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CHEBI:10650 - sumatriptan

ChEBI IDCHEBI:10650
ChEBI Namesumatriptan
Stars
DefinitionA sulfonamide that consists of N,N-dimethyltryptamine bearing an additional (N-methylsulfamoyl)methyl substituent at position 5. Selective agonist for a vascular 5-HT1 receptor subtype (probably a member of the 5-HT1D family). Used (in the form of its succinate salt) for the acute treatment of migraine with or without aura in adults.
Last Modified22 February 2017
DownloadsMolfile
FormulaC14H21N3O2S
Net Charge0
Average Mass295.408
Monoisotopic Mass295.13545
SMILESCNS(=O)(=O)Cc1ccc2ncc(CCN(C)C)c2c1
InChIInChI=1S/C14H21N3O2S/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3/h4-5,8-9,15-16H,6-7,10H2,1-3H3
InChIKeyKQKPFRSPSRPDEB-UHFFFAOYSA-N
Wikipedia
Roles Classification
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.
Applications:
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.
vasoconstrictor agent  Drug used to cause constriction of the blood vessels.
ChEBI Ontology
Outgoing Relation(s)
sumatriptan (CHEBI:10650) has functional parent N,N-dimethyltryptamine (CHEBI:28969)
sumatriptan (CHEBI:10650) has role serotonergic agonist (CHEBI:35941)
sumatriptan (CHEBI:10650) has role vasoconstrictor agent (CHEBI:50514)
sumatriptan (CHEBI:10650) is a sulfonamide (CHEBI:35358)
sumatriptan (CHEBI:10650) is a tryptamines (CHEBI:27162)
sumatriptan (CHEBI:10650) is conjugate base of sumatriptan(1+) (CHEBI:64364)
Incoming Relation(s)
sumatriptan(1+) (CHEBI:64364) is conjugate acid of sumatriptan (CHEBI:10650)
IUPAC Name 
1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide
INNs  Source
sumatriptanKEGG DRUG
sumatriptanChEBI
sumatriptánChEBI
sumatriptanumChEBI
Synonyms  Source
3-(2-(dimethylamino)ethyl)-N-methyl-1H-indole-5-methanesulfonamideChemIDplus
3-[2-(dimethylamino)ethyl]-N-methylindole-5-methanesulfonamideNIST Chemistry WebBook
(3-[2-(dimethylamino)ethyl]-1H-indol-5-yl)-N-methylmethanesulfonamideNIST Chemistry WebBook
1-[3-(2-dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamideIUPHAR
SumatranDrugBank
SumaxDrugBank
Brand Names  Source
ImigranKEGG DRUG
ImitrexKEGG DRUG
Manual XrefsDatabases
C07319KEGG COMPOUND
D00451KEGG DRUG
DB00669DrugBank
SumatriptanWikipedia
HMDB0005037HMDB
LSM-5618LINCS
2543DrugCentral
Registry NumbersSources
Reaxys:5346011Reaxys
CAS:103628-46-2KEGG COMPOUND
CAS:103628-46-2ChemIDplus
CAS:103628-46-2NIST Chemistry WebBook
Citations