baeocystin (CHEBI:139505)

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ChEBI Name	baeocystin

ChEBI ID	CHEBI:139505

Definition	A tryptamine alkaloid that is N-methyltryptamine carrying an additional phosphoryloxy substituent at position 4.

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

Supplier Information	eMolecules:8296446

Download	Molfile XML SDF

Formula

C11H15N2O4P

Net Charge

Average Mass

270.222

Monoisotopic Mass

270.07694

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)

InChIKey

WTPBXXCVZZZXKR-UHFFFAOYSA-N

SMILES

OP(=O)(OC=1C2=C(C=CC1)NC=C2CCNC)O

Metabolite of Species	Details
Pluteus salicinus (NCBI:txid181533)	Found in fruit body (BTO:0000487). See: PubMed
Psilocybe cubensis (NCBI:txid181762)	See: PubMed
Psilocybe semilanceata (NCBI:txid181775)	See: PubMed
Panaeolus subbalteatus (NCBI:txid209655)	See: PubMed
Psilocybe samuiensis (NCBI:txid381285)	See: PubMed
Inocybe aeruginascens (NCBI:txid755238)	Found in fruit body (BTO:0000487). See: PubMed
Psilocybe cyanescens (NCBI:txid93625)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

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. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

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

ChEBI Ontology
Outgoing	baeocystin (CHEBI:139505) has functional parent tryptamine (CHEBI:16765) baeocystin (CHEBI:139505) has role fungal metabolite (CHEBI:76946) baeocystin (CHEBI:139505) has role hallucinogen (CHEBI:35499) baeocystin (CHEBI:139505) is a organic phosphate (CHEBI:25703) baeocystin (CHEBI:139505) is a secondary amino compound (CHEBI:50995) baeocystin (CHEBI:139505) is a tryptamine alkaloid (CHEBI:48274) baeocystin (CHEBI:139505) is conjugate acid of baeocystin(1−) (CHEBI:139071)

Incoming	baeocystin(1−) (CHEBI:139071) is conjugate base of baeocystin (CHEBI:139505)

IUPAC Name

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

Synonyms	Sources
4-hydroxy-N-methyltryptamine 4-phosphate	ChEBI
4-hydroxy-N-methyltryptamine phosphate	ChEBI
N-desmethylpsilocybin	ChEBI

Citations

Last Modified

22 January 2018