|Skeletal formula of baeocystin as a zwitterion|
|Space-filling model of the baeocystin molecule as a zwittion|
|Systematic (IUPAC) name|
|3-[2-(Methylammonio)ethyl]-1H-indol-4-yl hydrogen phosphate|
|14px (what is this?)|
Baeocystin is a psilocybin mushroom alkaloid and analog of psilocybin. It is found as a minor compound in most psilocybin mushrooms together with psilocybin, norbaeocystin, and psilocin. Baeocystin is a N-demethylated derivative of psilocybin, and a phosphorylated derivative of 4-HO-NMT (4-hydroxy-N-methyltryptamine).
Baeocystin was first isolated from the mushroom Psilocybe baeocystis, and later from P. semilanceata, Panaeolus renenosus, Panaeolus subbalteatus, and Copelandia chlorocystis. It was first synthesized by Troxler et al. (1959).
Little information exists with regard to human pharmacology, but in the book Magic Mushrooms Around the World, author Jochen Gartz reports being aware of a study in which "10 mg of baeocystin were found to be about as psychoactive as a similar amount of psilocybin." Gartz also reported in a research paper that a self-administered assay of 4 mg of baeocystin caused "a gentle hallucinogenic experience".
- Leung AY, Paul AG. (1968). "Baeocystin and norbaeocystin: New analogs of psilocybin from Psilocybe baeocystis". Journal of Pharmaceutical Sciences 57 (10): 1667–71. PMID 5684732. doi:10.1002/jps.2600571007.
- Repke DB, Leslie DT, Guzman G. (1977). "Baeocystin in Psilocybe, Conocybe and Panaeolus". Lloydia 40 (6): 566–78. PMID 600026.
- Brossi A. (1988). The Alkaloids: Chemistry and Pharmacology V32: Chemistry and Pharmacology. Academic Press. p. 46. ISBN 978-0-08-086556-0.
- Troxler, F.; Seeman, F.; Hofmann, A. (1959). "Abwandlungsprodukte von Psilocybin und Psilocin. 2. Mitteilung über synthetische Indolverbindungen". Helvetica Chimica Acta (in German) 42 (6): 2073–2103. doi:10.1002/hlca.19590420638.
- Gartz J. (1991). "Further Investigations on Psychoactive Mushrooms of the Genera Psylocibe, Gymnopilus and Conocybe" (PDF). Ann. Mus. Civ. Rovereto 7: 265–74.