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CHEBI:8614 - psilocybin

ChEBI IDCHEBI:8614
ChEBI Namepsilocybin
Stars
DefinitionA tryptamine alkaloid that is N,N-dimethyltryptamine carrying an additional phosphoryloxy substituent at position 4. The major hallucinogenic alkaloid isolated from Psilocybe mushrooms (also known as Teonanácatl or "magic mushrooms").
Last Modified27 October 2017
DownloadsMolfile

FormulaC12H17N2O4P
Net Charge0
Average Mass284.252
Monoisotopic Mass284.09259
SMILESCN(C)CCc1cnc2cccc(OP(=O)(O)O)c12
InChIInChI=1S/C12H17N2O4P/c1-14(2)7-6-9-8-13-10-4-3-5-11(12(9)10)18-19(15,16)17/h3-5,8,13H,6-7H2,1-2H3,(H2,15,16,17)
InChIKeyQVDSEJDULKLHCG-UHFFFAOYSA-N

Wikipedia
Species of MetaboliteComponentSourceComments
Psilocybe (ncbitaxon:71950) - PubMed (25007546)
Roles Classification

ChEBI Ontology
IUPAC Name 
3-[2-(dimethylamino)ethyl]-1H-indol-4-yl dihydrogen phosphate
INNs  Source
psilocybineChemIDplus
psilocybinum  laChemIDplus
psilocibina  esChemIDplus
Synonyms  Source
PsilocybinKEGG COMPOUND
PsilocybineKEGG COMPOUND
O-phosphoryl-4-hydroxy-N,N-dimethyltryptamineNIST Chemistry WebBook
IndocybinChemIDplus
4-phosphoryloxy-N,N-dimethyltryptamineNIST Chemistry WebBook
psilocin phosphate esterChemIDplus
Manual XrefsDatabases
C07576KEGG COMPOUND
PsilocybinWikipedia
Registry NumbersSources
Reaxys:273158Reaxys
CAS:520-52-5KEGG COMPOUND
CAS:520-52-5NIST Chemistry WebBook
CAS:520-52-5ChemIDplus
Citations