CHEBI:2089 - O-methylserotonin

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ChEBI Name O-methylserotonin
ChEBI ID CHEBI:2089
ChEBI ASCII Name O-methylserotonin
Definition A member of the class of tryptamines that is the methyl ether derivative of serotonin.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C11H14N2O
Net Charge 0
Average Mass 190.24170
InChI InChI=1S/C11H14N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3
InChIKey JTEJPPKMYBDEMY-UHFFFAOYSA-N
SMILES COc1ccc2[nH]cc(CCN)c2c1
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Roles Classification
Biological Role(s): 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.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Application(s): 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.
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ChEBI Ontology
Outgoing O-methylserotonin (CHEBI:2089) has functional parent serotonin (CHEBI:28790)
O-methylserotonin (CHEBI:2089) has role human metabolite (CHEBI:77746)
O-methylserotonin (CHEBI:2089) has role mouse metabolite (CHEBI:75771)
O-methylserotonin (CHEBI:2089) has role serotonergic agonist (CHEBI:35941)
O-methylserotonin (CHEBI:2089) is a aromatic ether (CHEBI:35618)
O-methylserotonin (CHEBI:2089) is a tryptamines (CHEBI:27162)
Incoming 5-methoxy-N,N-diisopropyltryptamine (CHEBI:48282) has functional parent O-methylserotonin (CHEBI:2089)
IUPAC Name
2-(5-methoxy-1H-indol-3-yl)ethanamine
Synonyms Sources
2-(5-methoxyindol-3-yl)ethylamine ChemIDplus
3-(2-aminoethyl)-5-methoxyindole ChemIDplus
5-MeOT IUPHAR
5-MeOT KEGG COMPOUND
5-methoxy-1H-indole-3-ethanamine NIST Chemistry WebBook
5-Methoxytryptamine KEGG COMPOUND
5-MT IUPHAR
5MOT ChemIDplus
mexamine NIST Chemistry WebBook
Database Links Databases
5-Methoxytryptamine Wikipedia
C05659 KEGG COMPOUND
CPD-12018 MetaCyc
HMDB04095 HMDB
LSM-4582 LINCS
View more database links
Registry Numbers Types Sources
1220927 Gmelin Registry Number Gmelin
145587 Reaxys Registry Number Reaxys
145587 Beilstein Registry Number Beilstein
608-07-1 CAS Registry Number ChemIDplus
608-07-1 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
22678752 PubMed citation CiteXplore
23451999 PubMed citation CiteXplore
Last Modified
25 February 2016