Phlorizin

Phlorizin
Names
	IUPAC name 1-[2-(β-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
	Systematic IUPAC name 1-(2,4-Dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)propan-1-one
	Other names Isosalipurposide
Identifiers
CAS Number	60-81-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:8113 ;
ChEMBL	ChEMBL245067 ;
ChemSpider	16498836 ;
ECHA InfoCard	100.000.443
IUPHAR/BPS	4757;
PubChem CID	6072;
UNII	CU9S17279X ;
CompTox Dashboard (EPA)	DTXSID3075339 ;
	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 Key: IOUVKUPGCMBWBT-QNDFHXLGSA-N ;
	SMILES c1cc(ccc1CCC(=O)c2c(cc(cc2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O;
Properties
Chemical formula	C21H24O10
Molar mass	436.413 g·mol−1
Appearance	White solid
Melting point	106 to 109 °C (223 to 228 °F; 379 to 382 K)
Boiling point	200 °C (392 °F; 473 K) decomposition
Solubility in water	water, low MW alcohols
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Phlorizin is a glucoside of phloretin, a dihydrochalcone. A white solid, samples often appear yellowing to impurities. It is of sweet taste and contains four molecules of water in the crystal. Above 200 °C, it decomposes to give rufin. It is poorly soluble in ether and cold water, but soluble in ethanol and hot water. Upon prolonged exposure to aqueous solutions phlorizin hydrolyzes to phloretin and glucose. ^[1]

^ Ehrenkranz, Joel R. L.; Lewis, Norman G.; Ronald Kahn, C.; Roth, Jesse (2005). "Phlorizin: A review". Diabetes/Metabolism Research and Reviews. 21 (1): 31–38. doi:10.1002/dmrr.532. PMID 15624123. S2CID 37909306.

[1] Ehrenkranz, Joel R. L.; Lewis, Norman G.; Ronald Kahn, C.; Roth, Jesse (2005). "Phlorizin: A review". Diabetes/Metabolism Research and Reviews. 21 (1): 31–38. doi:10.1002/dmrr.532. PMID 15624123. S2CID 37909306.

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