|Smoked, Insufflated, Oral|
|Chemical and physical data|
|Molar mass||218.30 g·mol−1|
|3D model (JSmol)|
|(what is this?)|
5-MeO-DMT (5-methoxy-N,N-dimethyltryptamine) is a psychedelic of the tryptamine class. It is found in a wide variety of plant species, and a single psychoactive toad species, the Sonora Desert toad. Like its close relatives DMT and bufotenin (5-HO-DMT), it has been used as an entheogen in South America.
5-MeO-DMT was first synthesized in 1936, and in 1959 it was isolated as one of the psychoactive ingredients of Anadenanthera peregrina seeds used in preparing Yopo snuff. It was once believed to be a major component of the psychoactive effects of the snuff, although this has recently been shown to be unlikely, due to the limited or sometimes even non-existent quantity contained within the seeds, which instead achieve their psychoactivity from the O-demethylated metabolite of 5-MeO-DMT, bufotenin. It is metabolized mainly by CYP2D6.
5-MeO-DMT is a sacrament of the Church of the Tree of Life. From approximately 1971 to the late 1980s, 5-MeO-DMT was discreetly available to its members. Between 1970 and 1990 smoking of 5-MeO-DMT on parsley was probably one of the two most common forms of ingestion in the United States.
5-MeO-DMT is a methoxylated derivative of DMT. Based on studies in rats, its pharmacological activity is believed to be mainly through serotonin receptors. Specifically, it shows high affinity for the 5-HT2 and 5-HT1A subtypes. Additional mechanisms of action such as inhibition of monoamine reuptake may be involved also.
Sveriges riksdags health ministry Statens folkhälsoinstitut classified 5-MeO-DMT, listed as 5-metoxi-N,N-dimetyltryptamin (5-MeO-DMT) in their regulation SFS 2004:696, as "health hazard" under the act Lagen om förbud mot vissa hälsofarliga varor (translated Act on the Prohibition of Certain Goods Dangerous to Health) in October 2004, making it illegal to sell or possess.
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