Norbaeocystin

Norbaeocystin is a psilocybin mushroom alkaloid and analog of psilocybin. It is found as a minor compound in most psilocybin mushrooms together with psilocin, psilocybin and baeocystin, from which it is a derivative.[1]

Norbaeocystin
Clinical data
Routes of
administration		Oral
ATC code
  • none
Legal status
Legal status
  • US: Schedule I by analogue
Identifiers
IUPAC name
  • 3-(2-ammonioethyl)-1H-indol-4-yl hydrogen phosphate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
Chemical and physical data
FormulaC10H13N2O4P
Molar mass256.198 g·mol−1
3D model (JSmol)
SMILES
  • NCCc1c[nH]c2cccc(OP(=O)(O)O)c12
InChI
  • InChI=1S/C10H13N2O4P/c11-5-4-7-6-12-8-2-1-3-9(10(7)8)16-17(13,14)15/h1-3,6,12H,4-5,11H2,(H2,13,14,15)
  • Key:IKQGYCWFBVEAKF-UHFFFAOYSA-N
  (verify)

Norbaeocystin is a N-demethylated derivative of baeocystin (itself a N-demethylated derivative of psilocybin), and a phosphorylated derivative of 4-hydroxytryptamine. The latter is notable as a positional isomer of serotonin, which is 5-hydroxytryptamine.

See also

References
  1. Leung AY, Paul AG (October 1968). "Baeocystin and norbaeocystin: new analogs of psilocybin from Psilocybe baeocystis". Journal of Pharmaceutical Sciences. 57 (10): 1667–71. doi:10.1002/jps.2600571007. PMID 5684732.
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