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CHEBI:73272 - canagliflozin hydrate

ChEBI IDCHEBI:73272
ChEBI Namecanagliflozin hydrate
Stars
DefinitionA hydrate that is the hemihydrate form of canagliflozin. Used for treatment of type II diabetes via inhibition of sodium-glucose transport protein subtype 2.
Last Modified10 May 2013
SubmitterSteve
DownloadsMolfile
Formula2C24H25FO5S.H2O
Net Charge0
Average Mass907.063
Monoisotopic Mass906.29191
SMILESO.[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.[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/2C24H25FO5S.H2O/c2*1-13-2-3-15(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*2-10,19,21-24,26-29H,11-12H2,1H3;1H2/t2*19-,21-,22+,23-,24+;/m11./s1
InChIKeyVHOFTEAWFCUTOS-TUGBYPPCSA-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 hydrate (CHEBI:73272) has part canagliflozin (CHEBI:73274)
canagliflozin hydrate (CHEBI:73272) has role hypoglycemic agent (CHEBI:35526)
canagliflozin hydrate (CHEBI:73272) has role sodium-glucose transport protein subtype 2 inhibitor (CHEBI:73273)
canagliflozin hydrate (CHEBI:73272) is a hydrate (CHEBI:35505)
IUPAC Name 
(1S)-1,5-anhydro-1-(3-{[5-(4-fluorophenyl)-2-thienyl]methyl}-4-methylphenyl)-D-glucitol—water (2/1)
INN  Source
canagliflozinKEGG DRUG
Synonyms  Source
canagliflozin hemihydrateChEBI
JNJ-28431754ChemIDplus
(1S)-1,5-Anhydro-1-(3-((5-(4-fluorophenyl)-2-thienyl)methyl)-4-methylphenyl)-D-glucitol hemihydrateChemIDplus
TA-7284ChemIDplus
Brand Name  Source
InvokanaChemIDplus
Manual XrefsDatabases
D09592KEGG DRUG
US2008146515Patent
CanagliflozinWikipedia
WO2011142478Patent
Registry NumbersSources
Reaxys:18362683Reaxys
Citations