4-Acetoxy-N,N-dimethyltryptamine (also known as 4-AcO-DMT, 4-Acetoxy-DMT, O-Acetylpsilocin, and psilacetin) is a novel psychedelic substance of the tryptamine class. 4-AcO-DMT is chemically similar to psilocybin, the active ingredient in psilocybin mushrooms (magic mushrooms). It belongs to a group known as the substituted tryptamines which act by stimulating serotonin receptorsin the brain.
The synthesis of 4-AcO-DMT was first reported in 1963 by Albert Hofmann and Franz Troxler. However, its properties were not examined and no further studies were carried out. A 1999 paper by David E. Nichols suggested it as a useful alternative to psilocybin for pharmacological research. Reports of human use began to surface following its appearance on the online research chemical market in the 2010s.
User reports indicate that the subjective effects of 4-AcO-DMT are near identical to those of psilocybin mushrooms. Like psilocybin, 4-AcO-DMT is theorized to act as a prodrug to psilocin, which may account for this similarity. Characteristic effects include geometric visual hallucinations, time distortion, enhanced introspection, and ego loss. 4-AcO-DMT’s classical psychedelic effects and favorable tolerability profile has led it to become popular among novel psychoactive substance users, particularly those seeking mystical-like or entheogenic experiences.
Very little data exists on the pharmacology, metabolism, and toxicity of 4-AcO-DMT. Like other psychedelics, it is assumed to be non-toxic and non-addictive (although there is no evidence to support this). It is highly advised to use harm reduction practices if using this substance.
O-Acetylpsilocin (psilacetin) and several other esters of psilocin were patented on January 16, 1963 by Sandoz Ltd via Albert Hofmann & Franz Troxler] Despite this, psilacetin remains a psychedelic compound with a limited history of use. It is theorized to be a prodrug of psilocin, as is psilocybin, which occurs naturally in many species of hallucinogenic mushrooms. This is because the aromatic acetyl moiety on the 4th position of the indole ring system is subject to deacetylation in acidic conditions such as those found in the stomach. Psilacetin is O-acetylated psilocin, whereas psilocybin is O-phosphorylated.