Baeocystin
Skeletal formula of baeocystin as a zwitterion | |
Space-filling model of the baeocystin molecule as a zwitterion | |
Systematic (IUPAC) name | |
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3-[2-(Methylammonio)ethyl]-1H-indol-4-yl hydrogenphosphate
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Clinical data | |
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Routes of administration |
Oral |
Identifiers | |
CAS Number | 21420-58-6 |
ATC code | none |
PubChem | CID: 161359 |
ChemSpider | 141741 |
Chemical data | |
Formula | C11H15N2O4P |
Molecular mass | 270.222 g/mol |
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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). The structures at right illustrate baeocystin in its zwitterionic form.
Baeocystin was first isolated from the mushroom Psilocybe baeocystis,[1] and later from P. semilanceata,[2] Panaeolus renenosus, Panaeolus subbalteatus, and Copelandia chlorocystis.[3] It was first synthesized by Troxler et al. (1959).[4]
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."[5] Gartz also reported in a research paper that a self-administered assay of 4 mg of baeocystin caused "a gentle hallucinogenic experience".[6]
References
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