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> Main
CHEBI:73274 - canagliflozin
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ChEBI Ontology
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ChEBI Name
canagliflozin
ChEBI ID
CHEBI:73274
Definition
A
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.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C24H25FO5S
Net Charge
0
Average Mass
444.518
Monoisotopic Mass
444.14067
InChI
InChI=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
InChIKey
XTNGUQKDFGDXSJ-ZXGKGEBGSA-N
SMILES
[C@@H]1([C@@H]([C@H]([C@@](O[C@@H]1CO)(C2=CC=C(C(=C2)CC=3SC(=CC3)C4=CC=C(C=C4)F)C)[H])O)O)O
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
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
canagliflozin hydrate (
CHEBI:73272
)
has part
canagliflozin (
CHEBI:73274
)
IUPAC Name
(1
S
)-
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)benzene
ChemIDplus
Manual Xrefs
Databases
4758
DrugCentral
Canagliflozin
Wikipedia
US2008146515
Patent
US2010099883
Patent
US2012289694
Patent
WO2009035969
Patent
WO2011142478
Patent
View more database links
Registry Numbers
Types
Sources
18362681
Reaxys Registry Number
Reaxys
842133-18-0
CAS Registry Number
ChemIDplus
Citations
Types
Sources
20690635
PubMed citation
Europe PMC
21457428
PubMed citation
Europe PMC
22226086
PubMed citation
Europe PMC
22355316
PubMed citation
Europe PMC
22385274
PubMed citation
Europe PMC
22492586
PubMed citation
Europe PMC
22548646
PubMed citation
Europe PMC
22621689
PubMed citation
Europe PMC
22632452
PubMed citation
Europe PMC
23087012
PubMed citation
Europe PMC
23279307
PubMed citation
Europe PMC
23370138
PubMed citation
Europe PMC
23412078
PubMed citation
Europe PMC
23464594
PubMed citation
Europe PMC
23563279
PubMed citation
Europe PMC
23564919
PubMed citation
Europe PMC
23585665
PubMed citation
Europe PMC
23590413
PubMed citation
Europe PMC
Last Modified
22 February 2017