Baeocystin
Also known as: C11H15N2O4P; 1H-Indol-4-ol, 3-[2-(methylamino)-ethyl]dihydrogen phosphate ester
Baeocystin is a zwitterionic alkaloid and monomethyl (N-demethylated) analog of psilocybin and a phosphorylated derivative of 4-HO-NMT (4-hydroxy-N-methyltryptamine).[59][61] It was first found in Psilocybe baeocystis and first synthesized by Troxler and his partners in 1959.[29][57][59] It is usually found as a minor compound in most psilocybin mushrooms, however in some cases it has been detected in concentrations substantial enough to be potentially physiologically relevant (up to about ⅓ the relative concentration of psilocybin).[60][63] Unlike psilocybin it decays noticeably with age.[60]When baeocystin is dephosphorylated it turns into 4-hydroxy-N-methyltryptamine (4-HO-MET), which is presumed to be psychoactive (this substance will be looked at further).[60]
Little information exists with regard to human pharmacology.[61] There is a study in which 10 mg of baeocystin were found to be about as psychoactive as a similar amount of psilocybin.[61] There also are reports that a self-administered assay of 4 mg of baeocystin caused "a gentle hallucinogenic experience" however, this could not be replicated in a mouse model in a 2019 study.[61] The study asserts baeocystin does not produce any hallucinogenic effects. This does contrast however with the human experiences mentioned above, although high quality data is scarce. [61]