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

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ChEBI Name 5-methoxy-N,N-dimethyltryptamine
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
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Formula C13H18N2O
Net Charge 0
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
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.
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.
View more via ChEBI Ontology
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)
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
Manual Xrefs Databases
C00001420 KNApSAcK
HMDB0002004 HMDB
View more database links
Registry Numbers Types Sources
1019-45-0 CAS Registry Number KEGG COMPOUND
1019-45-0 CAS Registry Number ChemIDplus
1019-45-0 CAS Registry Number NIST Chemistry WebBook
164771 Reaxys Registry Number Reaxys
164771 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
24650558 PubMed citation Europe PMC
25446678 PubMed citation Europe PMC
Last Modified
23 October 2015