5-MeO-DMT (5-methoxy-N,N-) is a powerful and relatively obscure psychedelic and entheogen of the tryptamine class. It is found in a wide variety of plant species, as well as in the venom of a single psychoactive toad species (Bufo Alvaris).

Like its close relatives DMT and bufotenin (5-HO-DMT), it has been used as an entheogen by South American shamans for thousands of years. In modern times, however, it is primarily acquired in its synthetic powder form through the use of online research chemical vendors.

When taken as a drug in its purified or synthetic form, 5-MeO-DMT is vaporized, insufflated, or injected and is active at a dose of as little as 2 mg. 5-MeO-DMT is active orally when taken with an MAOI, but according to numerous reports this combination often tends to be extremely unpleasant and has a strong body load. 5-MeO-DMT or 5-methoxy-N,N-is a ring-substituted indole molecule of the tryptamine class.

Tryptamines share a core structure comprised of a bicylic indole heterocycle attached at R3 to a terminal amine group via an ethyl side chain. 5-MeO-DMT is substituted at R5 of its indole heterocycle with a methoxy (MeO) functional group CH3Oâ; it also contains two methyl groups CH3- bound to the terminal amine RN of its tryptamine backbone (DMT). 5-MeO-DMT is the N-substituted methyl homologue of 5-MeO-MiPT, although it radically differs in its effects.