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CHEBI:63631 - topiramate

ChEBI IDCHEBI:63631
ChEBI Nametopiramate
Stars
DefinitionA hexose derivative that is 2,3:4,5-di-O-isopropylidene-β-D-fructopyranose in which the hydroxy group has been converted to the corresponding sulfamate ester. It blocks voltage-dependent sodium channels and is used as an antiepileptic and for the prevention of migraine.
Secondary ChEBI IDCHEBI:9633
Last Modified22 February 2017
DownloadsMolfile
FormulaC12H21NO8S
Net Charge0
Average Mass339.366
Monoisotopic Mass339.09879
SMILESCC1(C)O[C@@H]2[C@@H](CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@H]23)O1
InChIInChI=1S/C12H21NO8S/c1-10(2)18-7-5-16-12(6-17-22(13,14)15)9(8(7)19-10)20-11(3,4)21-12/h7-9H,5-6H2,1-4H3,(H2,13,14,15)/t7-,8-,9+,12+/m1/s1
InChIKeyKJADKKWYZYXHBB-XBWDGYHZSA-N
Wikipedia
Roles Classification
Biological Role:
sodium channel blocker  An agent that inhibits sodium influx through cell membranes.
Application:
anticonvulsant  A drug used to prevent seizures or reduce their severity.
ChEBI Ontology
Outgoing Relation(s)
topiramate (CHEBI:63631) has role anticonvulsant (CHEBI:35623)
topiramate (CHEBI:63631) has role sodium channel blocker (CHEBI:38633)
topiramate (CHEBI:63631) is a cyclic ketal (CHEBI:59779)
topiramate (CHEBI:63631) is a ketohexose derivative (CHEBI:63391)
topiramate (CHEBI:63631) is a sulfamate ester (CHEBI:48199)
INNs  Source
topiramateChemIDplus
topiramatoChemIDplus
topiramatumChemIDplus
Synonyms  Source
TopiramateKEGG COMPOUND
2,3:4,5-di-O-isopropylidene-β-D-fructopyranose sulfamateChemIDplus
2,3:4,5-bis-O-(1-methylethylidene)-β-D-fructopyranose sulfamateChemIDplus
RWJ-17021ChemIDplus
TPMChEBI
tipiramatoDrugBank
Brand Name  Source
TopamaxDrugBank
Manual XrefsDatabases
C07502KEGG COMPOUND
D00537KEGG DRUG
DB00273DrugBank
US4513006Patent
TopiramateWikipedia
TORPDBeChem
LSM-5435LINCS
2706DrugCentral
Registry NumbersSources
Reaxys:5988957Reaxys
CAS:97240-79-4KEGG COMPOUND
CAS:97240-79-4ChemIDplus
Citations