(2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 305309
• Molecular Formular: C21H22O11
• Molecular Mass: 450.39278
• Monoisotopic Mass: 450.11621152
• 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)C)c1cc(c(cc1)O)O)O)O
• Canonical SMILES: Oc1cc(O)c2c(c1)O[C@@H]([C@@H](C2=O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3/t7-,15-,17+,18+,19+,20+,21-/m0/s1
• InChIKey: ZROGCCBNZBKLEL-OOHAXVOVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: (2R,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one
• Synonyms: Isoastilbin

Database IDs

• CAS Number: 54081-48-0

CALCULATED PROPERTIES

• Acid pKa: 7.7413387
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): 1.0899919
• LogD (pH = 7.4): 0.92743516
• Log P: 1.0924586
• Molar Refractivity: 105.4785 cm^3
• Polarizability: 41.699615 Å^3
• Polar Surface Area: 186.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder