psilocybin(1-) (CHEBI:139072)

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ChEBI Name	psilocybin(1−)

ChEBI ID	CHEBI:139072

ChEBI ASCII Name	psilocybin(1-)

Definition	An 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

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kristian Axelsen

Supplier Information

Download	Molfile XML SDF

Formula

C12H16N2O4P

Net Charge

-1

Average Mass

283.241

Monoisotopic Mass

283.08532

InChI

InChI=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

InChIKey

QVDSEJDULKLHCG-UHFFFAOYSA-M

SMILES

C=1C=2NC=C(C2C(=CC1)OP(=O)([O-])[O-])CC[NH+](C)C

Roles Classification
Biological Role(s):	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.

Application(s):	hallucinogen Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations and other alterations of mood and thinking. 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.

ChEBI Ontology
Outgoing	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	psilocybin (CHEBI:8614) is conjugate acid of psilocybin(1−) (CHEBI:139072)

IUPAC Name

3-[2-(dimethylazaniumyl)ethyl]-1H-indol-4-yl phosphate

Synonym	Source
psilocybin	UniProt

Last Modified

17 November 2017