Tetrahydroharmine

Brief overview - What is THH?

Tetrahydroharmine (THH) is a fluorescent pyschoactive indole alkaloid. It occurs naturally in B. Caapi. Like other harmala alkaloids it is a RIMA reversible inhibitor of monoamine oxidase A. However, unlike harmine and harmaline, THH also inhibits reuptake of serotonin.

Chemical and physical properties

Formula:C13H16N2O

Molar mass:216.284 g·mol−1

Solubility:

DMF: 1.5 mg/ml

PBS (pH 7.2): 0.25 mg/ml

DMSO: 2 mg/ml

Ethanol: 1.5 mg/ml

Ethyl Acetate: unknown mg/ml

Melting point: Unknown

Effects

Similar effects to other Harmala alkaloids

Pharmacology, toxicity and general safety

Thought to be metabolized similarly to other harmala alkaloids. Toxicity thought to be similar to other harmala alkaloids i.e the LD50 of haamine is 243 mg/kg SC inmice models. Like other harmala alkaloids, THH is thought to be unsafe with certain drugs; it could potentially cause serotonin syndrome or hypertensive crisis when combined with antidepressants, stimulants, common migraine medications, certain herbs, cold medication, opiates, nicotine and caffeine.

Note: There is still not enough data available to confirm pharmacology pathways, interactions and toxicity.

Plants containing THH

-B. Caapi

Conversion teks

THH_reduction

Future Research

Potential reduction pathways

Dosages and consumption methods

Usually used in combination with harmine or other RIMA harmala alkaloids to create a synergistic effect. A usual adjunct to ayahuasca/ pharmahuasca. Can be used in other psychedelics combinations THH/ LSD, THH/ Psilocybin mushrooms etc.

Dose ranges 50-300mg.

History of usage

As it is found in B. Caapi, it has quite a historic and symbolistic use in traditional ayahuasca brews.

Analysis of THH

GC-MS

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