Baeocystin

Baeocystin

Clinical data
Other names	Norpsilocybin; N-Desmethylpsilocybin; 4-Phosphoryloxy-N-methyltryptamine; 4-PO-NMT; 4-Hydroxy-N-methyltryptamine 4-phosphate; PLZ-1019
Routes of administration	Oral
ATC code	None
Legal status
Legal status	UK: Class A
Identifiers
IUPAC name 3-[2-(Methylammonio)ethyl]-1H-indol-4-yl hydrogenphosphate
CAS Number	21420-58-6 Y
PubChem CID	161359
ChemSpider	141741 Y
UNII	22KW205WF2
ChEBI	CHEBI:139505 Y
CompTox Dashboard (EPA)	DTXSID70175693
Chemical and physical data
Formula	C11H15N2O4P
Molar mass	270.225 g·mol−1
3D model (JSmol)	Interactive image
SMILES CNCCc1c[nH]c2cccc(OP(=O)(O)O)c12
InChI InChI=1S/C11H15N2O4P/c1-12-6-5-8-7-13-9-3-2-4-10(11(8)9)17-18(14,15)16/h2-4,7,12-13H,5-6H2,1H3,(H2,14,15,16) Y Key:WTPBXXCVZZZXKR-UHFFFAOYSA-N Y
(verify)

Baeocystin, also known as norpsilocybin or 4-phosphoryloxy-N-methyltryptamine (4-PO-NMT), is a zwitterionic alkaloid and analogue of psilocybin. It is found as a minor compound in most psilocybin mushrooms together with psilocybin, norbaeocystin, aeruginascin, and psilocin.^[1] Baeocystin is the N-demethylated derivative of psilocybin and the 4-phosphorylated derivative of 4-HO-NMT (4-hydroxy-N-methyltryptamine). The structures at right illustrate baeocystin in its zwitterionic form.