phlorizin

InvivoChem Cat #:V5117CAS #:60-81-1Purity >=98%

Description: Phlorizin (phloridzin), a glucoside of phloretin which is a dihydrochalcone and a family of bicyclic flavonoids, is a potent and non-selective competitive SGLT inhibitor with Kis of 300 and 39 nM for hSGLT1 and hSGLT2, respectively. Phlorizin is also a Na+/K+-ATPase inhibitor. Phlorizin is a competitive inhibitor of SGLT1 and SGLT2 because it competes with D-glucose for binding to the transporter/carrier; this reduces renal glucose transport, lowering the amount of glucose in the blood. Phlorizin was studied as a potential pharmaceutical treatment for type 2 diabetes, but has since been superseded by more selective and more promising synthetic analogs, such as canagliflozin and dapagliflozin.

References: J Biochem. 1977 May; 81(5):1511-5.

Related CAS #: 60-81-1; 7061-54-3 (dihydrate)

-20C for 3 years in powder form

Synonym: NSC-2833; NSC 2833; NSC2833; Phlorizin; phloridzin; phloretin-2'-beta-D-glucopyranoside; AI3-19835; Phloretin 2'-glucoside; Phloretin-2'-O-beta-glucoside; Phlorizoside; Phlorrhizin.
Chemical Name: 1-[2, 4-Dihydroxy-6-[(2S, 3R, 4R, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-3-(4-hydroxyphenyl)propan-1-one
InChi Key: IOUVKUPGCMBWBT-GHRYLNIYSA-N
InChi Code: InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-2, 4-5, 7-8, 16, 18-24, 26-29H, 3, 6, 9H2/t16-, 18-, 19-, 20-, 21-/m1/s1
SMILES Code: O=C(C1=C(O[CH]2[CH](O)[CH](O)[CH](O)[CH](CO)O2)C=C(O)C=C1O)CCC3=CC=C(O)C=C3