Ipragliflozin L-Proline - 10mM in DMSO , Sodium/glucose cotransporter 2 inhibitor, CAS No.951382-34-6, Sodium/glucose cotransporter 2 inhibitor

CAS: 951382-34-6 Cat. No.: I427062 Molecular Weight: 519.58 PubChem CID: 57339444

GRADE & PURITY 10mM in DMSO

Synonyms

IPRAGLIFLOZIN L-PROLINE [WHO-DD] | (2S,3R,4R,5S,6R)-2-(3-(Benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (S)-Pyrrolidine-2-carboxylic acid | Suglat (TN) | AMY16735 | Ipragliflozin L-proline (JAN) | L-proline

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Ipragliflozin L-Proline is an orally active and selective inhibitor ofSGLT2with IC50 of 7.38 nM, 6.73 nM and 5.64 nM for human SGLT2, rat SGLT2 and mouse SGLT2, respectively.

Targets

mouse SGLT2 (Cell-free assay); rat SGLT2 (Cell-free assay); human SGLT2 (Cell-free assay) 5.64 nM; 6.73 nM; 7.38 nM

Specifications

Synonyms

IPRAGLIFLOZIN L-PROLINE [WHO-DD] | (2S, 3R, 4R, 5S, 6R)-2-(3-(Benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3, 4, 5-triol (S)-Pyrrolidine-2-carboxylic acid | Suglat (TN) | AMY16735 | Ipragliflozin L-proline (JAN) | L-proline

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Ipragliflozin L-Proline is an orally active and selective inhibitor of SGLT2 with IC50 of 7.38 nM, 6.73 nM and 5.64 nM for human SGLT2, rat SGLT2 and mouse SGLT2, respectively.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Mechanism of action

Sodium/glucose cotransporter 2 inhibitor

Names and Identifiers

• Canonical Smiles: C1CC(NC1)C(=O)O.C1=CC=C2C(=C1)C=C(S2)CC3=C(C=CC(=C3)C4C(C(C(C(O4)CO)O)O)O)F
• IUPAC Name: (2S,3R,4R,5S,6R)-2-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-6-(hydroxymethyl)oxane-3,4,5-triol;(2S)-pyrrolidine-2-carboxylic acid
• InChIKey: TUVGWWULBZIUBS-FVYIYGEMSA-N
• INCHI: 1S/C21H21FO5S.C5H9NO2/c22-15-6-5-12(21-20(26)19(25)18(24)16(10-23)27-21)7-13(15)9-14-8-11-3-1-2-4-17(11)28-14;7-5(8)4-2-1-3-6-4/h1-8,16,18-21,23-26H,9-10H2;4,6H,1-3H2,(H,7,8)/t16-,18-,19+,20-,21+;4-/m10/s1
• Isomeric SMILES: C1C[C@H](NC1)C(=O)O.C1=CC=C2C(=C1)C=C(S2)CC3=C(C=CC(=C3)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)F
• PubChem CID: 57339444
• Molecular Weight: 519.58

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 Phenolic glycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: Phenolic glycosides
• Alternative Parents: Proline and derivatives Hexoses C-glycosyl compounds L-alpha-amino acids 1-benzothiophenes Pyrrolidine carboxylic acids 2,3,5-trisubstituted thiophenes Fluorobenzenes Oxanes Aryl fluorides Heteroaromatic compounds 1,2-diols Amino acids Secondary alcohols Monocarboxylic acids and derivatives Dialkylamines Dialkyl ethers Carboxylic acids Azacyclic compounds Oxacyclic compounds Organic oxides Carbonyl compounds Organofluorides Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Not available
• Substituents: Phenolic glycoside - Proline or derivatives - Hexose monosaccharide - C-glycosyl compound - Alpha-amino acid - Alpha-amino acid or derivatives - L-alpha-amino acid - 1-benzothiophene - Benzothiophene - Pyrrolidine carboxylic acid - Pyrrolidine carboxylic acid or derivatives - 2,3,5-trisubstituted thiophene - Fluorobenzene - Halobenzene - Benzenoid - Monosaccharide - Monocyclic benzene moiety - Aryl halide - Aryl fluoride - Oxane - Thiophene - Heteroaromatic compound - Pyrrolidine - Secondary alcohol - Amino acid - 1,2-diol - Amino acid or derivatives - Monocarboxylic acid or derivatives - Oxacycle - Secondary amine - Carboxylic acid derivative - Ether - Secondary aliphatic amine - Dialkyl ether - Azacycle - Organoheterocyclic compound - Carboxylic acid - Polyol - Organic nitrogen compound - Carbonyl group - Organohalogen compound - Organofluoride - Organonitrogen compound - Primary alcohol - Amine - Hydrocarbon derivative - Organic oxide - Alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Molecular Weight: 519.600 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 519.173 Da
• Monoisotopic Mass: 519.173 Da
• Topological Polar Surface Area: 168.000 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 628.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

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