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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.443
UNII
  • 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 N
    Key: IOUVKUPGCMBWBT-QNDFHXLGSA-N N
  • 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
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
water, low MW alcohols
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Phlorizin is a glucoside of phloretin, a dihydrochalcone. A white solid when pure, samples often appear yellow due to impurities. It is of sweet taste and contains four molecules of water in the crystal. 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.

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