CHEBI:63631 - topiramate

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ChEBI Name topiramate ChEBI ID CHEBI:63631 Definition A 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. Stars This entity has been manually annotated by the ChEBI Team. Submitter Anonymous Secondary ChEBI IDs CHEBI:9633 Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia Formula C12H21NO8S Net Charge 0 Average Mass 339.36200 Monoisotopic Mass 339.09879 InChI InChI=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 InChIKey KJADKKWYZYXHBB-XBWDGYHZSA-N SMILES CC1(C)O[C@@H]2CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@H]3[C@@H]2O1 Roles Classification Biological Role(s): sodium channel blocker An agent that inhibits sodium influx through cell membranes. Application(s): anticonvulsant A drug used to prevent seizures or reduce their severity. View more via ChEBI Ontology ChEBI Ontology Outgoing 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 Sources topiramate ChemIDplus topiramato ChemIDplus topiramatum ChemIDplus Synonyms Sources 2,3:4,5-bis-O-(1-methylethylidene)-β-D-fructopyranose sulfamate ChemIDplus 2,3:4,5-di-O-isopropylidene-β-D-fructopyranose sulfamate ChemIDplus McN-4853 ChemIDplus RWJ-17021 ChemIDplus tipiramate DrugBank tipiramato DrugBank Topiramate KEGG COMPOUND TPM ChEBI Brand Name Source Topamax DrugBank Manual Xrefs Databases 2706 DrugCentral C07502 KEGG COMPOUND D00537 KEGG DRUG DB00273 DrugBank LSM-5435 LINCS Topiramate Wikipedia TOR PDBeChem US4513006 Patent View more database links Registry Numbers Types Sources 5988957 Reaxys Registry Number Reaxys 97240-79-4 CAS Registry Number KEGG COMPOUND 97240-79-4 CAS Registry Number ChemIDplus Citations Types Sources 22233396 PubMed citation Europe PMC 22249827 PubMed citation Europe PMC Last Modified 22 February 2017