodium Bicarbonate into Sodium Carbonate

Sodium carbonate on left and bicarbonate on right, both in oversaturated solutions. After vs Before the conversion. Sodium carbonate on left and bicarbonate on right. Notice how carbonate is more grainy and bicarbonate more loose/fluffy Weigh your sodium bicarbonate, and put it onto a non-aluminum pan or oven-safe dish. Place in the oven at 400ºF (205ºC) for one hour to one hour and a half to release CO2 and water. Alternatively you can put in a stainless steel (dont use any other material!) pot on the stovetop, 20mins should be enough. Be careful because the powder will be VERY hot, leave it to cool down for a while. The resulting material should have lost around 20% of the original weight. It will be of a slightly less powdery consistency, closer to sugar than flour. If it didnt lose a third of the original weigh, leave it for longer in the oven sodium carbonate feels a bit looser and grainier than bicarbonate, and in an oversaturated solution, sodium bicarbonate will remain powdery while sodium carbonate tends to rock up. NOTE This can also be done on a stove top/oven ring in a pot and take around 10 minutes to completely dehydrate

Extraction Procedure

1. Mix the intended base with the powdered source material at a ratio between 1:2 and 1:1.
   • The product remains in its natural salt form which is generally considered to be quite free from the botanical cell structure in powdered material.
2. Add only enough water to thoroughly moisten the mixture to the consistency of a paste while stirring to ensure the consistency of the mixture.
   • Although this is not generally considered a traditional aqueous phase in that it is not a solution, it is an aqueous phase in that it is excessively hydrated and sufficiently aqueous to facilitate reaction.
3. Allow adequate time to soak in order for reaction to occur.
   • The acid component of salt-form product undergoes reaction with the base, effectively neutralizing the acid and freeing the product in its pure alkaloid form, or freebase.
4. Stir in anhydrous magnesium sulfate until thoroughly dry.
   • The magnesium sulfate acts as a desiccant, and that this is performed in order to prevent water contamination of the acetone.
5. Add an excess of anhydrous acetone and stir thoroughly, allotting adequate time and stirring for thorough dissolution of the product into the acetone.
   • The more contact allotted between the product and the acetone, the greater the saturation.
6. Decant and/or filter acetone and collect, being careful not to allow any particulates into the collection vessel.
   • The bases used should not harm the quality of the product, but may interfere with the accuracy of weight.
7. Repeat steps 5-6 with fresh acetone until material is exhausted to satisfaction, and proceed to the appropriate desired crystallization method.
   • Three washes is generally considered sufficient.

Further Elaboration and Technical Support

Directory of Current Dryteks

Discussing Alternative Spice Extraction Techniques

Limtek Extraction

Though all of the other extraction techniques may be employed in nontoxic or at least less toxic manners, few are perfectly suited for completely nontoxic implementation with food-grade household chemicals. Limtek extraction is named as such because it employs the use of d-Limonene and pickling lime, and is distinguished by the unique way in which lime must be used for effective results--similarly to drytek--as well as the hygrophobic properties of limonene. Unlike most bases used in extraction, lime has very low solubility in water, and so even though it does qualify as a strong base, it does not behave as such in solution; it must be mixed into a paste with the source material and a minimal amount of water in order to behave as a strong base. One of the drawbacks of drytek extraction is that upon removal of moisture from the mixture of material and reagent, the reaction will essentially terminate, greatly limiting the effectiveness of the extraction. Limonene, however, is an NPS and so is hygrophobic, meaning that the source material can remain moist.

Considerations:

Limtek extraction is nontoxic and food-grade throughout, using no toxic or otherwise hazardous materials in the process. This technique uses the absolute minimum of material and volume possible for extraction, and due to it's lack of a proper aqueous phase in the extraction process, requires no separatory methods prior to salting and facilitates solid disposal in lieu of dumping large volumes of potentially toxic solution. This process bears the least resemblance to the production of other less savory substances, reducing legal risks to the operator, to include chemical odors.

Overview of Materials and Methods

Materials Required
Source Material: DMT-Containing Botanical Material
Solvents: Water NPS Typically d-Limonene
Reagents/Desiccants: Calcium Hydroxide (Pickling Lime)

Material Considerations:

• In order for the process to remain nontoxic, an aqueous food-grade acid should be used to salt out of the product.
  • FASW (Fumaric Acid Saturated Water) can be evaporated to achieve a crystalline DMT fumarate.
  • vinegar can be used to achieve DMT acetate but will not crystallize.
• Limonene can be replaced with other NPS's, but the process will cease to be nontoxic.

Methods:

Extraction by limtek is characterized by the lack of a proper aqueous phase but also the lack of necessity for drying procedures, and essentially involves a pasty or doughy material being washed in the target solvent to retrieve product.

Extraction Procedure

1. Mix the powdered material with lime between 1:2 and 1:1 and mix thoroughly.
   • no reaction occurs at this point but thorough mixing will help to ensure an even reaction for the following steps.
2. Thoroughly moisten the mixture while stirring, ensuring that no dry spots remain and the mixture exhibits a doughy or pasty consistency.
   • the added water facilitates reaction and a basic environment which may aid in breaking down the plant material.
   • the acid component of the natural salt-form of the product within the plant material will be neutralized, yielding a freebase product.
3. Ensure a thoroughly homogeneous mixture and allot enough time and stirring for a complete reaction.
   • this is the most important part for a successful yield, and due to the lack of a proper aqueous phase, the reaction requires a stronger degree of manual facilitation.
4. Wash the mixture with NPS by stirring and decanting to collect the NPS, and proceed to the appropriate desired crystallization method.
   • the more contact brought between the material and the target solvent, the more successful the extraction will be.

Further Elaboration and Technical Support

Directory of Current Limteks

A Poll to Gauge Members' Success w/ Lime

Pickling lime instead of lye?

Calcium Hydroxide instead of lye?

Crystallization

Crystallization is the process by which a product is isolated from a solvent. This is accomplished by either allowing the solvent to completely evaporate or by causing a precipitation to occur within the solvent, which can then be isolated from the solvent by several methods and then dried of any residual solvent.

Evaporation

In extraction, evaporation is the process by which a solvent disperses from its liquid form into the air as a vapor and a gas. When this occurs, the less volatile constituents of the solvent solution are left behind, and as such, it is a common method of isolating solutes from solvent.

Considerations:

• Many common solvents contain impurities which may not be quite as volatile as the pure solvent and may leave these impurities behind as a residue.
• Solvents often emit fumes and odors which may be hazardous to health, flammable, or may alarm those within proximity of the odor.
• Some solvents may require an excessive length of time to evaporate.
• Some solvents may absorb ambient moisture, resulting in a less expedient evaporation.
• Excessive air flow may cause the oxidization of the product.
• Solvent may become Trapped within the crystal structure of the product, resulting in a less solid and less pure product.

Freeze Precipitation

Freeze precipitation is the process by which product is isolated from a solvent through a decrease in solubility achieved by lowering the temperature of the solvent. This process generally relies on the solvent being completely saturated or super-saturated with product. Freeze precipitation is generally the fastest method by which product can be isolated immediately following extraction, but it relies on the use of only very specific solvents. This method is preferably used in conjunction with A/B and STB techniques though can be used alongside variations of drier techniques.

Manual Crystallization

Salting

Salting is the process by which freebase DMT is reacted with an acid to create a salt form which is generally water-soluble. The natural form of DMT in botanical sources tends to be a salt-form, thus facilitating the simple aqueous extraction used to prepare DMT-containing brews. It is quite common to perform aqueous acid extractions from the material, however—whether for the purposes of a brew or for A/B extraction. The salt-form itself rarely lends itself to proper crystallization and usually can only be isolated as an oil unless very specific methods and materials are employed.

The Use of Fumaric Acid

Few salt-forms of DMT facilitate crystallization, but DMT fumarate currently stands alone as a solid crystalline salt-form of DMT.

The FASA Method

Materials Required
Source Material: Freebase DMT Saturated Acetone or NPS
Solvents: Anhydrous Acetone
Reagents/Desiccants: Fumaric Acid

The FASA, or fumaric acid saturated acetone, method is a method employed to render DMT Fumarate.

Considerations:

DMT Fumarate is reportedly quite stable and resistant to oxidization or other forms of degradation. It is notably resistant to heat, and as such is able to withstand low-temperature oven-drying. Certain other related compounds, such as jungle-spice and bufotenine are also able to crystallize as a fumarate. Defatting is not required prior to employing FASA methods, as oils and most other impurities should not interfere with this method's procedure or the yield

Because DMT Fumarate is water-soluble, it is also well-suited for oral administration in conjunction with harmaloids, either mixed into a beverage or encapsulated.

Methods:

The FASA method employs the firstly, the solubility of fumaric acid in acetone, and secondly, solubility of freebase DMT in acetone, and thirdly, the insolubility of DMT Fumarate in acetone or the non-polar solvents commonly utilized for extraction. The solubility of both DMT and fumaric acid in acetone facilitates their reaction to produce a crystalline DMT salt which is completely insoluble in acetone or non-polar solvents.

FASA Molecule

One fumaric acid molecule attaches to two DMT freebase molecules.

Procedure

Rendering Crystalline DMT Fumarate

Dissolve about 7mg fumaric acid per mL of fresh anhydrous acetone to prepare a FASA solution, allotting adequate time and stirring for complete saturation, and allowing any excess to settle to the bottom. It is recommended that the solution be prepared in slight excess of fumaric acid rather than an excess of acetone for the procedure to be most effective. Prepare a DMT-saturated solution using either acetone or an NPS ensuring that its container will facilitate the collection of a precipitate and protect the solution from moisture. Naphtha, however, is reported to cause fumaric acid to precipitate out of acetone, disrupting any significant chemical reaction from occurring. Add FASA dropwise to the DMT saturated solution until no more reaction can be observed. A precipitate should form wherever the drops are added, but will eventually become too thick of a cloud to observe any new reaction occurring. Once the solution settles enough for a clear segment of the solution to be observed where drops of FASA are to be added, repeat step 3. Repeat steps 3-4 until no more reaction occurs, and allow to settle completely. Carefully decant the solvent. If acetone is the only solvent used, it can be reused as FASA, or if no significant excess of FASA has be added, it can be reused for drytek extraction. If an NPS is used, the acetone and fumaric acid can be wash out with water and separated by standard separatory methods. Collect the salted product onto an evaporation dish and dry by air-drying or by oven-drying on the lowest possible heat setting. It is advisable to wash the product with anhydrous acetone to remove any potential excess of fumaric acid or NPS. Store the dry product away from heat and moisture.

Links

• The FASA Method: A Summary - DMT Fumarate and Beyond
• DMT Fumarate to DMT Freebase
• FASA Alteration of Final Purification
• Fumarates to Freebase Conversion TEK
• Spice Extraction-The FASA Approach

The FASW Method

this is a procedure to salt a 100-300ml pull of limonene the measurments are more of a rough guideline it doesnt have to be exact play around with what works best for you... Get a small jar/beaker/cylindrical container and put around 300ml of WARM water in it. Add ~2g of fumaric acid to it. Stir this like crazy. There may be a few fumaric acid chunks in there but can leave them and fill with more warm water for later pulls.

Stir 50ml FASW into the d-limonene for at least 10 minutes, HARD. Then suck out/drain off the dmt fumarate saturated water, which will be the bottom liquid layer. SWIM usually cleans out the third small jar and puts this saturated water in it before putting the water on the evaporating plate. This is so that he can filter the water before it hits the evaporating plate. This keeps any traces of d-limonene out of the soon to be evaporated dmt water. Repeat this step two or three more times with 50ml fresh FASW each time per pull of limo

Evaporate the saturated dmt water in the dehydrator or on a very very low oven setting, no more than 175F. This will result in the solid DMT fumarate. This stuff is HARD. It may be difficult to scrape up, but just use some muscle and it will come up. from here you can freebase or just eat the fumarate like i do ;]

Note: the solubility of fumaric acid in 100ml water is 0.63 g @ 25°C, 1.07 g @ 40°C, 2.4 g @ 60°C, 9.8 g @ 100°C. (The Merth Index, 8th ed.)

The FASIPA Method

Take your small jar and put 5g fumaric acid in it and then fill the jar with your 99% IPA. Then mix this together until the IPA is completely saturated. This creates Fumaric Acid Saturated IPA(FASI). Most likely you will have excess fumaric acid on the bottom but that is fine. Now SLOWLY pour your FASI into your jar of dmt saturated d-limonene. The slower the better. For best results add 10ml FASI every 5 minutes until you dont see any more cloud forming in the d-limonene. This will crash out your dmt from the d-limonene. Allow this to sit for at least 24 hours after you stop putting in FASI so that the DMT Fumarate can fully crash out. After 24 hours add another 1ml of FASI to make sure all dmt has precipitated out. After you collect the DMT fumarate from the jar, put the d-limonene back into the jar and let it sit for a few days. More DMT fumarate will precipitate over time. Now pour off the d-limonene from your now beautiful crystals. Turn the jar upside down and put it on a paper towel to absorb any extra D-Limonene that drips out. Allow this to sit out until it dries a bit more. You can use a bit of heat and a fan to speed this process up. Now scrape up your JIMJAM fumarate. It will smell mildly of oranges. DONE

Discussion of Other Salt-Forms

Further Elaboration and Technical Support

Forum on the Topic of FASA

Purification

The purification of DMT product has several purposes and is accomplished by several different methods, but all of them essentially involve the washing of product in some way or another. Purification either involves the isolation of product from unwanted impurities from the plant source or from the process of extraction, or it involves the isolation of product from active impurities which may or may not be collected after isolation.

Recrystallization

The general purpose of recrystallization is to crystallize the product in a fresh solvent after it has already been isolated from a solvent containing a considerable amount of impurities. This is meant to lessen the interference of impurities on the process of crystallization. Often this process results in more well-formed crystals with less discoloration. The advantage of this method of purification is that the solvent choice for recrystalliztion may be different and more suitable than that chosen for extraction.

Washing Spice

The purpose of washing is to disperse impurities off of the product or out of a solution containing the product and into an intermediate solvent.

Alkaline Solution Washing of Impurities

Most of the impurities that plague yields tend to be quite soluble in both alkaline aqueous solutions and non-polar solvents. To remove these impurities, an imbalance in equilibrium must be created between these two types of solutions, causing the impurities to disperse into a disposable solution from the solution containing the product. This procedure is commonly used for purifying product from extractions that utilize naphtha or heptane to obtain a whiter product.

Washing Spice of Oxidization and Inactive Impurities Using Alkaline Solution[1]

Create a solution of warm water with a weak base such as sodium bicarbonate (baking soda) or sodium carbonate (washing soda) to render an alkaline solution using a pinch of base. sodium bicarbonate can be converted to sodium carbonate. Dissolve product in an NPS of preference. Add alkaline solution to the NPS at a ratio of about 1:4 and mix thoroughly for a short time (5-10 seconds). Remove and collect the top NPS layer promptly, and evaporate the solvent until concentrated/saturated and freeze precipitate.

Solvent Washing and Isolation of Impurities

Some product may contain undesirable active or inactive impurities with solubility properties differing greatly from the more desirable components.

Purification of Spice Fumarate Product[2]

NOTE This procedure is generally performed to remove excess fumaric acid based on it's low solubility in water and to remove residual solvent by dispersing it and allowing it to evaporate more easily and completely. The resulting product is considered to be the most appropriately purified form for oral administration. Add a small amount of water in slight excess of completely submerging the product. Stir mixture to dissolve the active fumarate component. Decant solution off, leaving solids behind. Repeat process until no more color change is observed in the solution, but perform once more with a minimal amount of water for good measure. the solids remaining should be mainly composed of the excess fumaric acid from the starting material. Evaporate the solution with or without heat and airflow to achieve purified crystalline fumarate product. reduction of the solution by heat and airflow is generally always beneficial, but slow evaporation in the later stages may result in a more uniform and attractive crystalline product.

Freebase Conversion from Salt

The methods used for converting crystalline salt-form DMT into freebase are not dissimilar from those used in extraction. The only significant difference between the processes is that the conversion involves far fewer impurities and less material than the extraction. Because of of this and the fact that it involves the isolation of the product from an acid, the conversion acts as a sort of purification method.

Drytek Conversion

This conversion is preferred for it's lack of need for separatory methods and for it's notably dry quality which facilitates the use of acetone. This method of conversion evolved out of the FASA method and is characteristically identical to Drytek extraction.

Drytek Freebase Conversion of DMT

This method is the most common way to achieve a usable freebase product. Though it is advisable to keep everything completely free of moisture in this process, impurities carried through by moisture are not dangerous and merely effect weight. Materials Required Source Material: DMT Fumarate Solvents: Anhydrous Acetone Water Reagents/Desiccants: Anhydrous Magnesium Sulfate Household Base: Either Sodium Carbonate (Washing Soda) or Calcium Hydroxide (Pickling Lime) or Sodium Bicarbonate (Baking Soda) Converted to Sodium Carbonate Mix DMT fumarate with an equal amount of sodium carbonate and moisten thoroughly. Allot adequate time and stirring for complete reaction. the fumaric acid undergoes reaction with the base, effectively neutralizing the acid and freeing the product in its pure alkaloid form, or freebase. Mix in anhydrous magnesium sulfate until material is thoroughly dry. the magnesium sulfate acts as a desiccant and helps to prevent moisture contamination of the acetone. Add an excess of anhydrous acetone to completely submerge material and allot adequate time and stirring for dissolution. the more contact allotted between the product and the acetone, the greater the saturation. Decant acetone into an evaporation dish and evaporate in a dry space, allowing crystal formations to cover most of the dish. The resulting product will be of a waxy consistency when scraped up. Continue to pull with acetone until material is apparently exhausted. Store in a cool, dark place in a sealed container, preferably protected from moisture and oxygen.

Crystalline Conversion

Crystalline Freebase Conversion of DMT

Though heptane is a bit more toxic and more difficult to evaporate than acetone, it is able to achieve a more pure, hard, crystalline product. The only likely potential impurity--assuming proper decanting--is residual heptane. Mix DMT fumarate with an equal amount of sodium carbonate and moisten thoroughly. Allot adequate time and stirring for complete reaction. Add enough warm heptane to completely submerge material and allot adequate time and stirring for dissolution. Decant heptane into a small open glass vessel and allow to evaporate with or without airflow. The resulting product will be crystalline with some leftover oil that may be recycled. acetone works well for recycling uncrystallized product. Air-dry material thoroughly before storage. Continue to pull with warm heptane until material is apparently exhausted. Store in a cool, dark place in a sealed container, preferably protected from moisture and oxygen.

Nontoxic Freebase Spice Conversion

Nontoxic Hasty Freebase Spice Conversion

Nontoxic Hasty Freebase Spice Conversion[3]

This method is the most expedient and simplest method of freebase conversion. Materials Required Source Material: DMT Fumarate Solvents: Water Reagents/Desiccants: Sodium Carbonate Converted from Sodium Bicarbonate Equipment: Evaporation Dish Scraping Tools Mix DMT fumarate with an equal amount of sodium carbonate on the dish and moisten thoroughly. Allot adequate time and stirring for complete reaction. the fumaric acid undergoes reaction with the base, effectively neutralizing the acid and freeing the product in its pure alkaloid form, or freebase. Spread the mixture evenly across the dish. the product will have formed a non-polar oil, adhering to the dish. Add more water and carefully tilt across the dish, decant, and repeat until satisfied that all byproduct has been removed. the less water used, the less potential loss of product Commence with manual crystallization procedure by firmly spreading the product across the dish until it thickens, then successively scraping and spreading the product until it thickens more, then spreading out and allowing to dry. the product will take on a hard, dry clay-like consistency and can be molded in the desired size and form

Nontoxic STB Freebase Conversion of DMT

Nontoxic Freebase Conversion of DMT[4]
Though completely nontoxic, this method is reportedly difficult for achieving a manageable product. Dissolve DMT fumarate completely in a small amount of water. Mix with a saturated solution of sodium carbonate until basic. Allow time for crystallization to occur. Collect and dry product thoroughly. Store in a cool, dark place in a sealed container, preferably protected from moisture and oxygen.

STB Conversion

This conversion is simplistic in that it almost exactly resembles the methods used in STB Techniques, though it is significantly simpler in that it involves less material, fewer impurities, and does not require a strong base.

Materials Required
Source Material: DMT Fumarate
Solvents: Nonpolar Solvent Distilled Water
Reagents/Desiccants: Household Base: Either Sodium Carbonate (Washing Soda) or Calcium Hydroxide (Pickling Lime) or Sodium Bicarbonate (Baking Soda) Converted to Sodium Carbonate

Procedure for STB Freebase Conversion of DMT:

1. Dissolve DMT Fumarate in an adequate amount of water.
   • No reaction occurs at this point.
2. Add a concentrated solution of weak base until total precipitation is observed by the cloudiness of the solution.
   • The fumaric acid undergoes reaction with the base, effectively neutralizing the acid and freeing the product in its pure alkaloid form, or freebase.
3. Stir in NPS thoroughly and allow to separate from the aqueous solution.
   • The more contact allotted between the product and the NPS, the greater the saturation.
4. Collect the top layer of NPS, being careful not to allow any aqueous contamination.
   • Aqueous contamination may result in an impure product or may disrupt subsequent crystallization.
5. Repeat steps 3-4 with fresh or unsaturated NPS until the aqueous solution is exhausted to satisfaction.
   • Three washes is generally considered sufficient.
6. See Crystallization in order to render crystalline freebase product.

Further Elaboration and Technical Support

Directory of Conversion Teks

Forum on the Topic of FASA

Administration

Leaf Enhancement

Enhanced Leaf is a method of administration whereby one dissolves their DMT freebase in either Ethyl Alcohol, Acetone or Isopropyl Alcohol with any smokable herb and allowing this to evaporate. This allows an easier administration than freebase DMT, a cone is loaded and pulled very slowly, being careful not to pull it too fast, as this will not vapourise the DMT and alot of the DMT will be wasted.

Vaporization

The vaporization method of administration pertains to the use of pure freebase product with no additional material. This method generally makes use of heating an apparatus that is intended to distribute the heat to the product until it reaches the point of vaporization and can be inhaled.

Glass-Pipe Vaporizers

Glass-pipe vaporizers are glass pieces that are meant to be heated directly in order to indirectly disperse that heat into the product. The glass used must be thin enough for the heat to pass through its structure and potentially distribute the heat evenly. The piece must have a chamber within which the product will undergo vaporization. It must be assembled in a manner that will allow for air intake and output: The output being the inhalation nozzle, and the input being a sort of carb.

the Improvisation of a Glass Pipe Vaporizer

The Machine

"The Machine" is essentially a glass vaporizer in which heat is meant to distribute through the pipe rather than across the glass. It utilizes a metal mesh plug inside of the pipe, on which the product is to be placed, melted and vaporized. The mesh acts both as a screen and a heat-sink, simultaneously allowing for the even heating of the product, protection from the naked flame, and prevention from inhaling unvaporized particulates. The manner of heating is likely to be conduction, as the product is known to run from the heat across the mesh until completely vaporized; however, most designs cause the product to simply run into more heat, resulting in continuous vaporization.

This method of vaporization includes the standard variations—which are essentially the simple combination of a vaporizing bowl and a vapor chamber with an inhalation nozzle—and the bubbler variations in which the vapor passes through a water heat-sink before reaching the vapor chamber and inhalation nozzle.

Material Considerations:

• Copper may gradually turn black due to the formation of Copper(II) oxide (CuO), an inert solid. This reaction and its products are not detrimental to the process of administration.

the Improvisation of the Standard Variation

NOTE Though the most common and traditional glass piece used would be a small bottle with a hole drilled in the bottom, other more accessible and workable alternatives, such as bulbs or test-tubes with small holes punched in the end[5][6], dropper stems[7], or glass basters[8], among others have been reported, though vary in effectiveness, primarily due to the size of chamber and method of loading and heating. Obtain a glass piece with only two openings—one smaller than the other—accessing a single chamber. commonly by drilling or filing a hole in the bottom of a single-serving liquor bottle. Prepare a plug made of metal mesh by cutting a piece of an excess of the appropriate size to fit in the larger opening of the glass piece. Stainless steel and copper of a coarse mesh are preferable, as they do not tend to burn at the temperatures needed for vaporization. Using pliers to hold the cutting, use a torch to thoroughly burn off any machine oil or coatings found on the mesh. Perform this step until no more smoke can be observed emanating from the cutting. Allow to cool and roll the cutting tight enough to fit in the larger opening of the glass piece. The plug needs to be tight enough to suspend it in the opening but not so tight as to block air passage. Obtain an inhalation nozzle or mouthpiece of some kind if necessary to facilitate inhalation from the vapor chamber through the smaller opening in the piece. A tube or straw of some kind is the most common method. A Customized Design of "The Machine"[9] Notes on Administration To load, simply place a measured dose in the chamber, on the plug and carefully melt into the plug by feathering with a flame or other heat source. A butane torch is generally consider to be the most effective heat-source.

Machine-Style Bubbler Piece

NOTE

Theses variations can apply to the use of a small bubbler pipes, bong-style bubblers, or improvised bubblers, though smaller bubblers are often found most preferable. The water in the bubbler acts only as a heat-sink and will not absorb a significant, if any, amount of product, as the freebase product is not soluble in water; however, the use of ice in cooling should be forgone, as it may cause the premature precipitation of product within the chamber.

the Improvisation of the Bubbler Bowl Variation of "The Machine"[10]

NOTE This design differs from "the machine" slightly in that it does not consistently protect the product from open flame. Prepare a plug made of metal mesh by cutting a piece of an excess of the appropriate size to fit in the bowl. stainless steel and copper of a coarse mesh are preferable, as they do not tend to burn at the temperatures needed for vaporization. a thin tube of about an inch long will facilitate the most effective use Using pliers to hold the cutting, use a torch to thoroughly burn off any machine oil or coatings found on the mesh. perform this step until no more smoke can be observed emanating from the cutting. Allow to cool and roll the cutting tight enough to fit in the bowl. if using a small thin tube of mesh, stuff the end tightly in the bowl and coil loosely around the inside, leaving about a quarter inch of space between the coil and the lip. the plug needs to be tight enough to suspend it in the opening but not so tight as to block air passage. Notes on Administration To load, simply place a measured dose directly on top of the plug and carefully melt into the plug by feathering with a flame or other heat source. A standard lighter will work adequately for this style of device.

the Improvisation of the Machine-Style Bubbler Stem[11]

NOTE A design of bubbler or piece that facilitates being angled in such a way that the product can only run down toward the heat-source is preferable to ensure full dosage. A Machine-Style Bubbler Stem seated in a bubbler. Prepare a glass piece to be fitted to the intake of a bubbler. this can be accomplished either by using a glass piece small enough to fit inside with a gasket fitted to provide a seal or by attaching the piece with a small section of tubing; traditionally, a dropper stem with the nozzle broken off and edges melted is implemented. Cut off a piece of the metal scrub pad, hold it with pliers, and burn with a torch under an oven hood until no more smoke is emitted. After it has cooled, stuff it in the larger end of the piece, and stuff it down toward the end designated for heat application somewhat tightly, and so that a part of the mesh is exposed. NOTE Most designs will result in runoff if used at a downward angle, but if a straight glass piece is used, that runoff may be immediately retrievable for further administration by simply plunging the plug to one end of the piece--collecting oil--then back into place. Notes on Administration To load, simply place a measured dose inside the piece and onto the plug, and carefully melt into the plug by feathering with a flame or other heat source. A butane torch is a preferable heat source for the operation of this piece.

Further Elaboration and Technical Support

"The Machine" Article from The Entheogen Review

"the machine" Q.'s

Effective Use and Maintenance

As the term indicates, vaporizers are intended to vaporize, not to burn product, as such, the product should never come into contact with the flame or be overly heated to the point of burning. Generally, a vacuum must be generated in order to direct the heat through the product and to direct the vapor into the chamber. Which should not be allowed to sit for too long, as it may begin to precipitate within the chamber. Every toke should be held in the lungs as long as necessary for the vapor to be completely absorbed, as no vapor should be exhaled.

Heat-Source:

Though many prefer a butane torch for expedient heating, and though many manners of vaporizer demand its use, a standard lighter will produce adequate heat for vaporization. A standard lighter is generally ideal for vaporizers that generate a strong enough vacuum to pull the flame toward the heat sink.

Common Methods of Inhalation:

• Some prefer to vaporize their entire dose before inhaling so as to administer one strong toke. This method can be quite harsh and difficult on the lungs and throat and may induce coughing. However, this is reportedly the most intense method of administration, almost always inducing a "breakthrough" if held in the lungs for adequate absorption.
• Others prefer to administer one dose within multiple tokes, which is reportedly slightly longer-lasting and much easier on the lungs and throat though possibly less intense. Usually the amount of tokes taken depends on the intended depth of the experience. In many cases, three is found to be more than adequate and four is said to be a "breakthrough" dose. Any subsequent tokes to the first toke must occur within the first minute, due to both tolerance and lack of motor skills building up rapidly

Cleaning the Apparatus:

• The apparatus used for vaporization can be cleaned using the same solvents used for extraction. However, volatility and toxicity concerns should be a strong consideration in choosing the proper solvent.
• It is preferable to choose a solvent that evaporates quickly and cleanly and able to dissolve a broad range of products, as oxidization is likely to have occurred.
• Residual solvent residue may be hazardous, as the user may inhale harmful fumes or potentially ignite the solvent.

The residual product dissolved by the cleaning solvent may be salvaged by appropriate methods of crystallization. However, it is likely to contain a variety of inactive constituents, so proper purification measures would be advisable.

Concerns Regarding the Experience

• The primary effects of smoked DMT, induced within minutes of administration, last for about 5-10 minutes and are characterized by strong visual hallucination, a strong psychedelic quality, and minor auditory hallucination, while the secondary effects of a much more mild character may last for up to an hour.
• Tolerance is reportedly induced rapidly and often dissipates rapidly, though repeated or high doses may induce a slightly longer term tolerance. Some believe it is best to wait at least one hour between doses.
• The experience of smoking DMT is said to be quite overwhelming. It is often necessary for the user to have a "sitter" nearby to tend to the smoking apparatus so as to not risk the possibility of the user damaging it or accidentally inflicting burns. It can also be temporarily debilitating, so the user may be advised to refrain from any physical activity.
• Set and setting are of the utmost importance, as the user is often rendered temporarily vulnerable and emotionally fragile. The user must determine the appropriate conditions in which administration is to take place but is advised to initially seek out a setting containing minimal stimuli.
• It may also behoove the user to seek out a more experienced sitter for guidance and support. Often this is unavailable, and as such, it would be more advisable for the user to perform the rite in solitude. An inexperienced sitter may inadvertently induce anxiety in the user out of negligence or unnecessary concern.

Further Elaboration and Technical Support

"The Machine" Article from The Entheogen Review

Potentiation

The effects of DMT, as with most psychedelic substances, can be lengthened, strengthened, altered, or otherwise potentiated through the use of various psychoactive or bioactive compounds. The potentiation of DMT is actually the oldest method of administration, as its necessarily potentiated oral administration serves as the compound's longest known history of use. DMT is generally considered to be orally inactive without some form of potentiation, such as a harmaloid preparation. DMT's potentiation is not limited to oral use, however, as many of the same potentiating agents may be used in conjunction with vaporized or otherwise administered DMT.

Harmaloids

Oral Administration of DMT

Pharmahuasca

Pharmahuasca is a pharmaceutical version of the entheogenic brew ayahuasca. Traditional ayahuasca is made by brewing the MAOI-containing Banisteriopsis caapi vine with a DMT containing plant, such as Psychotria viridis. Pharmahuasca refers to a similar combination that uses a pharmaceutical MAOI instead of a plant.

• A general rule for the dose taken of DMT in a capsule is NO MORE THAN 1mg per pound of body weight.
• This is assuming that approx 100mg MAOI is taken first.
• Take one MAOI capsule (100mg) wait ten-twenty minutes
• Take one DMT capsule containg half of the dose (for 150lbs. bodyweight, no more than 75mg DMT)
• Wait ten minutes, this will reduce the likelihood of vomiting.
• Take one DMT capsule containing the second half of the dose.
• Experiment with how much spice SWIM likes to use and find what's right for SWIM.

WARNING

• This method of administration can easily get out of hand by believing a small change in the weight of the dose will have little effect, the above dosage is considered to be a high one. Do not attempt to operate machinery during the trip. Do none of these things, after all SWIM will probably be lying on their back for a couple hours.

• Pharmahuasca forum topic
• wikipedia:Pharmahuasca

Jungle Spice

Jungle spice is one of many names that have been applied to an intriguing non-DMT alkaloid fraction that can be isolated from much of the commercially available Mimosa root bark (See V. Botanical Confustication).^[12],^[13],^[14] In the most general terms, it is the alkaloid fraction obtained from the aqueous basic phase of an extraction by pulling with xylene or toluene after DMT ceases to be pulled by an aliphatic hydrocarbon solvent (naphtha, heptane, etc.). This product will almost always contain some N,N-DMT in addition to the more mysterious alkaloids; some extractors choose to remove the DMT in a hot naphtha wash to obtain a pure "jungle" experience, while others use the jungle/DMT mixture as it is.

There is a great deal of ambiguity surrounding jungle spice, owing to a wide array of factors. First and foremost, there appears to be a great diversity of compounds which can be isolated by extracting the aqueous basic phase with xylene or toluene.^[15],^[16] Which compounds are actually isolated depends on some several of the following factors: the source and botanical identity of the root bark, the conditions of cultivation/harvest, and various pH, temperature, and airflow considerations throughout the extraction process.^[17],^[18],^[19],^[20] About all that is certain about it at this point is that it contains some psychoactive material that isn't N,N-DMT.

There has been a lot of speculation going around that this compound may be yuremamine, the novel phytoindole isolated from Mimosa Tenuiflora and characterized in 2005.^[21],^[22],^[23] Looking at the evidence, this scenario appears exceedingly unlikely based on yuremamine's known instability to base and speculated instability to heat.^[24],^[25] It can't yet be ruled out completely, but there remains a substantial body of evidence against this identification. Until an LC-MS of jungle spice emerges with a molecular ion at 477.1 m/z, I think it's safe to assume that yuremamine is not the red alkaloid that has been isolated by home extractors.

Links

• Summary of jungle spice analytical work
• "Jungle Spice" - Mystery Alkaloids of Mimosa Root Bark at the DMT-Nexus
• Entropymancers "Jungle Spice" - Mystery Alkaloids of Mimosa Root Bark.pdf

Further Potentiation

Appendices

Storage Concerns

DMT should be stored in a cool and dry place, preferably in a sealed container.

Brief overview - What is DMT N-Oxide?

DMT N-Oxide is the oxidation compound of DMT. DMT N-Oxide is also very likely psychoactive, as Shulgin hypothesized..

Oxidation can occur naturally (extended exposure to air) or artificially (by using Hydrogen Peroxide). The rate at which oxidation naturally occurs is unknown, but its suspected oxidation to crystals is often superficial, since long term stored DMT remains solid, though sometimes bit darker and more waxy (and N-Oxide is more often described as an oil).

Chemical and physical properties

For solubility, reconversion back to DMT, etc, check the N-Oxide Chemical and Physical WIKI

Effects

Effects should be similar to DMT when smoked.

Pharmacology, toxicity and general safety

Plants containing DMT N-Oxide

Arundo spp.

Arundo donax Culm and flowers. Ghosal 1972a ref Trout's Notes

Acacia spp.

Acacia caesia In bark. Further details not given. Ghosal et al 1970b Trout's Notes

Anadenanthera spp.

Anadenanthera colubrina

• var. cebil [as Piptadenia macrocarpa] - DMT N-oxide In seeds but not in pods. Amount of DMT-N-oxide not given. Total alkaloid content of 1.5-2.0% determined in some samples: Fish et al 1955 ref Trout's Notes. Material from both Florida and Brazil were used.

Anadenanthera peregrina

• (Haiti) (DMT N-Oxide traces in seeds) Paris et al. 1967
• DMT N-Oxide In seeds but not in pods. Amount of DMT-N-oxide not given. Total alkaloid content of 1.6% determined in one sample: Fish et al 1955 ref Trout's Notes. Used material rrom both Puerto Rico and Brazil.

Snuff

• Epena - DMT N-Oxide present in Yanoama snuff prepared from Piptadenia peregrina. (Marini-Bettolo et al. 1964 ref Trout's Notes)
• Epena - Snuff prepared, by the Ma-hekodo-teri of the Rio Mavaca from seeds of an Anadenamhera specie.s.

DMT-N-oxide [with Bufotenine, Bufotenine-N-oxide, and DMT]. Marini-Bettolo et al. 1964 ref Trout's Notes

Banisteriopsis spp.

Banisteriopsis argentea

• DMT-N-oxide In stem and leaf: Ghosal 1972a ref Trout's Notes
• DMT-N-oxide in leaf. [26 mg from 1.8 kg] Ghosal & Mazumder 1971 and Ghosal et al. 1971

Desmodium spp.

Desmodium gangeticum

• Aerial parts (0.033%; 0.21 gm. + 0.12 gm. (latter as chloroform soluble acetate) from 1 kg. of fresh wet material. Banerjee & Ghosal 1969 ref Trout's Notes
• Green Plant (Stem and Leaf) Ghosal 1972a and Ghosal & Bhattacharya 1972 and Ghosal et al. 1971
• Ghosal et al. 1972e (0.12 gm. + 0.02 gm. from 1.6 kg. of dried roots.) Ghosal & Banerjee 1969. Roots (Amount not given.) Ghosal & Bhattacharya 1972 ref Trout's Notes
• Fruit Ghosal 1972a ref Trout's Notes
• Seeds Ghosal & Bhattacharya 1972 & Ghosal et al. 1970b ref Trout's Notes

Desmodium gyrans

• leaves (0.18 gm DMT-N-oxide. from 2 kg) Ghosal et al. 1972a ref Trout's Notes
• Stem / leaf DMT-N-oxideGhosal et al. 1970b ref Trout's Notes
• Roots. DMT-N-oxide Minor alkaloid. Amount not given. Ghosal et al. 1972a ref Trout's Notes

Desmodium pulchellum

• Whole plant (DMT-N-oxide Minor alkaloid) Ghosal & Mukherjee 1964 ref Trout's Notes
• (Mention. Ghosal & Mukherjee 1965) (DMT-N-oxide Amount not given) Ghosal & Mukherjee 1966 ref Trout's Notes
• Stem and leaf of young seedling (0.023% DMT-N-oxide by dry weight; 19% of 0.12% Total alkaloid) Ghosal et al 1972c ref Trout's Notes
• Stem and leaf of mature plant (0.070% DMT-N-oxide by dry weight; 5% of 1.4% Total alkaloid] Ghosal e1 al. 1972c ref Trout's Notes
• Root of young seedling (0.011% DMT-N-oxide by dry weight; 3% of 0.37% Total alkaloid] Ghosal et al 1972c ref Trout's Notes
• Root of mature plant [0.121% DMT-N-oxide by dry weight; 11 % of 1.1% Total alkaloid] [Also, in same paper: 1.8 kg of dried roots yielded 0.18 gm + 0.042gm; i.e. 0.012%.] Ghosal et al. 1972c ref Trout's Notes
• Fruit (green) of mature plant [0.007% by dry weight; 72% of 0.01% Total alkaloid] Ghosal et al. 1972c ref Trout's Notes
• Seeds (ripe) mature plant (DMT-N-oxide trace) Ghosal et al 1972c ref Trout's Notes
• Root, Stem-leaf and Seeds - DMT-N-oxide Ghosal et al 1970b ref Trout's Notes
• Root, stem-leaf and fruit - DMT-N-oxide (Amounts not given) Ghosal 1972a ref Trout's Notes

Desmodium triflorum

• Leaf [trace DMT-N-oxide] Ghosal et al. 1972d ref Trout's Notes
• Stems - DMT-N-oxide [3% of 0.008% total alkaloids] (dry weight) Ghosal et al !972d
• Roots - DMT-N-oxide (4% of 0.01% Total alkaloids] {41 mg. from 8.3 kg} (dry weight) Ghosal et al. 1972d ref Trout's Notes
• DMT-N-oxide Minor in roots. (amount not given) Ghosal et al. 1971 ref Trout's Notes

Lespedeza spp.

Lespedeza bicolor

• var. japonica - DMT-N-oxide in rootbark but not leaves. Minor component. Amount not clearly indicated. Morimoto & Matsumoto 1966 ref Trout's Notes

Mucuna spp.

Mucuna pruriens

• DMT-N-oxide In root, stem-leaf and pod. Ghosal 1972a ref Trout's Notes
• DMT-N-oxide In leaf/stem/seed. Ghosal et al. 1970b ref Trout's Notes
• 0.003% DMT-N-oxide in fresh leaves Ghosal et al. 1971 ref Trout's Notes

Extraction teks

Dosages and consumption methods

History of usage

Analysis of DMT N-Oxide

Scientific publications

Other links of interest

1. ↑ Acolon 5's Spice Washing Tek
2. ↑ FASA Alteration of Final Purification
3. ↑ Amor_fati's_Approach_to_Freebase_Conversion_of_DMT#Nontoxic_Conversion
4. ↑ DMT Fumarate to DMT Freebase
5. ↑ "The_(mini)_Machine"_Step_by_Step_Guide
6. ↑ q21q21's Test-Tube Machine
7. ↑ Reintroducing My Alternative to "The Machine" by amor_fati
8. ↑ New stealth bargan vapour pipe by deweeb
9. ↑ My Machine by Aoutiv
10. ↑ Posts Regarding Construction and Operation of a Machine-Style Bubbler Bowl by WSaged[1][2][3][4]
11. ↑ The Mini-Machine Bubbler Stem
12. ↑ Doctorcito (@ Ayahuasca Forums). 2006. "Yuremamine: Solving the Mystery of Jurema Preta?" http://forums.ayahuasca.com/phpbb/viewtopic.php?t=9912
13. ↑ DonPeyote (@ Drugs-Forum). 2006. "Jungle DMT?" http://www.drugs-forum.co.uk/forum/showthread.php?t=26468
14. ↑ Lemmiwinks (@ Entheogen.com Forums). 2007. "Red Spice?" http://www.entheogen.com/forum/showthread.php?t=11191
15. ↑ Fuego (@ DMT-Nexus Forums). 2007. "Doing xylol extraction." http://www.dmt-nexus.me/forum/default.aspx?g=posts&t=398
16. ↑ Marsofold (@ The Nook Forums). 2005. "Extraction Of An Alternate Alkaloid From Mimosa." http://www.thenook.org/forum/index.php?showtopic=39278
17. ↑ Doctorcito (@ Ayahuasca Forums). 2006. "Yuremamine: Solving the Mystery of Jurema Preta?" http://forums.ayahuasca.com/phpbb/viewtopic.php?t=9912
18. ↑ DonPeyote (@ Drugs-Forum). 2006. "Jungle DMT?" http://www.drugs-forum.co.uk/forum/showthread.php?t=26468
19. ↑ Noman (@ DMT-Nexus Forums). 2006. "Dark DMT - the Other Alkaloid." http://www.dmt-nexus.me/forum/Default.aspx?g=posts&t=90
20. ↑ Noman (@ The Lycaeum Forums). 2006. "Dark DMT." http://forums.lycaeum.org/index.php/topic,17215.0.html
21. ↑ Vepsäläinen JJ, Auriola S, Tukiainen M, Ropponen N, Callaway JC. 2005. "Isolation and characterization of yuremamine, a new phytoindole." Planta Med. 71(11):1053-7
22. ↑ Marsofold (@ Drugs-Forum). 2005. "The Other Alkaloid In Mimosa Hostilis." http://www.drugs-forum.co.uk/forum/showthread.php?t=13507
23. ↑ Noman (@ DMT-Nexus Forums). 2006. "Dark DMT - the Other Alkaloid." http://www.dmt-nexus.me/forum/Default.aspx?g=posts&t=90
24. ↑ Vepsäläinen JJ, Auriola S, Tukiainen M, Ropponen N, Callaway JC. 2005. "Isolation and characterization of yuremamine, a new phytoindole." Planta Med. 71(11):1053-7
25. ↑ Noman (@ DMT-Nexus Forums). 2006. "Dark DMT - the Other Alkaloid." http://www.dmt-nexus.me/forum/Default.aspx?g=posts&t=90

Analogues

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Brief overview - What is 5-MeO-DMT?

5-MeO-DMT is a potent naturally occuring psychedelic alkaloid

Chemical and physical properties

For solubility, melting point, etc, check the 5-MeO-DMT Chemical and Physical Properties WIKI

5-MeO-DMT can be oxidized naturally or by the use of hydrogen peroxide and becomes 5-MeO-DMT N-Oxide

Effects

Excessively fast onset - 10-30 seconds.

Lower doses (2-6 mgs smoked) - Crushing body load quickly yielding a sense of body-orgasm. No CEV's, slight fractal visual distortions with open eyes. Peak effects 5-25 mins. Total time to full baseline 1.5-2.0 hours

Medium doses (7-15 mgs smoked) - Crushing body load yielding gasping and gagging nausea with any resistance and a sort of release into the 5-MeO state with surrender - beyond body-orgasm into gasping soul orgasm. CEV's show a sort of yellow or white field. Eyes want to open and close. Open eye visuals are best with living, loved ones. Fractalized in space and time. Peak effects 20-40 mins. Total time to full baseline 1.5-2.0 hours.

Higher doses (16-22 mgs smoked) - Body load that hits like a wall of drowning whiteness. Overwhelming. No time to resist or submit or feel nauseaus or groan or . . . Blackout for peak memories. Weird verbal outbursts or babbling. Extended peak effects, 20 mins to over an hour. Total time to baseline 2 hours to . . . . extended feeling of not being fully back or integrated that can last days, weeks or months.

It is worth noting that different anecdotal reports of 5-MeO-DMT use differ significantly in terms of their descriptions of the effects that particular dosages bring on. While some people have reported that 30 mgs produces only threshold effects, others have reported being completely overtaken by as little as 5 mgs. These drastic variations could be due to physical differences between individuals or variations in substance purity.

In order to maximize safety, it is recommended that potential users of 5-MeO-DMT start dosing themselves at the low end of the spectrum (2-6 mgs) before attempting higher dosages. As discussed earlier, even low doses of 5-MeO-DMT can occasionally produce extremely overwhelming effects.

Pharmacology, toxicity and general safety

Full agonist at 5-HT 1A, 5-HT 1c, 5-HT 1d & 5-HT 2, Callaway & McKenna 1998 5-HT receptor interactions & specificities: McKenna et at. 1990 Sec also: Glennon et al. 1979 & 1994; Sanders & Bush 1967

Distribution, mctabolism & excretion (in rat): Sanders & Bush 1967 Preferentially metabolized by MAO-A:Squires 1975; Suzuki et al. 1981

When ingested together with a MAOI, 5-MeO-DMT is O-demethylated by CYP2D6 and becomes Bufotenine in the liver, but without a MAOI, it is mostly N-Demethylated by MAOI into 5-MeO-Indole-acetic-acid (Shen et al 2010; Ai-Ming 2008).

There is some concern regarding taking 5-MeO-DMT orally, specially with a MAOI. There has been at least one reported death (Sklerov, 2005; Callaway 2006), and some hospitalizations. This might be due to individual metabolic differences. Check this thread for more info. If you are consuming 5-MeO-DMT orally for the first time, specially with MAOIs, start VERY low and raise your dosage gradually.

General For info on DMT safety, please reffer to Health and Safety tips regarding set and setting, how to integrate and so on, as written for DMT, are also relevant to 5-MeO-DMT

Life-forms containing 5-MeO-DMT

Acacia spp.

The alkaloid information about Acacia coming from TLC analysis is not to be considered definite. They are tentative identifications that need to be confirmed with GC-MS or other appropriate analytical methods. (ref Trout's Notes)

Acacia albida

• Traces 5-MeO-DMT tentatively observed in twigs. 5 Oct. 1995. TLC by J. Appleseed 1995 (Xanthydrol), co-occuring with suspected DMT. (Trout's Notes)

Acacia angustissima Trace amounts tentatively observed in roots (unconfirmed) in March 1995. TLC by J. Appleseed. Not ob- served in second assay. Trace amounts in seeds. tlc by Appleseed 1995 (all with Xanthydrol)

Acacia auriculiformis Trace amounts tentative ly ()bserved in stem-bark (25 April 1995). tic by J. Appleseed 1995 (A band at this Rf was also seen in roots [mislabeled as Guaiacuml in 2 Sept. 1994 assay but used Ehrlichs reagent which does not differentiate between DMT and 5-MeO-DMT.)

Acacia cultriformis Blue band co-chromatographing with 5-MeO-DMT (Xanthydrol) Seen in branch stems, and in phyllodes, also in flowering spikes. Commercial florist's material. Sept 1996.

Acacia difformis

Blue band co-chromatograpbing with 5-MeO-DMT (Xanthydrol) Roots of two year old seedlings. TLC by J. Appleseed 1996. Also in stems Sept 1996. Not observed in roots Sept. 1996.

Acacia farnesiana Traces tentatively observed in green fruit. Not present in ripe fruit. (Xanthydrol) Also contained a suspected beta-carboline. (blue under UV) 24 July 1995. tlc by J. Appleseed 1995.

Acacia maidenii Traces observed in wood (October 1995); Observed in twigs (26 July in phyllode and in mixed phyllode and twigs 27 Oct 1995) tic by J. Appleseed 1995 (Xanthydrol) Co-occurring with suspected DMT in all samples of phyllodes and twigs but sole alkaloid seen when just using twigs. Not observed in bark or root bark. Note: Acacias such as this one do not produce leaves except when young or stressed. What are thought of as being leaves are actually phyllodes; a specially modified petiole (the short stalk at the leaf base.

Acacia nilorica Faint traces observed in stem, roots and leaves. As- sayed separately (Sept 1996; Xanthydrol) Acacia obtusifolia In some samp les as a minor component. Apparently unpublished work. Pers. comm. with Snu Voogelbreinder. Needs confimation. Appeared present in one sample of leaves / twigs looked at by Mulga: Not observed in bark or root bark.

Acacia victoriae Strong blue band eo-chromatographing with 5-McO- DMT (Xanthydrol) Roots of two year old seedlings. tic by J. Appleseed 1996.

Anadenanthera spp.

Anadenanthera spp. (G. Seitz, 1965]

• Seedlings 0.001% 5-MeO-DMT [4% of 29 mg of total alkaloic / 100 gm dry.) (Schultes et al 1977 ref Trout's Notes)
• (As Piptadenia sp.) Caspar, 1964; Guapore, Brazil; Tupari. - Seeds: 0.11% 5-MeO-DMT (85% of 13 mg of total alkaloids / 100 grm) (Schultes et al 1977 ref Trout's Notes)

Anadenantera colubrina

• 5-MeO-DMT reported in snuff thought to originate from this species. Conflicting reports. Most accounts have found only bufotenine in the seeds but several reports exist claiming the presence of DMT and/or 5-MeO-DMT. Torres et al. 1991 reported the detection of all three in snuff powder recovered from archaeological sites in Argentina believed to have been derived from A. colubrina seeds. Both A. colubrina and A. colubrina var. cebil occur in Argentina. While it is not clear which Torres and coworkers referred to; the latter is implied. No analysis of seeds or verifiable plant materials were reported in Torres et al. 1991.

Anadenanthera peregrina

• No.24625; Origin: Boa Vista, Brazil - Bark- 0.025% (25mg of 5-MeO-DMT / 100 gm. of dry bark]

Leaf- 0.006% [6 mg. of 5-MeO-DMT / 100 gm. of dry leaves] (Agurell et al. 1969 ref Trout's Notes)

• (as Piptadenia peregrina) Legler & Tschesche 1963 examined bark and reported 5-MeO-DMT formed 32% of the crude base. A mixture of 5-MeO-NMT and NMT comprised 41%. Used Brazilian material. Seeds collected in western Brazil in the Rio Branco region during 1953 5-MeO-DMT ; Bark collected in Colombia during 1956 with 5-MeO-DMT (Holmstedt & Lindgren 1967 ref Trout's Notes)
• No number; La Carolina, Barrio St. Just, near San Juan, Puerto Rico, December 1974. Same colony as Schultes 26363. - Mature seeds collected in March 1975; hill behind El Comandan te horse-racing track. 1975 analysis (5 months after collection): 5-MeO-DMT- 1% of total alkaloid. 1977 analysis of same material could detect only bufotenine (80% of total alkaloid in 1975). (Schultes et al 1977 ref Trout's Notes)
• R. E. Schultes 26363; La Carolina, Barrio St. Just, near San Juan, Puerto Rico, Dec. 1972 - Immature seeds collected December 1972 0.04% 5-MeO-DMT (19% of 209 mg of total alkaloid/ 100 gm dry)

Seedlings 0.024% 5-MeO-DMT (95% of25 mg of total alkaloids / 100 gm dry] Pods without seeds 0.012% 5-MeO-DMT (91% of 13 mg of total alkaloids / 100 gm dry] Leaves 0.094% 5-MeO-DMT (88% of 107mg oftotal alkaloids / 100 gm dry] Twigs 0.0357% 5-MeO-DMT (94% of38 mg of total alkaloids / 100 gm dry) Bark (0.41% total alkaloid) 0.39% 5-MeO-DMT (95% of 410 mg of total alkaloids / 100 gm dry) Roots (0.69% total alkaloid) 0.678% 5-MeO-DMT (97% of 699 mg of total alkaloid / 100 gm dry] (Schultes et al. 1977 ref Trout's notes)

• R.E.Schultes 24625; Boa Vista, Brazil)

Leaves 0.00624% 5-MeO-DMT (48% of 13 mg of total alkaloids / 100 gm dry] Bark 0.025% 5-MeO-DMT (59% of 42 mg of total alkaloids / 100 gm dry) (Schultes et al. 1977 ref Trout's notes)

• Snuff: "epena"

Obtained from the Waica by George Seitz. 5-MeO-DMT was the major alkaloid. Bufotenine was present as a minor component. Because of this, the claimed plant source (Virola) has been questioned. Holmstedt 1965 Many snuff using people use both snuffs, although many have preferences one way or the other. While idle speculation; we wonder if preparation might not have involved both plants, or if the snuff witnessed as made from one source ( Virola) may not have been contaminated with residuals of ano ther snuff (Anadenanthera) during processing or storage, in- volved the admixture of other Myristicaeaous plants or as-yet unidentified plants, or perhaps have been derived from an ·altogether different but as yet un- known source.

• Snuff: "parica"

Snuff as prepared by Piaroa Indians (collected 1955) 5-MeO-DMT [with DMT and Bufotenine] Holmstedt & Lindgren 1967

• Snuff: "yopo"

Snuff prepared, by the Pix.asi-teri (or Bisashi-teri) of Upper Orinoco, from the seeds of an Anaden.anthera species. 5-MeO-DMT [with Bufotenine) Marini-Bettolo eta/. 1964

• Snuff: "yopo"

Snuff collected in Colombia (collected 1956) 5-MeO-DMT [with DMT and Bufotenine] Holmstedt & Lindgren 1967

Arundo spp.

Arundo donax Leaf and flower. (Ghosal 1972a ref Trout's Notes)

Bromus spp.

(Brome grass)

Bromus breviaristatus

5-MeO-DMT appeared potentially present in at least some specimens of one Bromus sp. (B. breviaristatus) 1996 tlc by J. Appleseed. Species was grown by Giorgio Samorini from seeds provided by Trout and identified at seed maturity by Dr. F. Festi in 1999. (Ref Trout's Notes)

Caesalpinia spp.

Caesalpinia gilliesii

• In stem-bark (with 1 other band) 1996 assays.
• In roots. (Nice band with two others present) June

1995, also 1996. tlc by J. Appleseed (Xanthydrol) (Ref. Trout's Notes)

Caesalpinia pulcherrima

• In flowers and buds. (26 August 1995) tlc by J.

Appleseed 1995. [August 1994 of a small sample of dead flower petals did not detect this alkaloid but did show a faint indolic band at a lower Rf.] In roots (nice band) June 1995, also 1996. tlc by J. Appleseed 1995 (Xanthydrol) Desmodium sp. (Wild species, not yet positively iden- tified; Austin, Tx.) Trace amounts in aerial portions (co-occurring with suspected DMT). tlc with Xanthydro1 spray, 24 June 1995. (Ref. Trout's Notes)

Delosperma spp.

TLC assays by Johnny Appleseed (ref Trout's Notes)

Delosperma acuminatum

• May 1995 assay, 5-MeO-DMT Faint (Xanthydrol) Nov. 1995 assay: Dark blue and purple band corresponding to DMT and 5-MeO-DMT. (Xanthydrol) Other earlier positives used Ehrlich's.

Delosperma brittanae ?

• 2 Nov. 1995 sample. 5-MeO-DMT, Very nice dark band with Xanthydrol.

Delosperma cooperi May 1995 assay (two sources) also in 2 Nov. 1995 sample. 3 positives total with Xanthydrol. Other positives using Ehrlichs; co-occurrence with DMT seen in 2 Nov. 1995 sample.) (Sasha did not confirm on material from another source.

Delosperma ecklonis

• 5-MeO-DMT Nice single blue band. Xanthydrol. Sept. 1996.

Delospemza hallii

• 5-MeO-DMT. 2 Nov. 1995 sample. Dark band with Xanthydrol.

Delosperma harazianun Audhali Plateau, Yemen

• 5-MeO-DMT. 2 Nov. 1995 sampling. Dark band with Xanthydrol.(Co-occurring with DMT) Not observed In D. harazianum Shibam.)

Delosperma klinghardtiana

• Nice 5-MeO-DMT band.· Xanthydrol. Sept. 1996. (Co-occurrence with DMT)

Delosperma litorale

• 2 Nov. 1995 Sample. 5-MeO-DMT. Dark band with Xanthydrol.

Delosperma nubigenum

• 9 May 1995. Weak 5-MeO band. (Xanthydrol)

Delospenna pageanum

• (Same individual plant tested Dec. 1994)

Positives: May and 2 Nov. 1995. [Faint in Nov. Good in May] (Xanthydrol.). Material harvested Aug. and Dec. 1995 tested positive (with DMT co-occurrence); Sept. 96 (also using Xanthydrol). Assay with Ehrlich's had shown decent band at this Rf in 5 Dec. 1994 sampling.

Desmodium spp.

Desmodium gangeticum

• Aerial parts (0.057% by wet weight; 0.57 gm. from 1kg. of fresh wet material.) Banerjee & Ghosal 1969 (Ref. Trout's Notes)

Stem/leaf (Ghosal 1972a Ref. Trout's Notes)

• Green Plant (Stem and Leaf) Ghosal & Bhattachaya 1972 (Ref. Trout's Notes)
• Our assays of seedgrown plants detected 5-MeO-DMT as present in trace amounts in seeds

(May 1995 assay). No alkaloids were observed iu this species until after it was 2 years old. 5-MeO-DMT was observed in small amounts in roots and also in stems (May 1995); Also in leaf Feb. 1995 (using large red leaves left from winter) and May 1995 using normally colored new but full sized leaves. Leaves also tested positive (faint) in Nov. 1995. tlc by J. Appleseed using Xanthydrol. (Ref. Trout's Notes)

Desmodium gyrans

• Leaves (35+ mg. from 2 kg) Ghosal e1 al 1972a (Ref. Trout's Notes)

ln stem/leaves Ghosal 1972a (Ref. Trout's Notes) Roots Gihosal 1972a (Ref. Trout's Notes)

Desmodium pulchellum Bentham ex Baker

• Whole plant (0.2-0.25% by dry weight.) Ghosal &

Mukherjee 1964 (Major alkaloid. Ghosal & Mukherjee 1965. (Amount not given. Plates crystallized from 8.36 grams of impure chromatographic fraction resi- due; from 4 kg of dried whole plant.) Ghosal & Mukherjee 1966 (Ref. Trout's Notes) Stem and leaf of young seedl ing [Trace.] Ghosal et at. 1972c Stem and leaf of mature plant [0.476% by dry weight; 34% of 1.4% Total alkaloid] Ghosal eta!. 1972c Root of mature plant [0.132% by dry weight; J 2% of 1.1% Total alkaloid] (Also, in same paper; 1.8 kg. of dried roots yielded 0.23 gm; i.e. - 0.013% by dry weight.) Ghosal et a/. 1972c Seeds (ripe) of mature plant [0.002% by dry weight; 10% of0.02% Total alkaloidJ Ghosal eta/. 1972c Root, stem-leaf and flower (A mounts not given) Ghosal 1972a

Desmodium racemosum

• Whole plant. (Amount not given) Hsli et a/. 1982

cited HsU 1970 [Source article has not been located. Title is suspect.]

Dictyoloma spp.

Dictyoloma incanescens· DC 0.04% isolated from dry bark collected in winter near Rio de Janeiro. Voucher prepared. (Pachter et al 1959 ref Trout's Notes)

Dutaillyea spp.

Dutaillyea drupacea (Baillon) Hartley New Caledonia

• 5-MeO-DMT was the sole alkaloid (98%) in the leaves- 0.04%. [The published value of 0.4%, repeatedly appearing in the literature, IS A TYPO] (Baudouin et al. 1981 ref Trout's Notes)
• 5-MeO-DMT was absent from trunk-bark (Baudouin et al. 1981 ref Trout's Notes)

Dutaillyea oreophila (Baillon) Sevenet-Pusset New Caledonia

• Leaves- 0.02% 5-MeO-DMT by dry weight. Major alkaloid (40% of 0.05% total alkaloids) Co-occurring with 2-Methyl-6-methoxy-tetrahydro-beta-carboline (0.005% dry wt), Hordenine (0.0125% dry wt.) and Kokusagine (0.0125% dry wt.) (Baudouin et al. 1981 ref Trout's Notes)
• 5-MeO-DMT was absent from trunk-bark (Baudouin et al. 1981 ref Trout's Notes)

Digitaria spp.

(Crab grass)

Digitaria sanguinalis 5-MeO-DMT appeared potentially present in at least one local species; probably D. sanguinalis. Positive identification pending. 1996 tlc by J. Appleseed. (Ref Trout's Notes)

Diplopterys spp.

Diplopterys cabrerana

• Not found by Mckenna 1984, who only found DMT and traces of bufotenine
• Not found by Endlessness who only found major DMT peak (small peaks in process of identification but are NOT 5-MeO-DMT).
• 0.4655% DMT, co-occuring with traces of NMT, Bufotenine and MTHBC (Agurell et al. 1968) ( misidentified as Banisteriopsis rusbyana see Gates 1982)
• 0.16638% DMT, 0.0035% MTHBC and 0.0035% 5-MeO-DMT in dried stem (Agurell et al. 1968) ( misidentified as Banisteriopsis rusbyana see Gates 1982)

Evodia spp.

Evodia rutaecarpa

• 5-MeO-DMT in unripe fruit. Takagi et al. 1979 recovered 30 mg from 10 kg unripe fruit. Yu et al. 1997 reported 0.00015% by dry weight in the unripe fruit [ 15 mg from 3 kg.l
• Also present in the roots. Shulgin & Shulgin 1997

Evodia leptococca

• 5-MeO-DMT (0.21% dry wt.) is the major alkaloid (35% of 0.61% total alkaloids) in aerial parts. Accom panied by 0.03% 5-MeO-DMT-N-oxide and 0.024% 2-Methyl-6-methoxy-tetrahydro-beta-carboline, Acronydine (0.61%), Kokusaginine (0.183%), Acronycidine (0.0 12%), Melicopicine (0.043%), Melicopidine, 0.018%) and Acronycine (0.006%). (Skaltsounis et al. 1983 ref Trout's Notes)

Horsfieldiana spp.

Horsfieldiana superba (Hk. f. ctTh.) Warb.

• Collected in September at Sandakan, Sabah, Malaysia.)

5-MeO-DMT as minor leaf alkaloid (0.0007%; 20mg from 2.8 kg of lea ves.] Roots and bark apparently unexamined. (Jossang et al 1991 ref Trout's Notes)

Hugonia spp.

Hugonia oreogena Schleeter

• Traces of 5-MeO-DMT in rootbark. (0.5 mg from 140 grams) (Ikhiri et al. 1987 ref Trout's Notes)

Iryanthera spp.

Iryanthera ulei

• Trace amounts in bark Holmstedt et al. 1980

Justicia spp.

Justicia pectoralis

• In leaf. Shulgin & Shulgin 1997
• var. stenophylla -

Leaf (dry) sampled 2 Nov. 1995 showed a faint blue band that co-chromatographed with 5-MeO-DMT. Plant from LER. TLC by Applesecd 1995. (Xanthydrol) We wonder if the above might not actually be the same alkaloid as McKenna observed rather than 5-MeO-DMT. While TLC has indicated DMT traces in this SAME plant, this was our only sampling to show this compound and no DMT.

Lespedeza spp.

Lespedeza bicolor Turcaninow var japonica Nakai

• In leaf and root bark. Smith cited Goto et al 1958 (Ref Trout's Notes)
• Present in root bark (Less than 0.1%). Morimoto & Matsumoto 1966 (Ref Trout's Notes)

Lespedeza bicolor Our assays did not detect any alkaloids in any parts during the first year. ( 1994) We did detect 5-MeO-DMT in both seeds and mixed seeds and pods. (May 1995) tlc by J Appleseed. See comments under DMT as we may have mistaken the two as tlc used Eh.rlichs (Ref Trout's Notes)

Mimosa spp.

Mimosa pudica

• 5-MeO-DMT in low amounts in stem and leaf after the first year

(November harvest of 15 month old plants). Concentrations were higher in the roots (August harvest). Assays 2 Nov. 1995 Very young seedlings (whole plant) tested in 1996 showed a very dark suspected 5-MeO-DMT band.

• In branches; 1996 assays.

tlc by J. Appleseed 1995-6 (ref trout's Notes) [DMT did not start to show up in assays until after second year, at which time it was present in leaf and root.]

Mimosa somnians

• Maybe appearing in error? Not observed by Gupta and coworkers

Mimosa tenuiflora (Willd.) Poir. The listing of 5-MeO-DMT is in error. Meckes-Lozoya ran it as a pure reference sample only.

Mucuna spp.

Mucuna pruriens

• 0.01% in fresh leaves Ghosal et al 1971
• In leaf seed, stem and roots. Ott cited Bhattacharya et al 1971; Ghosal 1972a; Ghosal et al. 1971
• In root, stem-leaf and pod Ghosal 1972a

Osteophloem spp.

Osteophloem platyspermum (DC) Warb. (Schultes &Rodrigues #26126]

• One of 3 alkaloids in 0.62 mg of total alkaloid from 100 grams of dry bark. (Brazil);
• Other material: [Schultes & Tovar #7095 (Peru)] tested negative with Ehrlich's and Dragendorff's. (Holmstedt et al. 1980)
• McKenna et al 1984b tested a samples of leaves DMK-78 but failed to find. Did report Methyltryptophan methyl ester

Other Grasses

??? spp. (Wild Rye, Winter Rye, Rye Grass) 5-MeO-DMT appeared to be potentially present in several local species (2-4 spp.; including both annual & perennial ryes. Including the haying material called "coastal') 1996 tlc by J. Appleseed. (Ref Trout's Notes)

Phalaris spp.

Phalaris data below is incomplete. Alkaloid concentrations and proportions are highly variable from year to year and show dramatic seasonal fluctuations. Concentrations between plant parts and first growth versus regrowih are also very different. In many populations there may be marked differences in both the amounts present and in actual alkaloid profile from one plant to the next. (i.e. plants in the same population and arising from the same seeds may show completely different chemistry, not simply differing concentrations.) See the amazing Festi & Samorini pieces listed in the Phalaris spp. page about cultivation for a review and overview of what is known so far.

Phalaris aquatica

• A major alkaloid in all samples they examined. (Culvenor et al. 1964)
• 5-MeO-DMT was not present in all clones examined (4 out of 12) Frahn & Illman 1973
• 5-MeO-DMT in leaf. 0.01-0.28% in material from California. (Festi & Samorini 1994a cited Welch 1971 ref Trout's Notes)
• var. AQ-1 (Italy) Weak occurrence reported (HPLC). (Festi & Samorini 1994b ref Trout's Notes)
• as Phalaris tuberosa - Strong in leaf. 2 Nov. and 17 Sept. 1995. Dec 1995. Assay. tlc by J. Appleseed 1995 (ref Trout's Notes)
• var Killer Phalaris (At one point this was synonymous with cv. Uneta, but has been in uncontrolled propagation for long enough this is no longer certain.) 5-MeO-DMT predominated in 25 June, 17 Sept., 2 Nov. 1995 samples. (DMT was predominate alkaloid in Fall 1994 by TLC) (ref Trout's Notes)
• Clone #R5 "large" amount of DMT (5-MeO? possible mistake in Trout's Notes) co-occurring with twice amount of 2-MTHBC (Clone, designated 405-9, originating with U.S. Regional Pasture Research Laboratory, University Park, Pennsylvania)
• Clone #R37 ·'trace" amount of 5-MeO-DMT co-occurring with " intermediate" amounts of hordenine and "large" amounts of 6-methoxy-2,9-dimethyl-1,2,3,4-

tetrahydro-beta-carboline. (From highly diverse source population used in plant breeding and genetic studies at the University of Minnesota. Department of Agronomy and Plant Generics".)

• Clone #R51 ·'large" amount of 5-MeO-DMT as sole observed al.kaloid. [Same source as R37)
• Clone #R96 " large" amount of 5-MeO-DMT co-occurring with "trace" amounts of hordenine and "trace" amounts of 6-methoxy-2,9-dimethyl-1,2,3,4-tetrahydro-beta-carboline. (Same source as R37) (Gander et al. 1976. ref Trout's Notes)
• cv. Australian Commercial (CPI 119305) A major alkaloid in 7 day old seedlings. 150 nmol / 100 seedlings. (Mulvena & Slaytor 1983 ref Trout's Notes); In seedlings. (Mack et al. 1988); Mature 0.05% dry wt.(Baxter & Slaytor 1972)
• cv. Sirocco 51 nmol / 100 seedlings. (Mulvena & Slaytor 1983 ref Trout's Notes); Major base. (Frahn & O'Keefe 1971); 5-MeO-DMT in leaf (Ott 1994 cited Culvenor et al 1964; Baxter & Slaytor 1972; frahn & Illman 1973 ; Moore et al 1967; Mulvena & Slaytor 1982; Oram & Williams 1967 ref Trout's Notes)

Phalaris arundinacea

• 5-MeO-DMT in leaf and whole plant Barnes et al 1971; Culvenor et al 1964; Gander et al. 1976; Majak & Bose 1977; Majak et a!. 1978; Marten et al. 1973

Williams et al. 197 1. Many others.

• 0.0002-0.0067% 5-MeO-DMT in material from British Columbia. (Majak & Bose 1977)
• 0-0.02% in material from Minnesota. NRG741 was strongest of those tested & NRG721 the weakest. (Majak eta/. 1978)

Festi & Samorini 1994a

• tlc by Johnny Appleseed
• P.I. 172442 Turkey (cv. Turkey Red)0.0025% to 0.045% total alkaloid by wet weight. 5-MeO is predominate alkaloid. (J.Appleseed (undated manuscript); "Ayahuasca analog plants of the temperate zone." Tlc by Johnny Appleseed: fall 1994, 25 June, 17 Sept, 2 Nov. 1995. (ref Trout's Notes)
• cv Ottawa Synthetic : 5-MeO-DMT present, Amounts not given. Detected by TLC (Woods & Clark 1971 ref Trout's Notes)

Phalaris brachystachys

• PI 202676, PI 231044: 5-MeO-DMT reported, Appleseed tlc evaluation of field trials using USDA seeds. (ref Trout's Notes)

Phalaris canariensis

• PI 167261, and also 284185 (lower levels) 5-MeO-DMT reported, Appleseed tlc evaluation of field trials using USDA seeds. (ref Trout's Notes)
• Traces reported (HPLC). Festi & Samorini 1994b

Phalaris stenoptera (= P tuberosa var. stenoptera)

• Variable amounts. Festi & Samorini 1994b cited Rendig et al 1970 as finding 135-264 J.Lg/ml of expressed juice. (ref Trout's Notes)

Sorghum spp.

Sorghum halepense (Johnson Grass, Aleppo Grass, Egyptian Millet, Grass Sorghum, Means Grass)

• Low levels of 5-Me0-DMT in leaf only. 1996 TLC by J. Appleseed. (Xanthydrol) Samples collected spring and summer; Central Texas. (ref Trout's Notes)

Umbellularia spp.

Umbellularia californica (Hook & Am.) Nutt.

• Unspecified concentration of 5-MeO-DMT in stembark. Needs confirmation. (Ratsch 1998 ref Trout's Notes)

Virola spp.

Snuff and other products from unidentified Virola.

• Virola based arrow poison (Yanomamo). 8% 5-MeO-DMT by dry wt. (Macrae & Towers 1984 cited Galeffi et al 1983 ref Trout's Notes)
• "epena" - Snuff as prepared by Araraibo Indians (collected 1965) - 5-MeO-DMT [with DMT]
• Snuff as prepared by Tucano Indians (collected 1965) - 5-MeO-DMT [with DMT and 5-MeO-MMT)
• Snuff as prepared by Waica Indians (collected 1965) - 5-MeO-DMT [with NMT and DMT] (Holmstedt & Lindgren 1967 ref Trout's Notes
• epena" [N.24574; Origin: Rio Cauaburi, Brazil) - 0.5% 5-MeO-DMT [515 mg. of 5-MeO-DMT / 100g snuff) (Agurell et al. 1969 ref Trout's Notes)
• nyakwana (n24626; Origin: Tototobi, Brazil] - 9.68% 5-MeO-DMT [9,6130 mg. of 5-MeO-DMT / 100g snuff) (Agurell et al. 1969 ref Trout's Notes)
• Suspected virola snuff (Based on chemistry, not voucher) - 1.4% 5-MeO-DMT. (De Budowski et al. 1974 ref Trout's Notes)
• Virola paste (No voucher; " oo'-koey" ; La Chorrera) - 5-MeO-DMT 1.19 mg/ ml. DMT also present at O.3 mg/ ml (Mckenna et al 1984a ref Trout's Notes)

Virola callophylla

• (Collected on March 12; Santa Rose, Iquitos, on Rio Momon in Peru) Wood was found to contain 5-MeO-DMT (major alkaloid) co-occurring with 2-Methvl-6-methoxy-1,2,3,4-tetrahydro-Beta-carboline and nicotine. No amounts given. Miles et al 1987 ref Trout's Notes

Virola calophylloidea

• Plowman, Schultes and Tovar #7093; Origin: Pebas, Peru.) (5-MeO ?) DMT in bark Holmstedt et al. 1980 ref Trout's Notes

Virola elongata

• 5-MeO-DMT has NOT been found on all samples
• bark 0.245 mg of 5-Me0-DMT/ gm dry bark. Macrae & towers 1984 cited McKenna et al. 1984a
• Plowman, Schultes and Tovar #6920; Origin: Pebas, Peru. Present in resin and phloem (Not in leaves) Holmstedt et al. 1980 ref Trout's Notes
• Plowman, Schultes and Tovar #7263; Origin: Pebas, Peru. Present in paste and phloem. Holmstedt et al. 1980 ref Trout's Notes
• Plowman, Schultes and Tovar #7092; Origin: Pebas, Peru. Trace in bark. Holmstedt et al. 1980 ref Trout's Notes
• DMK-59. 5-MeO-DMT present in bark (not in leaves- DMT and NMT present in leaves). McKenna et al. 1984b
• DMK-67, DMK-68 and DMK-69. 5-MeO-DMT in leaf (Negative assay in bark) McKenna et al. 1984b
• Paste - DMK-59; Alfredo Moreno no. I. 5-MeO-DMT 2.03 mg/ ml (Sole base present). McKenna et al. 1984a ref Trout's Notes

Virola multinerva

• Many collections of this species were reported devoid of alkaloid. Others contained only traces of DMT.
• [No.24614; Origin : Manaus, Brazil) - Roots-0.00059% [0.59 mg. of 5-Me0-DMT/ 100 gr dry wt) Agurell et al 1969 ref Trout's Notes.
• (Schultes No. 24616; Origin Manaus, Brazil] - Trace amounts of 5-MeO-DMT in dry roots. 590ug per 100 grams. Holmstedt et al. 1980 ref Trout's Notes

Virola peruviana

• 5-MeO-DMT In bark and paste. Holmstedt et al. 1980 ref Trout's Notes
• 5-MeO-DMT in plant. Part and amount not given. In roots (even lower levels). Lai et al. 1973 ref Trout's Notes

Virola rufula

• [Schultes N.24612; Origin: Manaus, Brazil). Bark- 0.008%? [8 mg. of 5-MeO-DMT per 100g bark) given in Holmstedt et al. (1980) as 190 mg per 100 grams of dry bark which, if true, would be 0.19%.)
• Roots- 0.135% [ 135 mg. of 5-MeO-DMT per 100g root) - Agurell et al 1969

Virola sebifera

• Sample DMK-40. Found 5-MeO-DMT in bark. McKenna et al. 1984b

Virola theiodora

• Schultes No. 24595; Origin: Manaus, Brazil : * Bark- 0.11% [108 mg. of 5-MeO-DMT/ 100 gm. ) * Roots- 0.011% [ 11 mg. of 5-methoxy-DMT/ 100 gm.]
• Leaves - Traces. Agurell et al. 1969
• Schultes No. 24626; Origin: Tototobi, Brazil] * Bark- 0.062% [62 mg. of 5-Me0-DMT / 100 gm.) Agurell et al. 1969 ref Trout's Notes. Ott 1993 cited Holmstedt 1965
• Schultes No. 24613; Origin: Manaus, Brazil. * Roots- 0.001% [1 mg per 100 gm.]* Leaves- <0.001% [Less than 1 mg per 100 grams. (Holmstedt at al. 1980 listed only DMT in leaves for this same collection)]

Virola venosa

• No. 24613; Origin: Manaus, Brazil. * Roots- 0.001% [1 mg per 100 gm.]* Leaves- <0.001% (Less than 1 mg per 100 grams. (Holmstedt et a. 1980 listed only DMT in leaves for this same collection) Agurell et al. 1969 ref Trout's Notes (COPY OF ABOVE ANALYSIS FROM V. THEIODORA? MISTAKE?)
• Plowman, Schultes and Tovar N7094; Origin: Pebas, Peru): * Bark- 0.0042% [4.1mg per 100 grams of dry roots. * Leaf- 0.0003% [0.29 mg per 100 grams of dry leaves] Holmstedt et at. 1980 ref Trout's Notes

Humans and other animals

Bufo alvarius

• Cutaneous glands were found to contain as much as 60 to

160 mg per gram of dry tissue 1.0-3.5 mg/ gm of non-glandular skin. (Erspamer et al. 1965 ref Trout's Notes)

• As much as 5- 15% of parotid and coxal glands by dry

weight. Ranged from 50-1 50 mg per gram oflarge cutaneous glands (dry) and from 0.42-3.5 mg per gram in the rest of the dry skin. (Erspamer et at. 1967 ref Trout's Notes (occurs with its N-sulfate)

Humans

• Sample analysis of human cerebrospinal fluid included 5-MeO-DMT. (Christian et al. 1975 ref Trout's Notes)
• Found in cerebrospinal fluid of some psychotics and a few normal people by Corbett et al. 1978. Narasimhachari et

al. 1971b reported it was more common in psychotics than normals (ref Trout's Notes)

• Also detected in some patients by Smythies et al. 1979 but it is not clear in their account exactly which subjects showed its presence and which did not. (ref Trout's Notes)

Extraction teks

Any typical extraction teks for DMT should potentially extract 5-MeO-DMT (but it will also extract DMT together). For separating 5-MeO-DMT from DMT, still no fail-proof method has been developed. Column chromatography will work using acetic acid as an eluent and silica as mobile phase. DMT will elute first (Rf 0.5), then 5-MeO-DMT (Rf 0.6) and bufotenine last (Rf 0.65) (De Bukowski 1974 ref Trout's Notes)

Dosages and consumption methods

5-MeO-DMT is around 5 times more potent than DMT by weight.

Smoked, dosage is around 5-15mg.

Oral, according to Jonathan Ott, 30mg are active without the need for MAOIs. Mixing with MAOIs, it will be 3 times stronger, so a dosage will be around 10mg. There is some concern about 5-MeO-DMT's oral ingestion safety, and it might be related with individual metabolism differences. Check this thread for more info. If you are consuming 5-MeO-DMT orally for the first time, specially with MAOIs, start VERY low and raise your dosage gradually.

Insufflated, 5-20mg (Erowid)

History of usage

Analysis of 5-MeO-DMT

Colorimetric

Reagent color results here

GC-MS

Retention time: 12.946 (System used)

Other info: 5-MeO-DMT: EI/MS (m/z, %): 218 (M+ , 10), 160 (6.3), 145 (2.5), 117 (5.0), 58 (100), 42 (4). (Takahashi 2008)

InfraRed

5-MeO-DMT freebase

NMR

1H NMR (400 MHz, D2O) δ ppm 7.47 (d, J=8.90 Hz, 1 H) 7.32 (s, 1 H) 7.20 (d, J=2.45 Hz, 1 H) 6.97 (dd, J=8.90, 2.45 Hz, 1 H) 3.91 (s, 3 H) 3.46 (t, J=7.43 Hz, 2 H) 3.20 (t, J=7.43 Hz, 2 H) 2.92 (s, 6 H).

(Source: Microgram Bulletin Vol. 3, Pg 8)

Other info: 1 H-NMR (CDCl , δ): 2.34 (6 H, s), 2.63 (2 H, m), 2.91 (2 H, m), 3.86 (3 H, s), 6.85 (1 H, dd, J = 2.3, 8.6 Hz), 6.98 (1 H, br d, J = 2.3 Hz), 7.05 (1 H, d, J = 2.3 Hz), 7.22 (1 H, d, J = 8.6 Hz). 13 C-NMR (CDCl3 , δ): 23.7, 45.4, 56.0, 60.1, 100.8, 111.8, 112.1, 113.9, 122.3, 127.8, 131.5, 153.9. (Takahashi 2008)

Scientific publications

Other links of interest

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Brief overview - What is Bufotenine?

Bufotenine (5-HO-DMT) is a psychoactive alkaloid found in several plants and animals, also in humans. It is known specially for it's presence in the skin and venom of some toads (Bufo species, hence the name BUFOtenine)

Chemical and physical properties

For solubility, melting point, etc, check the Bufotenine Chemical and Physical Properties WIKI

Bufotenine can be oxidized (naturally or with the use of hydrogen peroxide), and becomes Bufotenine N-Oxide

Effects

Pharmacology, toxicity and general safety

Jonathan Ott - Pharmañopo (bufotenine activity article)

Life forms containing bufotenine

Amanita spp.

(Generally low concentration. Ref Trout's Notes)

Amanita citrina

• Wieland & Motzel 1953 (European specimens) 0.045% bufotenine (Stijve 1979 noted their inefficient procedure may have only recovered 10% of what was there.)
• Bufotenine presence. Catafolmo & Tyler 1961 (North American specimens)
• Bufotenine presence. Tyler 1961 (North American specimens)
• Bufotenine presence.Tyler & Groger 1964 (Gennan specimens) Identified chromatographically. (Mycelium shown to contain 0.03%)
• Stijve 1979 (German, Dutch & Swiss specimens). Bufotenine was the major alk. Bufotenine concentrations were estimated from 0.70- 1.5% using GLC and from 0.4-1.3% using tlc. Isolation: 0.8% in cap. 1.5% iu stalk & 0.065% in bulb. Wurst et al. 1992 (0.0 - 1.899%)

Amanita muscaria

• Bufotenine presence. Wieland & Motzel 1953 (observed)
• Catalfomo & Tyler 1961 could not verify
• Stijve 1979 could not detect it

Amanita pantherina

• Wieland & Motzel 1953 (Bufotenine observed)
• Brady & Tyler 1959 could not detect.
• Stijve 1979 could not detect it

Amanita porphyria

• Bufotenine presence. Catafolmo & Tyler 1961 (North American specimens)
• Bufotenine presence. Tyler 1961 (observed)
• Bufotenine presence. Tyler & Groger 1964 (German specimens) Identified chromatographically.
• Bufotenine presence. (0.374 & 0.617%) Wurst et al. 1992

Amanita rubescens

• Bufotenine presence(0.018-0.020%). Wurst et al. 1992
• Stijve 1979 could not detect it

Amanita tomentella

• Tyler 1961 (Bufotenine presence observed)
• Overview & summary: see Catalfomo & Eugster 1970

Anadenanthera spp.

Anadenanthera spp.

• Analyzing seeds, known to be used in preparing parica, collected in Brazil during the first half of the 1800s, DeSmet & Rivier 1987,reported finding only bufotenine. They thought that any other tryptamines may have degraded over time. They noted that Schultes et al. 1977, reported that 2 year old Anadenanthera seeds were observed to go through a similar change in composition while in storage and that Spruce's 1854 collection of A. peregrina seeds also yielded only bufotenine. [Identification of Anadenanthera species cannot reliably be made from seeds alone.] [It should be mentioned that Holmstedt & Lindgren 1967 detected both DMT and bufotenine in seeds that had been collected in 1948 and DMT and 5-MeO-DMT in seeds collected in 1956. Similarly Torres et al. 1991 detected DMT, 5-MeO-DMT and bufotenine in snuff dated to 780 AD]. Ref Trout's Notes

Snuff

• "epena" Obtained from the Waica by George Seitz. Bufotenine was a minor component, Holmstedt 1965. Because of this, the claimed plant source (Virola) has been questioned. (Seitz claimed to have witnessed the preparation of the material from Virola. In light of the ambiguities uncovered in snuff analysis, we do not think this can automatically be considered to be an Anadenanthera snuff without further study. Our suspicion is that the botanical sources of snuffs remain incompletely characterized.) 5-MeO-DMT was the major alkaloid. (DMT also present as a minor)

• "epena" Snuff prepared, by Ma-hekodo-teri of the Rio Mavaca, from seeds of an Anadenanthera species. Bufotenine [with Bufotenine-N-oxide, DMT and

DMT-N-oxide) Marini-Bettolo et al. 1964 ref Trout's Notes

• "yopo" Snuff prepared, by Pixasi-teri (or Bisashi-teri) of Upper Orinoco, from an Anadenanthera species seeds Bufotenine [5-MeO-DMT also present] (Marini-Bettolo et al. 1964)

• "yopo" Snuff collected in Colombia (collected 1956) Bufotenine (DMT and 5-MeO-DMT also present] Holmstedt & Lindgren 1967 ref Trout's Notes

• "parica" Snuff prepared by Piaroa Indians (collected 1955) Bufotenine [DMT and 5-MeO-DMT also present) Holmstedt & Lindgren 1967 ref Trout's notes

• Snuff: "yopo" Believed to have originated from A . peregrina seeds; showed only bufotenine- 160 mg from 6 gm of snuff. (2.67%). De Budowski et al. 1974 ref Trout's Notes. Another Yopo sample showed only 5-MeO-DMT and was thought to be derived from a Virola species instead.
• Snuff: " epena". Bufotenine present. Yanomamo snuff prepared from Piptadenia peregrina. (Marini-Bettolo et al. 1964)

Anadenanthera colubrina

• 2.1% bufotenine yield from seeds collected in autumn near Rio de Janeiro. Voucher prepared. (Pachter et al. 1959)
• Conflicting reports. Most accounts found only bufotenine in the seeds but several reports exist of the additional presence of DMT and/or 5-MeO-DMT. Torres et al. 1991 reported the detection of all three in snuff powder recovered from archaeological sites in Argentina believed to have been derived from A. colubrina seeds. Both A. colubrina and A. colubrina var. cebil occur in Argentina. While it is not clear which Torres and coworkers referred to, the latter is implied. No analysis of seeds or verifiable plant material were reported in Torres et al 1991
• Modern unpublished analysis of seeds from Argentinean A. colubrina var. cebil found only bufotenine in material that proved active in humans used

as a snuff or when smoked. ref Trout's Notes

• var. cebil (= Piptadenia macrocarpa). Bufotenine Present in seeds. Not detected in pods: Fish et al. 1955. Material from both Florida and Brazil were used. ref Trout's Notes
• var. cebil In seeds and lower in seed pods. Iacobucci & Ruveda 1964. ref Trout's Notes
• var. cebil. Bufotenine 12.4% in seeds from a shaman's garden at Mision Wichi [Highest reported concentration of bufotenine in a

plant] , 4.41 % in a sample of seeds from Salta, 3.51% (seeds) and 0.05% (pods) in a second Salta collection. Only traces were found in bark from Cerro San Bernardo (All in Argentina). Torres & Repke 1996. ref Trout's Notes

Anadenanthera excelsa (as Piptadenia excelsa)

• In seeds. Lower concentration than P. macrocarpa. Iacobucci & Ruveda 1964

Anadenanthera falcata (as Piptadenia falcata)

• Major alkaloid in seeds. Giesbrecht 1960 ref Trout's Notes

Anadenanthera peregrina

• 1.1% bufotenine in seeds. Periera 1957 ref Trout's Notes
• Major alkaloid in seeds. (Haiti) Paris et al. 1967 ref Trout's Notes
• Present in seeds. Not detected in pods Fish et al. 1955. ref Trout's Notes. Material from both Puerto Rico and Brazil were used
• Present in seeds. Alvares Pereira & de Oliveira 1961 ref Trout's Notes
• Present in seeds Stromberg 1954 ref Trout's Notes
• R. Spruce # 119; Rio Negro, Brazil, collected in 1854) ( 1977 analysis). Seeds: 0.6% Bufotenine [614 mg/100 gm dry; Sole alkaloid. Schultes et al. 1977 ref Trout's Notes
• (as Piptadenia peregrina) Seeds collected in Puerto Rico during 1948 Bufotenine (DMT also present] Holmstedt & Lindgren 1967 ref Trout's Notes
• R.E.Scbultes, S.von R.Aitschul & B.Holmstedt, sin. num.; La Carolina, Barrio St. Just, near San Juan, Puerto Rico, December 1974. Same colony as Schultes 26363.]- Bufotenine in Mature seeds collected in March 1975; hill behind El Comandante horse racing track.

1975 analysis (5 months afler collection):No quantification - Bufotenine - 80% of total alkaloid; 1977 analysis of same material: 3.5% Bufotenine [3523 mg / 100 gm dry; Bufotenine was sole alkaloid present. Schultes et al 1977 ref Trout's Notes

• R. E. Schultes 26363: La Carolina, Barrio St. Just, near San Juan, Puerto Rico, Dec. 1972. In mature seeds collected December 1972: 0.01% Bufotenine [6% of 209 mg of total alkaloid/ 100 gram dry]; Seedlings 0.00025% Bufotenine [1 % of 25 mg of total alkaloid/ 100 gm dry]; Pods without seeds 0.00013% Bufoteni ne [1 % of 13 mg of total alkaloid / 100 gram dry]; Twigs 0.0004% Bufotenine 1 % of 38 mg of total alkaloids / 100 gm dry]; Roots [0.69% total alkaloid) 0.007% Bufotenine (1% of 699 mg of total alkaloid / 100 gm dry]. Schultes et al. 1977 ref Trout's notes
• Collected in southern Venezuela. Seeds- 7.5% bufotenine Schultes et al. 1977 cited Chagnon et al. 1970 & 1971 ref Trout's Notes
• [No.24625; Origin: Boa Vista, Brazil] Traces of bufotenine in dry bark. Agurell et al. 1969 ref Trout's notes

Arundo spp.

Arundo donax

• Bufotenine In leaf and rhizome. 180 mg from 700 grams of rhizome. Ghosal et al. 1969 ref Trout's Notes
• Bufotenine 128 mg from 200 grams of dry plant. 110 plus 18 mg. Dutta & Ghosal 1967 ref Trout's Notes
• Bufotenine In flowers. Ghosal et at. 1971 ref Trout's Notes

Desmodium spp.

Desmodium caudatum DC

• Bufotenine major alkaloid in stem (0.04% by dry weight; If they used all of their picrate they would have recovered 4.3 gm of bufotenine base from 10.75 kg of stems.) Ueno et al. 1978 ref Trout's Notes

Desmodium gyrans

• Bufotenine in Leaf (68 mg. from 2 kg. of dry leaves.) Ghosal et al. 1972a ref Trout's Notes

Desmodium pulchellum

• Bufotenine in Whole plant (Minor alkaloid) Ghosal & Mukherjee 1964; (Mention) Ghosal & Mukheijee 1965; (Amount not given) Ghosal & Mukherjee 1966 ref Trout's Notes
• Bufotenine in Stem and leaf of young seedling [0.011% by dry weight; 9% of 0.12% Total alkaloid] Ghosal et al. 1972c ref Trout's Notes

Lespedeza spp.

Lespedeza bicolor Turcaninow var japonica Nakai Present in both leaf and root bark. Morimoto & Matsumoto 1966 ref Trout's Notes

Mimosa spp.

Mimosa somnians

• May be in error? Not observed by Gupta and coworkers ref Trout's Notes

Mucuna spp.

Mucuna pruriens In root, stem-leaf and pod. Ghosal (1972a ref Trout's Notes)

Osteophloem spp.

Osteophloem platyspermum

• Schultes & Rodriguez No. 26126; Origin: Manaos, Brazil. - Bufotenine in bark. One of 3 alkaloids in 0.62 mg of total alkaloid from 100 grams of dry bark. This is the only report of this compound being observed in a member of the Myristiacea. Holmstedt et al. 1980 ref Trout's Notes
• Plowman, Schultes & Tovar # 7095; Origin: Pebas. Peru (Alpha-Helix 1977) assayed negative with Dragendorff and Ehrlich reagents. ref Trout's Notes

Piptadenia spp.

Piptadenia communis

• In seeds [with "related substances". Much lower concentrations than peregrina or Cebil. Von Reis Altschul 1964 page 7 cited a letter from M.S. Fish dated 7 January 1958. ref Trout's Notes

Piptadenia contorta

• In seeds (with "related substances" . Much lower concentrations than peregrina or Cebil. von Reis Altschul 1964 page 7 cited a letter from M.S. Fish dated 7 January 1958. Also by Yamasato et al. 1972 (TLC). Ref Trout's Notes

Piptadenia leptostachya

• In seeds [with "related substances". Much lower concentrations than peregrina or Cebil. von Reis Altschul 1964 page 7 cited a letter from M.S. Fish dated 7 January 1958. ref Trout's Notes

Piptaclenia moniliformis

• In seeds by TLC. Yamasato et al. 1972. Ref Trout's Notes

Phalaris spp.

Phalaris aquatica

• Bufotenine present in all fresh samples they examined but not in all dried samples and if so was present in considerably reduced amounts. Culvenor et at. 1964
• Bufotenine traces both in commercial material and in AQ-1 (Italy). HPLC by Fabio Calligris. Festi & Samorini 1994b ref trout's Notes
• Australian commercial - Bufotenine Trace. Baxter & Slaytor 1972b ref Trout's Notes

Phalaris arundinacea

• (France) Bufotenine traces reported (HPLC) Festi & Samorini 1994b ref Trout's Notes

Phalaris canariensis

• (Portugal) Bufotenine Traces reported (HPLC) Festi & Samorini 1994b ref Trout's Notes

Phalaris minor

• (Portugal) Bufotenine Traces reported (HPLC). Festi & Samorini 1994b ref Trout's Notes

Phalaris paradoxa

• (Romania) Bufotenine Traces reported (HPLC) Festi & Samorini 1994b ref Trout's Notes

Phalaris truncata

• (France) Bufotenine Traces reported (HPLC) Festi & Samorini 1994b ref Trout's Notes

Phalaris tuberosa ( see P aquatica)

Phragmites spp.

Phragmites australis

• Bufotenine in Rhizome. Not quantified. Wassel et al. 1985 ref Trout's Notes

Umbellularia spp.

Umbellularia californica

• Bufotenine presence - Shulgin & Shulgin 1997

Urtica spp.

Urtica pilulifera

• Bufotenine presence. Shulgin & Shulgin 1997

Virola spp.

Virola sebifera

• The listing of bufotenine for this species IS in error. We suspect that it stems from Holmstedt 's analys is of Epena claimed by Seitz to have originated from Virola. This is the lone claim of bufotenine in the genus and it is considered by most not to represent a Virola based snuff for this reason. We encountered one string of claims of bufotenine showing up as a minor base in analysis of this plant (Kawanishi et al. 1985 made the claim for this species citing Schultes & Holmstedt 1971 . Schultes & Holmstedt mention this in passing as part of an included quote taken from Corothie & Nakano 1969. Schultes & Holmstedt deliberately deleted the portion of the quote that implied that Holmstedt found this alkaloid in the species. Holmstedt analyzed epena snuff. Corothie & Nakano 1969's wording could be taken to mean that Holmstedt reported this but do not include a

reference (# 14) for the statement. The only paper of Holmstedt (#6 in their list) that they list is Holmstedt's analysis of Seitz's Epena snuff. [i.e. Holmstedt 1965). At no point during that particular study did Holmstedt analyze plant material of Virola sebifcra and detect this compound. Ref Trout's Notes

Humans and other animals

Coral

Paramuricea chamaeleon (Coral)

• 10 mg. of bufotenine isolated from 200 grams of coral Cimino & DeStefano 1978 ref Trout's Notes

Toads and frogs

(ref Trout's Notes)

• Names followed by plus sign(s) from Daly & Witkop 1971:
• + 1- 100 ug / gm of skin
• ++ 100- 1000 ug / gm. of skin
• +++ 1-10 mg / gm. of skin

Wieland et al 1934 and Wieland& Wieland 1937 Ch'an Su (Chinese phanmceutical preparation of toad venom) Isolated by Jensen & Chen 1932

Bufo sp. Wieland & wieland 1937

Bufo alvarius Wieland & Wieland 1937

• Cutaneous glands were found to contain 0.8 to 5 mg/gm.
• Non-glandular skin was found to contain 0.33-2.15 mg/gm Erspamer et al. 1965
• Up to 3 mg per gram of dried skin.
• Concentrations ranged from less than 0.1 mg to 5.0 mg per gram of large cutaneous glands (averaging 1.2 milligrams/gm. glandular tissue) and from 0.17-2.2 mg per gram (averaging 0.9 mg/ gram) in the rest of the dry skin. Erspamer et al 1967

Bufo americanus

• + Identified by Erspamer 1954 (Also listed in Erspamer 1961)

Bufo arenarum

• +++ Isolated by Jensen & Chen 1932. Wieland et al. 1934 recovered 5.1 mg/g dried skin. (Also listed inErspamer 1961)

Bufo boreas

• +++

Bufo bufo bufo

• ++ Isolated by Handovsky 1920. found to contain 510 ug/animals (0.3% in dry secretions. Females: 90 ug/animal (0.33% in dry secretions) by Wieland & Behringer 1941 . (Also listed in Erspamer 196 1)

Bufo bufo formosus

• ++

Bufo calamita

• ++ Identified by Erspamer 1954

Bufo chilensis

• Deulofeu & Rúveda 1971

Bufo crucifer

• + Identified: Alvares Pereira & de Oliveira 1961. Isolated: Deulofeu & Duprat, 1944

Bufo debilis

• +

Bufo fernandezae

• ++

Bufo formosus

• Isolated by Ohno et al. 1961

Bufo fowleri

• + Identified by Erspamer 1954

Also listed in Erspamer 1961

Bufo granulosus

• +

Bufo hemiophrys

• ++

Bufo ictericus

• +

Bufo luetkeni

• +

Bufo major

• ++

Bufo marinus

• + (Despite the unsupported claims that this species is a good source of bufotenine, it possesses only low concentrations WHEN it is even present. For example: Cei et al. 1968 found it was present in only some collections and even when present it was sometimes only in some individuals.)

Bufo marmoreus

• ++

Bufo melanostictus

• +

Bufo microscaphus

• +

Bufo paracnemis

• +++ Isolated by Deulofeu & Mendive 1938 & by Deulofeu & Duprat 1944

Bufo perplexus

• +++

Bufo punctatus

• +

Bufo pygmaeus

• ++

Bufo spinulosus

• ++

Bufo terrestris

• +

Bufo trifolium

• ++

Bufo viridis

• +++ Identified by Erspamer 1959, who found 630 ug/gm of dried skin (0.06% in fresh skin.). (Also in Erspamer 1961: 640 ug/ gm of fresh skin.)

Bufo viridis viridis

• Isolated: Jensen & Chen 1932 & 1936

Bufo vulgaris

• (also see Bufo bufo bufo) Handovsky 1920 (Also even earlier by Phisalix & Bertrand 1893 but they did

not fully characterize.) lsolated by Jensen & Chen 1936.

Litoria adelaidensis

• (0 & 100 ug/ gm: Roseghini et al 1976)

Litoria chloris

• (0 & 20 ug/ grm: Roseghini et al 1976)

Litoria dentata

• ++ (0.75 mg/ grn: Roseghini et al. 1976)

Litoria ewingii

• (0.87 & 2.3 mg/ gm: Roseghini et al. 1976)

Litoria gracilenta

• + (25 ug/ gm: Roseghini et al. 1976)

Litoria lesueurii

• + (5 ug/ gm: Roseghini et al. 1976)

Litoria moorei

• + (0 & 0 & 8 ug / gm: Roseghini el al. 1976)

Litoria pearsoniana

• +++ (0.75-7 mg / gm: Roseghini et al 1976)

Litoria peronii

• + (10 & 15 ug/gm: Roseghini et al. 1976)

Litoriu rubella

• + (10 & 60 ug/ gm: Roseghini et al 1976)

Litoria thesaurensis

• (35 ug / grm: Roseghini et al. 1976)

Melanophryniscus moreirae

• +++

Melanophryniscus stelzneri

• +

Nyctimystes kubori

• (85 ug / gm: Roseghini et at. 1976)

Phyllomedusa rohdei

• (10-25 ug/ gm: Roseghin.i et al. 1986)

Rana temporaria

• +

Humans

(ref Trout's Notes)

• Bufotenine is found in normal human blood and urine; Franzen & Gross 1965
• Angrist et a/. 1976 found that while the overall values were higher in their patient group (especially patients with acute psychosis, in women patients and in those patients with a high suspiciousness rating), there was no statistically significant difference between bufotenine blood levels of psychotic patients and normal subjects.
• Karkkainen & Raisanen 1992 also detected endogenous bufotenine in normal humans. See also Raisanen & Karkkainen 1979.
• Narasimhachari et al. 1971b reported it was more common in psychotics than normals; also see Sitaram's papers.
• For more references on its reported occurrences in humans: See Davis 1989.

Extraction teks

Dry tek

• Jorkest's D-Limonene Bufotenine Extraction
• [No smell bufo extraction]

IPA extract

• Bufotenine IPA Extraction and Bufojam Changa Tek

Yopo seed extraction

• 2023 Full Spectrum Anadenathera Seed Extraction Technique.

Dosages and consumption methods

• Yopo snuff preparation

History of usage

Analysis of bufotenine

Scientific publications

Other links of interest

References