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CHEBI:139072 - psilocybin(1−)

ChEBI IDCHEBI:139072
ChEBI Namepsilocybin(1−)
Stars
ASCII Namepsilocybin(1-)
DefinitionAn organophosphate oxoanion resulting from the protons from the phosphate group and the protonation of the tertiary amino group of psilocybin. The major species at pH 7.3
Last Modified17 November 2017
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC12H16N2O4P
Net Charge-1
Average Mass283.244
Monoisotopic Mass283.08532
SMILESC[NH+](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)/p-1
InChIKeyQVDSEJDULKLHCG-UHFFFAOYSA-M
Roles Classification
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
serotonergic agonist  An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
Applications:
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
serotonergic agonist  An agent that has an affinity for serotonin receptors and is able to mimic the effects of serotonin by stimulating the physiologic activity at the cell receptors. Serotonin agonists are used as antidepressants, anxiolytics, and in the treatment of migraine disorders.
hallucinogen  Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations and other alterations of mood and thinking.
ChEBI Ontology
Outgoing Relation(s)
psilocybin(1−) (CHEBI:139072) has role fungal metabolite (CHEBI:76946)
psilocybin(1−) (CHEBI:139072) has role hallucinogen (CHEBI:35499)
psilocybin(1−) (CHEBI:139072) has role prodrug (CHEBI:50266)
psilocybin(1−) (CHEBI:139072) has role serotonergic agonist (CHEBI:35941)
psilocybin(1−) (CHEBI:139072) is a organophosphate oxoanion (CHEBI:58945)
psilocybin(1−) (CHEBI:139072) is conjugate base of psilocybin (CHEBI:8614)
Incoming Relation(s)
psilocybin (CHEBI:8614) is conjugate acid of psilocybin(1−) (CHEBI:139072)
IUPAC Name 
3-[2-(dimethylazaniumyl)ethyl]-1H-indol-4-yl phosphate
UniProt Name  Source
psilocybinUniProt
Manual XrefsDatabases
CPD-20576MetaCyc