O-methylpsilocin

4-MeO-DMT, or 4-methoxy-DMT, also known as '4-methoxy-N,N-dimethyltryptamine or as O-methylpsilocin (PSOM'), is a serotonin receptor modulator and possible psychedelic drug of the tryptamine and 4-hydroxytryptamine families. It is the O-methylated analogue of psilocin (4-HO-DMT) and a positional isomer of 5-MeO-DMT.

In the Vinony graph

Vinony's link graph records 1,004 inbound references to O-methylpsilocin, and connects out to tryptamines, N-methylserotonin and 5-HT receptor.

Vinony files it under 4-Methoxytryptamines, 5-HT2C agonists and Biased ligands.

Vinony links it to 4 Wikipedia language editions.

Chemical data

Formula: C13H18N2O
Molecular weight: 218.29 g/mol
IUPAC name: 2-(4-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine
SMILES: CN(C)CCC1=CNC2=C1C(=CC=C2)OC
InChIKey: HFYHBTWTJDAYGW-UHFFFAOYSA-N
XLogP: 2.3
Polar surface area: 28.3 Å²
H-bond donors: 1
H-bond acceptors: 2
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Mass: 218.142

Show 3 more facts

chemical formula: C₁₃H₁₈N₂O
canonical SMILES: CN(C)CCC1=CNC2=C1C(=CC=C2)OC
Commons category: 4-MeO-DMT

Sources (2)

via Wikidata · CC0

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Encyclopedic overview

14 sections

Contents

Use and effects
Interactions
Pharmacology
Pharmacodynamics
Chemistry
Analogues
History
Society and culture
Legal status
Canada
United States
See also
References
External links

==Use and effects== According to Alexander Shulgin in his book TiHKAL (Tryptamines I Have Known and Loved), 4-MeO-DMT is not known to have been tested in humans. However, the N,N-diethyl analogue 4-MeO-DET has been tested in humans and was found to be completely inactive at doses of up to 30mg orally or smoked.

Excerpted from Wikipedia’s “O-methylpsilocin” article, available under the CC BY-SA 4.0 licence.