Psychedelic Alkaloids Chemical and Physical Properties

DMT

N,N-Dimethyltryptamine

Freebase DMT

Appearance: White/Transparent crystals
Composition: C12H16N2
Molecular Weight: 188.26884 g/mol
Melting point: 44-68°C (Conflicting reports in literature, as mentioned in TIHKAL)
Boiling point:
XLogP: 2.0
XLogP3: 2.5
pKa: 8.68
Stability/Degradation: Oxidation to DMT N-Oxide (yellow oil) in extended presence of oxygen (specialy in evaporation of dmt-containing solvents with heat and/or fan or generally in prolonged exposure to open air). N-oxide may be reverted back to the parent compound by reduction, as described here.
Solubility:

Very Soluble in Xylene, Toluene, Limonene, acetone, IPA, methanol, ethanol, DCM, chloroform, ether, MEK, butanol Soluble in naphtha, hexane, heptane but almost insoluble in these solvents at freezing temperatures Almost insoluble in water.

DMT N-Oxide

Appearance: Yellow oil
XLogP3: 2
Solubility:

Soluble in Xylene, Toluene, Limonene Slightly soluble in basic water Insoluble in naphtha

DMT Fumarate

Molecular Weight: 492.608 g/mol
Solubility:

Soluble in water, boiling IPA Insoluble in freeze-cold IPA Insoluble in freeze-cold acetone Insoluble in FASI (Fumaric Acid Saturated IPA) Insoluble in FASA (Fumaric Acid Saturated Acetone)

blabla (TIHKAL)
blabla (PubChem)

5-MeO-DMT

5-methoxy-N,N-dimethyl-tryptamine

Freebase 5-MeO-DMT

Appearance: Off-white crystals (Sigma Aldrich) Composition: C13H18N20 Molecular Weight: 218.298 g/mol Melting Point: 69-70°C (TIHKAL) XLogP: 1.9 XLogP3: 1.5 (pubchem)

5-MeO-DMT Hydrochloride

Melting Point: 145-146°C (TIHKAL)

Bufotenine

5-HO-DMT - 5-hydroxy-N,N-dimethyl-tryptamine

Freebase Bufotenine

Composition: C12H16N2O Molecular Weight: 204.268 g/mol Melting point:146–147 °C (295–297 °F) Boiling point: 320 °C (608 °F) XLogP: 1.6 XLogP3: 1.2 (pubchem) pKa: Solubility: Acetone @ 20 C: soluble (5 g/100 ml) Chloroform @ 20 C: soluble Dichloromethane @ 20 C: soluble Dimethyl sulfoxide (DMSO) @ 20 C: soluble (6 g/100 ml) D-Limonene (Orange Oil) @ 20 C: insoluble D-Limonene (Orange Oil) @ 176 C: soluble (more than 1.7 g/100 ml) Ethanol @ 20 C: soluble Ether @ 20 C: soluble Ethyl acetate @ 20 C: soluble Heptane @ 20 C: insoluble Heptane with 40% MEK @ 20 C: soluble (0.53 g/100 ml) Heptane with 50% MEK @ 20 C: soluble (1.22 g/100 ml) IPA @ 20 C: soluble MEK @ 20 C: soluble Methanol @ 20 C: soluble Naphtha @ 20 C: insoluble Water @ 20 C: nearly insoluble in pure water (no acid or alkali added) Xylene @ 20 C: nearly insoluble (less than 0.03 g/100 ml) Xylene @ 144 C: soluble (1.5 g/100 ml)

Bufotenine Fumarate

Solubility: Soluble in water Insoluble in FASA (Fumaric Acid Saturated Acetone)

Psilocin

4-HO-DMT - 4-Hydroxy-N,N-dimethyl-tryptamine

Freebase Psilocin

Composition: C12H16N2O Molecular Weight: 204.27 g/mol Melting Point: 103-104°C (TIHKAL) XLogP3: 2.1 (pubchem) Stability/Degradation: Unstable in solution, especially alkaline solution (Merck). Solubility: Very slightly sol in water (Merck)

Psilocybin

4-PO-DMT - O-phosphoryl-4-hydroxy-N,N-dimethyltryptamine

Psilocin Phosphate Ester

Composition: C12H17N2O4P Molecular Weight: 284.248141 g/mol XLogP3: -1.6 (pubchem) Stability/Degradation: Dephosphorylated into Psilocin under acidic conditions. Also when ingested, by phosphatases enzymes. Solubility: Soluble in water. Soluble in 20 parts boiling water (= 0.79g/ml in boiling water), 120 parts boiling methanol (= 0.0932g/ml in boiling methanol); difficultly soluble in ethanol. Practically insoluble in chloroform, benzene (Merck)

Mescaline

3,4,5-trimethoxyphenethylamine

Freebase Mescaline

Composition: C11H17NO3 Melting point: 35-36°C (Kindler and Peschke, 103) Boiling point: 180°C (12 mmHg) XLogP: 0.6 (PubChem) XLogP3: 0.7 (PubChem) pKa: 9.56 Appearance: long needle shaped white crystals Molecular weight: 211.26 Notes: forms mescaline carbonate on prolonged exposure to air Average dose: 300 to 600 milligrams with a duration of 5 to 12 hours. Soluble in: alcohol, chloroform, benzene, xylene, toluene, acetone, dichloromethane, highly soluble in isopropyl alcohol, soluble in d-limonene Moderately soluble in: water Insoluble in: practically insoluble in ether or petroleum ether LD50: i.p. rats 370 mg/kg

Mescaline Citrate

Soluble in: water Insoluble in: xylene, acetone * * Possible unreliable web source.

Mescaline Hydrochloride

Molecular weight: 247.72 (Sigma Aldrich) Empirical Formula (Hill Notation): C11H17NO3 • HCl (Sigma Aldrich) CAS Number: 832-92-8 Appearance: colorless crystals, needles Melting point: 184°C Moderately soluble in: water, alcohol (Merck Index), methanol (at least 1.0 mg/ml, source Sigma Aldrich solution) Insoluble in: practically insoluble in toluene and acetone, insoluble in isopropyl alcohol, diethyl ether, and d-limonene LD50: i.p. rats 132 mg/kg Storage temperature: 2-8°C (Sigma Aldrich) Isolation: when mescaline hydrochloride is extracted from San Pedro, Achuma, or Peruvian torch, it can be isolated from the other alkaloids by washing it in IPA or acetone (use 10 ml per gram of alkaloids, and wash 2-3 times). The non-mescaline alkaloids dissolve in the IPA or acetate, while the mescaline hydrochloride does not. Note that for the cleanest results use about 2 washes of acetone, and then 2 washes with IPA.

Mescaline Picrate

Melting point: mp 222°C.

Mescaline Sulfate Dihydrate

Composition: (C11H17NO3)2 • H2SO4 • 2H2O Appearance: prisms Melting point: 183–186 °C (361–367 °F) Molecular Weight: 309.33606 Soluble in: hot water, methanol Almost insoluble in: near freezing water, alcohol, acetone * * Possible unreliable web source.

Mescaline Fumarate

Composition: unknown (it may be a one to one salt or may not be) Appearance: unknown Melting point: unknown Soluble in: water**, acetone** Insoluble in: unknown

Psychedelic Alkaloids Chemical and Physical Properties

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