169566-48-7

Basic information

• Product Name: 2'-hydroxy-3'-C-β-D-(2,3,4,6-tetra-O-benzylglucopyranosyl)-4,4',6'-tribenzyloxychalcone
• Synonyms: 2'-hydroxy-3'-C-β-D-(2,3,4,6-tetra-O-benzylglucopyranosyl)-4,4',6'-tribenzyloxychalcone
• CAS NO: 169566-48-7
• Molecular Weight: 1065.27
• Mol File: 169566-48-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2'-hydroxy-3'-C-β-D-(2,3,4,6-tetra-O-benzylglucopyranosyl)-4,4',6'-tribenzyloxychalcone(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-hydroxy-3'-C-β-D-(2,3,4,6-tetra-O-benzylglucopyranosyl)-4,4',6'-tribenzyloxychalcone(169566-48-7)
• EPA Substance Registry System: 2'-hydroxy-3'-C-β-D-(2,3,4,6-tetra-O-benzylglucopyranosyl)-4,4',6'-tribenzyloxychalcone(169566-48-7)

Safety Data

• Hazardous Substances Data: 169566-48-7(Hazardous Substances Data)

Upstream product

• 1309438-45-6 4,6-bis-hydroxy-3-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2-hydroxyacetophenone 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 

Downstream Products

• 1154756-98-5 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-8-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one 
• 11023-94-2 1-[3-(β-D-glucopyranosyl)-2,4,6-trihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one 

Relevant articles and documents

Targeting type 2 diabetes with c-glucosyl dihydrochalcones as selective sodium glucose co-transporter 2 (sglt2) inhibitors: Synthesis and biological evaluation

Inhibiting glucose reabsorption by sodium glucose co-transporter proteins (SGLTs) in the kidneys is a relatively new strategy for treating type 2 diabetes. Selective inhibition of SGLT2 over SGLT1 is critical for minimizing adverse side effects associated with SGLT1 inhibition. A library of C-glucosyl dihydrochalcones and their dihydrochalcone and chalcone precursors was synthesized and tested as SGLT1/SGLT2 inhibitors using a cell-based fluorescence assay of glucose uptake. The most potent inhibitors of SGLT2 (IC50 = 9.23 nM) were considerably weaker inhibitors of SGLT1 (IC50 = 10.19 μM). They showed no effect on the sodium independent GLUT family of glucose transporters, and the most potent ones were not acutely toxic to cultured cells. The interaction of a C-glucosyl dihydrochalcone with a POPC membrane was modeled computationally, providing evidence that it is not a pan-assay interference compound. These results point toward the discovery of structures that are potent and highly selective inhibitors of SGLT2.