5-methoxy-N,N-dimethyltryptamine (CHEBI:2086)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	5-methoxy-N,N-dimethyltryptamine

ChEBI ID	CHEBI:2086

ChEBI ASCII Name	5-methoxy-N,N-dimethyltryptamine

Definition	A tryptamine alkaloid that is N,N-dimethyltryptamine substituted by a methoxy group at position 5.

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

Supplier Information	eMolecules:591716, ZINC000000057152

Download	Molfile XML SDF

more structures >>

Wikipedia	License

Read full article at Wikipedia

Formula

C13H18N2O

Net Charge

Average Mass

218.29480

Monoisotopic Mass

218.14191

InChI

InChI=1S/C13H18N2O/c1-15(2)7-6-10-9-14-13-5-4-11(16-3)8-12(10)13/h4-5,8-9,14H,6-7H2,1-3H3

InChIKey

ZSTKHSQDNIGFLM-UHFFFAOYSA-N

SMILES

COc1ccc2[nH]cc(CCN(C)C)c2c1

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):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. 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	5-methoxy-N,N-dimethyltryptamine (CHEBI:2086) has functional parent bufotenin (CHEBI:3210) 5-methoxy-N,N-dimethyltryptamine (CHEBI:2086) has role hallucinogen (CHEBI:35499) 5-methoxy-N,N-dimethyltryptamine (CHEBI:2086) has role plant metabolite (CHEBI:76924) 5-methoxy-N,N-dimethyltryptamine (CHEBI:2086) is a aromatic ether (CHEBI:35618) 5-methoxy-N,N-dimethyltryptamine (CHEBI:2086) is a tertiary amino compound (CHEBI:50996) 5-methoxy-N,N-dimethyltryptamine (CHEBI:2086) is a tryptamine alkaloid (CHEBI:48274)

IUPAC Name

2-(5-methoxy-1H-indol-3-yl)-N,N-dimethylethanamine

Synonyms	Sources
3-(2-dimethylaminoethyl)-5-methoxyindole	NIST Chemistry WebBook
3-[2-(N,N-Dimethylamino)ethyl]-5-methoxy-indole	KEGG COMPOUND
5-MeO-DMT	NIST Chemistry WebBook
5-methoxy-N,N-dimethyl-1H-indole-3-ethanamine	ChemIDplus
5-Methoxy-N,N-dimethyltryptamine	KEGG COMPOUND
5-Methoxy-N,N-dimethyltryptamine	KEGG COMPOUND
Indole, 3-(2-(N,N-dimethylamino)ethyl)-5-methoxy-	KEGG COMPOUND
MeODMT	ChemIDplus
methoxybufotenin	NIST Chemistry WebBook
Methoxybufotenin	KEGG COMPOUND
N,N-dimethyl-5-methoxytryptamine	NIST Chemistry WebBook
O-methylbufotenine	ChemIDplus
O-Methylbufotenine	KEGG COMPOUND

Citations

Last Modified

13 May 2021