(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 305126
• Molecular Formular: C20H20O11
• Molecular Mass: 436.3662
• Monoisotopic Mass: 436.10056146
• SMILES: c1(cc(c2c(c1)O[C@@H]([C@H](C2=O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)c1cc(c(cc1)O)O)O)O
• Canonical SMILES: Oc1cc(O)c2c(c1)O[C@@H]([C@H](C2=O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C20H20O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17-26,28H,6H2/t12-,15+,17-,18-,19+,20+/m1/s1
• InChIKey: UKSPRKDZNYSFRL-ARLBNVOWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one
• Synonyms: Taxifolin 3-O-xyloside

Database IDs

• CAS Number: 40672-47-7

CALCULATED PROPERTIES

• Acid pKa: 7.741339
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): 0.6734169
• LogD (pH = 7.4): 0.51086044
• Log P: 0.6758836
• Molar Refractivity: 101.0597 cm^3
• Polarizability: 39.882534 Å^3
• Polar Surface Area: 186.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder