CHEBI:64359 - sumatriptan succinate

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ChEBI Name sumatriptan succinate
ChEBI ID CHEBI:64359
Definition A succinate salt obtained by reaction of sumatriptan with one equivalent of succinic acid. Selective agonist for a vascular 5-HT1 receptor subtype (probably a member of the 5-HT1D family). Used for the acute treatment of migraine with or without aura in adults.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:9357
Supplier Information
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Formula C18H27N3O6S
Net Charge 0
Average Mass 413.48800
Monoisotopic Mass 413.16206
InChI InChI=1S/C14H21N3O2S.C4H6O4/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3;5-3(6)1-2-4(7)8/h4-5,8-9,15-16H,6-7,10H2,1-3H3;1-2H2,(H,5,6)(H,7,8)
InChIKey PORMUFZNYQJOEI-UHFFFAOYSA-N
SMILES OC(=O)CCC(O)=O.CNS(=O)(=O)Cc1ccc2[nH]cc(CCN(C)C)c2c1
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.
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.
vasoconstrictor agent
Drug used to cause constriction of the blood vessels.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sumatriptan succinate (CHEBI:64359) has part sumatriptan(1+) (CHEBI:64364)
sumatriptan succinate (CHEBI:64359) has role serotonergic agonist (CHEBI:35941)
sumatriptan succinate (CHEBI:64359) has role vasoconstrictor agent (CHEBI:50514)
sumatriptan succinate (CHEBI:64359) is a succinate salt (CHEBI:51381)
IUPAC Name
1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide butanedioate
Synonyms Sources
1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide succinate ChEBI
3-(2-(Dimethylamino)ethyl)-N-methylindole-5-methanesulfonamide succinate ChemIDplus
N,N-dimethyl-2-{5-[(methylsulfamoyl)methyl]-1H-indol-3-yl}ethanaminium 3-carboxypropanoate IUPAC
sumatriptan hydrogen succinate ChEBI
Brand Names Sources
Imitrex DrugBank
ONZETRA Xsail ChEBI
Manual Xrefs Databases
D00676 KEGG DRUG
DB00669 DrugBank
US2010008986 Patent
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Registry Numbers Types Sources
103628-48-4 CAS Registry Number ChemIDplus
103628-48-4 CAS Registry Number KEGG DRUG
5371868 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17182233 PubMed citation Europe PMC
19888880 PubMed citation Europe PMC
20067437 PubMed citation Europe PMC
20136486 PubMed citation Europe PMC
20353434 PubMed citation Europe PMC
20429812 PubMed citation Europe PMC
20458929 PubMed citation Europe PMC
21128126 PubMed citation Europe PMC
21804234 PubMed citation Europe PMC
21873014 PubMed citation Europe PMC
22375417 PubMed citation Europe PMC
Last Modified
10 August 2016