CHEBI:73272 - canagliflozin hydrate

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ChEBI Name canagliflozin hydrate
ChEBI ID CHEBI:73272
Definition A hydrate that is the hemihydrate form of canagliflozin. Used for treatment of type II diabetes via inhibition of sodium-glucose transport protein subtype 2.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C48H52F2O11S2
Net Charge 0
Average Mass 907.04700
Monoisotopic Mass 906.29191
InChI InChI=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
InChIKey VHOFTEAWFCUTOS-TUGBYPPCSA-N
SMILES O.[H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccc(C)c(Cc2ccc(s2)-c2ccc(F)cc2)c1.[H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)c1ccc(C)c(Cc2ccc(s2)-c2ccc(F)cc2)c1
Roles Classification
Biological Role(s): sodium-glucose transport protein subtype 2 inhibitor
Any inhibitor that interferes with the action of sodium-glucose transport protein subtype 2.
Application(s): hypoglycemic agent
A drug which lowers the blood glucose level.
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ChEBI Ontology
Outgoing 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
canagliflozin KEGG DRUG
Synonyms Sources
(1S)-1,5-Anhydro-1-(3-((5-(4-fluorophenyl)-2-thienyl)methyl)-4-methylphenyl)-D-glucitol hemihydrate ChemIDplus
canagliflozin hemihydrate ChEBI
JNJ-28431754 ChemIDplus
TA-7284 ChemIDplus
Brand Name Source
Invokana ChemIDplus
Manual Xrefs Databases
Canagliflozin Wikipedia
D09592 KEGG DRUG
US2008146515 Patent
WO2011142478 Patent
View more database links
Registry Number Type Source
18362683 Reaxys Registry Number Reaxys
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Last Modified
10 May 2013