(2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 305648
• Molecular Formular: C21H22O10
• Molecular Mass: 434.39338
• Monoisotopic Mass: 434.1212969
• SMILES: c1(cc(c2c(c1)O[C@@H](CC2=O)c1ccc(cc1)O)O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc3O[C@@H](CC(=O)c3c(c2)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2/t14-,16+,18+,19-,20+,21+/m0/s1
• InChIKey: DLIKSSGEMUFQOK-SFTVRKLSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: prunin protein, prunus
• Synonyms: Naringenin 7-O-glucoside; Prunin

Database IDs

• CAS Number: 529-55-5

CALCULATED PROPERTIES

• Acid pKa: 8.579384
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): 0.56668115
• LogD (pH = 7.4): 0.53924066
• Log P: 0.56703997
• Molar Refractivity: 103.4342 cm^3
• Polarizability: 41.02747 Å^3
• Polar Surface Area: 166.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder