Canagliflozin hydrateProduct ingredient for Canagliflozin
- Name
- Canagliflozin hydrate
- Drug Entry
- Canagliflozin
Canagliflozin, also known as Invokana, is a sodium-glucose cotransporter 2 (SGLT2) inhibitor used in the management of type 2 diabetes mellitus along with lifestyle changes including diet and exercise Label.
It was initially approved by the FDA in 2013 for the management of diabetes and later approved in 2018 for a second indication of reducing the risk of cardiovascular events in patients diagnosed with type 2 diabetes mellitus 8, Label.
Canagliflozin is the first oral antidiabetic drug approved for the prevention of cardiovascular events in patients with type 2 diabetes 8. Cardiovascular disease is the most common cause of death in these patients 4.
- Accession Number
- DBSALT001783
- Structure
- Synonyms
- (1S)-1,5-Anhydro-1-(3-((5-(4-fluorophenyl)-2-thienyl)methyl)-4-methylphenyl)-D-glucitol hemihydrate / Canagliflozin hemihydrate
- External IDs
- JNJ-28431754 / TA-7284
- UNII
- 0SAC974Z85
- CAS Number
- 928672-86-0
- Weight
- Average: 907.05
Monoisotopic: 906.291911168 - Chemical Formula
- C48H52F2O11S2
- InChI Key
- VHOFTEAWFCUTOS-TUGBYPPCSA-N
- 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
- IUPAC Name
- bis((2S,3R,4R,5S,6R)-2-(3-{[5-(4-fluorophenyl)thiophen-2-yl]methyl}-4-methylphenyl)-6-(hydroxymethyl)oxane-3,4,5-triol) hydrate
- SMILES
- O.[H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C1=CC=C(C)C(CC2=CC=C(S2)C2=CC=C(F)C=C2)=C1.[H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C1=CC=C(C)C(CC2=CC=C(S2)C2=CC=C(F)C=C2)=C1
- External Links
- ChemSpider
- 28528041
- ChEBI
- 73272
- ChEMBL
- CHEMBL2103841
- Predicted Properties
Property Value Source Water Solubility 0.0045 mg/mL ALOGPS logP 3.09 ALOGPS logP 3.52 Chemaxon logS -5 ALOGPS pKa (Strongest Acidic) 12.57 Chemaxon pKa (Strongest Basic) -3 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 90.15 Å2 Chemaxon Rotatable Bond Count 10 Chemaxon Refractivity 116.14 m3·mol-1 Chemaxon Polarizability 46.5 Å3 Chemaxon Number of Rings 8 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon