O-Acetylpsilocin

O-Acetylpsilocin

File:4-AcO-DMT.svg
Identifiers
IUPAC name 3-[2-(Dimethylamino)ethyl]-1H-indol-4-yl acetate
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C14H18N2O2
Molar mass	246.3049 g/mol
3D model (JSmol)	Interactive image
Melting point	172 to 173 °C ( °F)
SMILES CC(=O)Oc2cccc1N\C=C(\CCN(C)C)c12

O-Acetylpsilocin or 4-acetoxy-N,N-dimethyltryptamine (4-AcO-DMT) is a psychedelic (hallucinogenic). It is the acetylated form of the psychedelic mushroom alkaloid psilocin, and is a lower homologue of 4-Acetoxy-DET and 4-Acetoxy-DIPT. It may also be considered an analogue of psilocin and DMT, which are Schedule 1 Drugs under the Controlled Substances Act of the USA.

History

O-Acetylpsilocin is a newer psychedelic with a limited history.

Chemistry

O-Acetylpsilocin can be obtained by acetylation of psilocin under strongly acidic or under alkaline conditions. It is a synthetic compound. O-Acetylpsilocin is more resistant than psilocin to oxidation under basic conditions due to its acetoxy group.

Pharmacology

See psilocybin for more details.

In the body 4-acetylpsilocin is evidently rapidly desacetylated to psilocin by acetylases and therefore has identical pharmacological properties to psilocin.

Dosage

A dose of O-acetylpsilocin is 8 mg - 30 mg. These are slightly lower than that of the free phenol, psilocin. Some report very strong effects with 15 mg. The duration of 4-acetylpsilocin is usually slightly longer than that of psilocin at about 4-7 hours.

See also

• Psilocybin
• Tryptamine
• Indole
• Psychedelic drug
• Psychoactive drug
• Manna
• Teonanactl
• Ayahuasca
• Soma

External links

• Improvements to the Synthesis of Psilocybin and a Facile Method for Preparing the O-Acetyl Prodrug of Psilocin - A publication by David Nichols

• The Big And Dandy 4-AcO-DMT Thread - information from www.bluelight.ru