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Velagliflozin (proline hydrate)

CAT: 0804-HY-109018B-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-109018B-01Size:1 mg
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Description
Velagliflozin proline hydrate is the clinical form of Velagliflozin. Velagliflozin is an oral sodium-glucose cotransporter 2 (SGLT2) inhibitor with antidiabetic activity. Velagliflozin reduces renal glucose reabsorption and stimulates glycosuria, which lowers blood sugar and insulin concentrations[1].
CAS Number
1661838-94-3
UNSPSC
12352005
Target
SGLT
Type
Reference compound
Related Pathways
Membrane Transporter/Ion Channel
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/velagliflozin-proline-hydrate.html
Purity
99.43
Solubility
DMSO : 200 mg/mL (ultrasonic)
Smiles
OC([C@@H]1CCCN1)=O.O[C@H]2[C@H](C3=CC(CC4=CC=C(C5CC5)C=C4)=C(C#N)C=C3)O[C@H](CO)[C@@H](O)[C@@H]2O.O
Molecular Formula
C28H36N2O8
Molecular Weight
528.59
References & Citations
[1]Hoenig M, et al. Effects of the sodium-glucose cotransporter 2 (SGLT2) inhibitor velagliflozin, a new drug with therapeutic potential to treat diabetes in cats. J Vet Pharmacol Ther. 2018 Apr;41 (2) :266-273.|[2]Meier A, et al. The sodium-glucose co-transporter 2 inhibitor velagliflozin reduces hyperinsulinemia and prevents laminitis in insulin-dysregulated ponies. PLoS One. 2018 Sep 13;13 (9) :e0203655.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
SGLT2

Chemical Information

Velagliflozin proline hydrate
CAS Number1661838-94-3
PubChem CID156337572
IUPAC Name2-[(4-cyclopropylphenyl)methyl]-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]benzonitrile;(2S)-pyrrolidine-2-carboxylic acid;hydrate
Molecular FormulaC28H36N2O8
Molecular Weight528.6
Topological Polar Surface Area164
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Heavy Atom Count38
Formal Charge0
Complexity696
SMILES
C1C[C@H](NC1)C(=O)O.C1CC1C2=CC=C(C=C2)CC3=C(C=CC(=C3)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C#N.O
InChI
InChI=1S/C23H25NO5.C5H9NO2.H2O/c24-11-17-8-7-16(23-22(28)21(27)20(26)19(12-25)29-23)10-18(17)9-13-1-3-14(4-2-13)15-5-6-15;7-5(8)4-2-1-3-6-4;/h1-4,7-8,10,15,19-23,25-28H,5-6,9,12H2;4,6H,1-3H2,(H,7,8);1H2/t19-,20-,21+,22-,23+;4-;/m10./s1
InChIKey
SSNUQDYITAZVPB-YAKUHWJSSA-N
Chemical Structure
2D Structure
2D structure of Velagliflozin proline hydrate
CAS: 1661838-94-3
CID: 156337572
Formula: C28H36N2O8
MW: 528.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight528.6
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count6
Exact Mass528.24716611
Monoisotopic Mass528.24716611
Topological Polar Surface Area164 Ų
Heavy Atom Count38
Formal Charge0
Complexity696
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes

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