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CHEBI:73274 - canagliflozin

ChEBI IDCHEBI:73274
ChEBI Namecanagliflozin
Stars
DefinitionA C-glycosyl compound that is used (in its hemihydrate form) for treatment of type II diabetes via inhibition of sodium-glucose transport protein subtype 2.
Last Modified22 February 2017
SubmitterSteve
DownloadsMolfile
FormulaC24H25FO5S
Net Charge0
Average Mass444.524
Monoisotopic Mass444.14067
SMILES[H][C@@]1(c2ccc(C)c(Cc3ccc(-c4ccc(F)cc4)s3)c2)O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C24H25FO5S/c1-13-2-3-15(24-23(29)22(28)21(27)19(12-26)30-24)10-16(13)11-18-8-9-20(31-18)14-4-6-17(25)7-5-14/h2-10,19,21-24,26-29H,11-12H2,1H3/t19-,21-,22+,23-,24+/m1/s1
InChIKeyXTNGUQKDFGDXSJ-ZXGKGEBGSA-N
Wikipedia
Roles Classification
Biological Role:
sodium-glucose transport protein subtype 2 inhibitor  Any inhibitor that interferes with the action of sodium-glucose transport protein subtype 2.
Application:
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
canagliflozin (CHEBI:73274) has role hypoglycemic agent (CHEBI:35526)
canagliflozin (CHEBI:73274) has role sodium-glucose transport protein subtype 2 inhibitor (CHEBI:73273)
canagliflozin (CHEBI:73274) is a C-glycosyl compound (CHEBI:20857)
canagliflozin (CHEBI:73274) is a organofluorine compound (CHEBI:37143)
canagliflozin (CHEBI:73274) is a thiophenes (CHEBI:26961)
Incoming Relation(s)
canagliflozin hydrate (CHEBI:73272) has part canagliflozin (CHEBI:73274)
IUPAC Name 
(1S)-1,5-anhydro-1-(3-{[5-(4-fluorophenyl)-2-thienyl]methyl}-4-methylphenyl)-D-glucitol
Synonym  Source
1-(Glucopyranosyl)-4-methyl-3-(5-(4-fluorophenyl)-2-thienylmethyl)benzeneChemIDplus
Manual XrefsDatabases
US2008146515Patent
US2010099883Patent
US2012289694Patent
WO2009035969Patent
WO2011142478Patent
CanagliflozinWikipedia
4758DrugCentral
Registry NumbersSources
Reaxys:18362681Reaxys
CAS:842133-18-0ChemIDplus
Citations