(2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(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: 305434
• Molecular Formular: C21H22O12
• Molecular Mass: 466.39218
• Monoisotopic Mass: 466.11112614
• SMILES: c1(cc(c2c(c1)O[C@H]([C@@H](C2=O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)c1cc(c(cc1)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@H]2[C@@H](Oc3c(C2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H22O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-27,29-30H,6H2/t13-,15-,17+,18-,19+,20-,21+/m1/s1
• InChIKey: FVQOMEDMFUMIMO-FHVPTPGYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(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: (2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one
• Synonyms: (2S,3S)-Taxifolin 3-O-glucoside; (2S,3S)-(-)-Glucodistylin

Database IDs

• CAS Number: 129212-92-6

CALCULATED PROPERTIES

• Acid pKa: 7.7413383
• H Acceptors: 12
• H Donor: 8
• LogD (pH = 5.5): 0.043081954
• LogD (pH = 7.4): -0.119475015
• Log P: 0.04554862
• Molar Refractivity: 107.0222 cm^3
• Polarizability: 42.390865 Å^3
• Polar Surface Area: 206.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder