1-(2,4-dihydroxy-6-{[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)propan-1-one

• ChemBase ID: 128939
• Molecular Formular: C21H24O10
• Molecular Mass: 436.40926
• Monoisotopic Mass: 436.13694697
• SMILES: O=C(c1c(O[C@@H]2O[C@@H]([C@@H](O)[C@@H](O)[C@H]2O)CO)cc(O)cc1O)CCc1ccc(O)cc1
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc(O)cc(c2C(=O)CCc2ccc(cc2)O)O)[C@@H]([C@@H]([C@@H]1O)O)O
• 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
• InChIKey: IOUVKUPGCMBWBT-GHRYLNIYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2,4-dihydroxy-6-{[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)propan-1-one
• IUPAC Traditional name: phlorizin
• Synonyms: Isosalipurposide; Phlorizin

Database IDs

• CAS Number: 60-81-1
• PubChem SID: 162223241
• PubChem CID: 6072; 17759822
• CHEMBL: 245067
• Chemspider ID: 5847
• Unique Ingredient Identifier: CU9S17279X
• Wikipedia Title: Phlorizin

CALCULATED PROPERTIES

• Acid pKa: 7.8912544
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): 0.97572434
• LogD (pH = 7.4): 0.8561777
• Log P: 0.9774724
• Molar Refractivity: 105.8517 cm^3
• Polarizability: 41.671455 Å^3
• Polar Surface Area: 177.14 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White to yellow crystalline solid
• Melting Point: 106–109 °C