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CHEBI:64149 - 5-nonyloxytryptamine

ChEBI IDCHEBI:64149
ChEBI Name5-nonyloxytryptamine
Stars
DefinitionA tryptamine derivative that consists of serotonin bearing an additional O-nonyl substituent. 5-HT1B selective agonist, several times more potent than sumatriptan and inactive as a 5-HT1A agonist (Ki at 5-HT1B = 1 nM, selectivity over 5-HT1A > 300-fold).
Last Modified25 February 2016
SubmitterSteve
DownloadsMolfile
FormulaC19H30N2O
Net Charge0
Average Mass302.462
Monoisotopic Mass302.23581
SMILESCCCCCCCCCOc1ccc2ncc(CCN)c2c1
InChIInChI=1S/C19H30N2O/c1-2-3-4-5-6-7-8-13-22-17-9-10-19-18(14-17)16(11-12-20)15-21-19/h9-10,14-15,21H,2-8,11-13,20H2,1H3
InChIKeyYHSMSRREJYOGQJ-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
5-nonyloxytryptamine (CHEBI:64149) has functional parent serotonin (CHEBI:28790)
5-nonyloxytryptamine (CHEBI:64149) has role serotonergic agonist (CHEBI:35941)
5-nonyloxytryptamine (CHEBI:64149) is a aromatic ether (CHEBI:35618)
5-nonyloxytryptamine (CHEBI:64149) is a primary amino compound (CHEBI:50994)
5-nonyloxytryptamine (CHEBI:64149) is a tryptamines (CHEBI:27162)
5-nonyloxytryptamine (CHEBI:64149) is conjugate base of 5-nonyloxytryptaminium(1+) (CHEBI:64150)
Incoming Relation(s)
5-nonyloxytryptaminium(1+) (CHEBI:64150) is conjugate acid of 5-nonyloxytryptamine (CHEBI:64149)
IUPAC Name 
2-[5-(nonyloxy)-1H-indol-3-yl]ethanamine
Synonyms  Source
3-(2-aminoethyl)-5-nonyloxyindoleChEBI
O-nonylserotoninChEBI
5-(Nonyloxy)tryptamineChemIDplus
5-(Nonyloxy)-1H-indole-3-ethanamineChemIDplus
Manual XrefsDatabases
US5496957Patent
LSM-20005LINCS
Registry NumbersSources
Reaxys:7077925Reaxys
CAS:157798-12-4ChemIDplus