5-Methoxypsilocybin, also known as 5-MeO-psilocybin or as 5-methoxy-4-phosphoryloxy-N,N-dimethyltryptamine (5-MeO-4-PO-DMT), is a compound of the tryptamine family which has been speculated may have psychedelic effects.

[1] 5-Methoxypsilocybin would be anticipated to possibly act as a prodrug of psilomethoxin (5-methoxypsilocin) similarly to how psilocybin acts as a prodrug of psilocin.

[1] The Church of Sacred Synthesis (formerly the Church of Psilomethoxin) claims that psilomethoxin is present in the 5-MeO-DMT-fed psilocybin mushrooms that they refer to as their sacrament and sell online.

[4][5][2][3] Along with psilomethoxin, 5-methoxypsilocybin may also be expected to be present in the mushrooms if their claims are true.

[1][2][3] However, a 2023 independent chemical analysis detected neither psilomethoxin nor 5-methoxypsilocybin in the church's mushrooms, but instead found the usual components of psilocybin mushrooms such as psilocybin, baeocystin, and psilocin.