Phloridzin

CAS: 60-81-1

Ref. TR-P339500

Product Information

• Name: Phloridzin
• Synonyms: 1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one, 1-Propanone, 1-[2-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-, 1-[2-(β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone, 1-[2-(β-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone, 2'-(β-D-Glucopyranosyloxy)-4',6'-dihydroxy-3-(4-hydroxyphenyl)propiophenon, 2'-(β-D-glucopiranosiloxi)-4',6'-dihidroxi-3-(4-hidroxifenil)propiofenona, 2'-(β-D-glucopyrannosyloxy)-4',6'-dihydroxy-3-(4-hydroxyphenyl)propiophenone, 2'-(β-D-glucopyranosyloxy)-4',6'-dihydroxy-3-(4-hydroxyphenyl)propiophenone, Dihydrochalcone 2′-β-<span class="text-smallcaps">D</span>-glucopyranoside, Floridzin, Nsc 2833, Phloretin 2'-O-glucoside, Phloretin 2'-glucoside, Phloretin 2′-O-β-<span class="text-smallcaps">D</span>-glucopyranoside, Phloretin 2′-β-<span class="text-smallcaps">D</span>-Glucoside, Phloretin glucoside, Phlorhizin, Phloridzosid, Phlorizin, Phlorizine, Phlorizoside, Phlorrhizin, 1-Propanone, 1-[2-(β-D-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-, 3,5-dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]phenyl β-D-glucopyranoside, 3,5-dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]phenyl hexopyranoside, Phlorizin dihydrate, 3,5-dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]phenyl beta-D-allopyranoside

Description

Applications It is a dihydrochalcone occurring in all parts of the apple tree except the mature fruit. Once thought to occur in pear, plum, cherry trees and other Rosaceae. Inhibitor of Na+-glucose cotransporters (SGLT). inhibits both SGLT1 and SGLT2 with low therapeutic selectivity. Cytotoxic to Breast Cancer cells with potent antioxidant and antibacterial activity. Produces renal glycosuria and blocks intestinal glucose absorption. Normalizes insulin sensitivity in diabetic rats.
References Moelwyn-Hughes EA, 1930. J Gen Physiol. Jul 20;13(6):807-17.Chang-Ik, 2016. Molecules, 21, 1136Fernando W, et al. 2016. Carcinogenesis. 2016 Oct;37(10):1004-13

• Brand: TRC

Chemical properties

• Molecular weight: 436.41
• Formula: C₂₁H₂₄O₁₀
• Color/Form: Neat
• InChI: 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
• InChI key: InChIKey=IOUVKUPGCMBWBT-VKRMOPFFSA-N
• SMILES: O=C(CCc1ccc(O)cc1)c1c(O)cc(O)cc1O[C@@H]1O[C@H](CO)[C@@H](O)C(O)[C@H]1O