Structure via PubChem · Public domain (PubChem)
6-MeO-THH
Sign in to saveAlso known as 1-Methyl-6-methoxy-1,2,3,4-tetrahydro-beta-carboline, 6-methoxy-1,2,3,4-tetrahydroharman
6-MeO-THH, also known as 6-methoxy-1,2,3,4-tetrahydroharman, is a β-carboline (or more specifically a pinoline) derivative and a structural isomer of tetrahydroharmine (7-MeO-THH). It is mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved), stating that 6-MeO-THH is very similar to the other carbolines. The compound has been isolated from certain plants of the Virola family.
Chemical data
- Formula
- C13H16N2O
- Molecular weight
- 216.28 g/mol
- IUPAC name
- 6-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
- SMILES
- CC1C2=C(CCN1)C3=C(N2)C=CC(=C3)OC
- InChIKey
- RDUORFDQRFHYBF-UHFFFAOYSA-N
- XLogP
- 1.9
- Polar surface area
- 37.1 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Has part
- carbon
- Mass
- 216.126
Show 3 more facts
- canonical SMILES
- CC1C2=C(CCN1)C3=C(N2)C=CC(=C3)OC
- chemical formula
- C₁₃H₁₆N₂O
- Commons category
- 6-MeO-THH
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
11 sectionsContents
- Use and effects
- Pharmacology
- Pharmacodynamics
- Chemistry
- Synthesis
- Society and culture
- Legal status
- Canada
- See also
- References
- External links
6-MeO-THH, also known as 6-methoxy-1,2,3,4-tetrahydroharman, is a β-carboline (or more specifically a pinoline) derivative and a structural isomer of tetrahydroharmine (7-MeO-THH). It is mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved), stating that 6-MeO-THH is very similar to the other carbolines. The compound has been isolated from certain plants of the Virola family.
==Use and effects== 6-MeO-THH is reported to be hallucinogenic similarly to other β-carbolines like harmaline. Limited testing suggests that it possesses mild psychoactive effects at a dose of 1.5mg/kg (~100mg for a 70-kg person) orally and is said to be about one-third as potent as 6-methoxyharmalan and three times as potent as harmaline. Its dose range and duration are unknown.
Excerpted from Wikipedia’s “6-MeO-THH” article, available under the CC BY-SA 4.0 licence.