CHEBI:2089 - 5-methoxytryptamine

ChEBI IDCHEBI:2089
ChEBI Name5-methoxytryptamine
Stars
DefinitionA member of the class of tryptamines that is the methyl ether derivative of serotonin.
Last Modified2 June 2021
DownloadsMolfile
FormulaC11H14N2O
Net Charge0
Average Mass190.246
Monoisotopic Mass190.11061
SMILESCOc1ccc2ncc(CCN)c2c1
InChIInChI=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
InChIKeyJTEJPPKMYBDEMY-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) urine (BTO:0001419) Article (Geigy Scientific Tables, 8th Rev edition, pp. 165-177. Edited by Cornelius Lentner.)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Brassica napus (ncbitaxon:3708) leaf lamina (BTO:0000719) MetaboLights (MTBLS309) From MetaboLights
Roles Classification
Chemical Roles:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
5-hydroxytryptamine 2C receptor agonist  An agonist at the 5-hydroxytryptamine 2B (5-HT2C) receptor.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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).
5-hydroxytryptamine 2B receptor agonist  An agonist at the 5-hydroxytryptamine 2B (5-HT2B) receptor.
5-hydroxytryptamine 2A receptor agonist  An agonist at the 5-hydroxytryptamine 2A (5-HT2A) receptor.
Applications:
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
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.
radiation protective agent  Any compound that is able to protect normal cells from the damage caused by radiation therapy.
ChEBI Ontology
Outgoing Relation(s)
5-methoxytryptamine (CHEBI:2089) has functional parent serotonin (CHEBI:28790)
5-methoxytryptamine (CHEBI:2089) has role 5-hydroxytryptamine 2A receptor agonist (CHEBI:145982)
5-methoxytryptamine (CHEBI:2089) has role 5-hydroxytryptamine 2B receptor agonist (CHEBI:142184)
5-methoxytryptamine (CHEBI:2089) has role 5-hydroxytryptamine 2C receptor agonist (CHEBI:142185)
5-methoxytryptamine (CHEBI:2089) has role antioxidant (CHEBI:22586)
5-methoxytryptamine (CHEBI:2089) has role cardioprotective agent (CHEBI:77307)
5-methoxytryptamine (CHEBI:2089) has role human metabolite (CHEBI:77746)
5-methoxytryptamine (CHEBI:2089) has role mouse metabolite (CHEBI:75771)
5-methoxytryptamine (CHEBI:2089) has role neuroprotective agent (CHEBI:63726)
5-methoxytryptamine (CHEBI:2089) has role radiation protective agent (CHEBI:66987)
5-methoxytryptamine (CHEBI:2089) has role serotonergic agonist (CHEBI:35941)
5-methoxytryptamine (CHEBI:2089) is a aromatic ether (CHEBI:35618)
5-methoxytryptamine (CHEBI:2089) is a primary amino compound (CHEBI:50994)
5-methoxytryptamine (CHEBI:2089) is a tryptamines (CHEBI:27162)
5-methoxytryptamine (CHEBI:2089) is conjugate base of 5-methoxytryptamine(1+) (CHEBI:166874)
Incoming Relation(s)
5-methoxy-N,N-diisopropyltryptamine (CHEBI:48282) has functional parent 5-methoxytryptamine (CHEBI:2089)
5-methoxytryptamine(1+) (CHEBI:166874) is conjugate acid of 5-methoxytryptamine (CHEBI:2089)
IUPAC Name 
2-(5-methoxy-1H-indol-3-yl)ethanamine
Synonyms  Source
5-MethoxytryptamineKEGG COMPOUND
5-MeOTIUPHAR
3-(2-aminoethyl)-5-methoxyindoleChemIDplus
5MOTChemIDplus
5-MTIUPHAR
mexamineNIST Chemistry WebBook
Manual XrefsDatabases
C05659KEGG COMPOUND
HMDB0004095HMDB
5-MethoxytryptamineWikipedia
LSM-4582LINCS
F5UPDBeChem
C00051985KNApSAcK
FDB023311FooDB
1767ChemSpider
WO2005009419Patent
EP1653948Patent
Registry NumbersSources
Gmelin:1220927Gmelin
Reaxys:145587Reaxys
CAS:608-07-1KEGG COMPOUND
CAS:608-07-1NIST Chemistry WebBook
CAS:608-07-1ChemIDplus
Citations