bufotenin (CHEBI:3210)

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ChEBI Name	bufotenin

ChEBI ID	CHEBI:3210

Definition	A tertiary amine that consists of N,N-dimethyltryptamine bearing an additional hydroxy substituent at position 5.

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

Supplier Information	ChemicalBook:CB0338057, eMolecules:29370059, ZINC000169676920

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Formula

C12H16N2O

Net Charge

Average Mass

204.26820

Monoisotopic Mass

204.12626

InChI

InChI=1S/C12H16N2O/c1-14(2)6-5-9-8-13-12-4-3-10(15)7-11(9)12/h3-4,7-8,13,15H,5-6H2,1-2H3

InChIKey

VTTONGPRPXSUTJ-UHFFFAOYSA-N

SMILES

CN(C)CCc1c[nH]c2ccc(O)cc12

Metabolite of Species	Details
Paramuricea clavata (NCBI:txid317549)	CH2Cl2:MeOH(1:1) extract of lyophilized material 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):	coral metabolite Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates). 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	bufotenin (CHEBI:3210) has functional parent N,N-dimethyltryptamine (CHEBI:28969) bufotenin (CHEBI:3210) has role coral metabolite (CHEBI:76498) bufotenin (CHEBI:3210) has role hallucinogen (CHEBI:35499) bufotenin (CHEBI:3210) is a tertiary amine (CHEBI:32876) bufotenin (CHEBI:3210) is a tryptamine alkaloid (CHEBI:48274)

Incoming	5-methoxy-N,N-dimethyltryptamine (CHEBI:2086) has functional parent bufotenin (CHEBI:3210)

IUPAC Name

3-[2-(dimethylamino)ethyl]-1H-indol-5-ol

Synonyms	Sources
3-[2-(dimethylamino)ethyl]-5-indolol	NIST Chemistry WebBook
3-[2-(dimethylamino)ethyl]indol-5-ol	NIST Chemistry WebBook
3-[β-(dimethylamino)ethyl]-5-hydroxyindole	NIST Chemistry WebBook
5-hydroxy-N,N-dimethyltryptamine	ChemIDplus
Bufotenin	KEGG COMPOUND
Bufotenine	KEGG COMPOUND
DM5-HT	NIST Chemistry WebBook
N,N-dimethylserotonin	ChemIDplus
N,N-Dimethylserotonin	KEGG COMPOUND

Last Modified

26 May 2015