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Tofogliflozin (hydrate)

CAT: 0804-HY-13413-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-13413-01Size:5 mg
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Description
Tofogliflozin hydrate (CSG-452 hydrate) is a potent and highly specific sodium/glucose cotransporter 2 (SGLT2) inhibitor with an IC50 of 2.9 nM and Ki values of 2.9 nM, 14.9 nM, and 6.4 nM for human, rat, and mouse SGLT2[1]. Tofogliflozin partially inhibits high glucose-induced reactive oxyen species (ROS) generation in tubular cells[2].
CAS Number
1201913-82-7
Product Name Alternative
CSG-452 hydrate
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Reactive Oxygen Species (ROS) ; SGLT
Type
Reference compound
Related Pathways
Immunology/Inflammation; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; NF-κB
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/Tofogliflozin-hydrate.html
Concentration
10mM
Purity
98.38
Solubility
DMSO : ≥ 100 mg/mL|H2O : 0.33 mg/mL (ultrasonic)
Smiles
O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@]21OCC3=C2C=C(CC4=CC=C(CC)C=C4)C=C3.O
Molecular Formula
C22H28O7
Molecular Weight
404.45
Precautions
H302, H315, H319, H335
References & Citations
[1]Suzuki M, et al. Tofogliflozin, a potent and highly specific sodium/glucose cotransporter 2 inhibitor, improves glycemic control in diabetic rats and mice. J Pharmacol Exp Ther. 2012 Jun;341 (3) :692-701.|[2]Ishibashi Y, et al. Tofogliflozin, A Highly Selective Inhibitor of SGLT2 Blocks Proinflammatory and Proapoptotic Effects of Glucose Overload on Proximal Tubular Cells Partly by Suppressing Oxidative Stress Generation. Horm Metab Res. 2016 Mar;48 (3) :191-5.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
SGLT2
Citation 01
Biochem Pharmacol. 2018 Jun:152:45-59.|University of Paris. 2022 Sep 19.|Biochem Pharmacol. 2016 Feb 1:101:27-39.|J Chromatogr B Analyt Technol Biomed Life Sci. 2020 Mar 15;1141:122020.

Chemical Information

Spiro(isobenzofuran-1(3H),2'-(2H)pyran)-3',4',5'-triol, 6-((4-ethylphenyl)methyl)-3',4',5',6'-tetrahydro-6'-(hydroxymethyl)-, hydrate (1:1), (1S,3'R,4'S,5'S,6'R)-
CAS Number1201913-82-7
PubChem CID46908928
IUPAC Name(3S,3'R,4'S,5'S,6'R)-5-[(4-ethylphenyl)methyl]-6'-(hydroxymethyl)spiro[1H-2-benzofuran-3,2'-oxane]-3',4',5'-triol;hydrate
Molecular FormulaC22H28O7
Molecular Weight404.5
Topological Polar Surface Area100
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Heavy Atom Count29
Formal Charge0
Complexity521
SMILES
CCC1=CC=C(C=C1)CC2=CC3=C(CO[C@@]34[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C=C2.O
InChI
InChI=1S/C22H26O6.H2O/c1-2-13-3-5-14(6-4-13)9-15-7-8-16-12-27-22(17(16)10-15)21(26)20(25)19(24)18(11-23)28-22;/h3-8,10,18-21,23-26H,2,9,11-12H2,1H3;1H2/t18-,19-,20+,21-,22+;/m1./s1
InChIKey
ZXOCGDDVNPDRIW-NHFZGCSJSA-N
Chemical Structure
2D Structure
2D structure of Spiro(isobenzofuran-1(3H),2'-(2H)pyran)-3',4',5'-triol, 6-((4-ethylphenyl)methyl)-3',4',5',6'-tetrahydro-6'-(hydroxymethyl)-, hydrate (1:1), (1S,3'R,4'S,5'S,6'R)-
CAS: 1201913-82-7
CID: 46908928
Formula: C22H28O7
MW: 404.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight404.5
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass404.18350323
Monoisotopic Mass404.18350323
Topological Polar Surface Area100 Ų
Heavy Atom Count29
Formal Charge0
Complexity521
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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