(2R,3R)-3,5-dihydroxy-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: 305951
• Molecular Formular: C21H22O11
• Molecular Mass: 450.39278
• Monoisotopic Mass: 450.11621152
• SMILES: c1(cc(c2c(c1)O[C@@H]([C@H](C2=O)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](c4ccc(cc4)O)[C@H](C(=O)c3c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H22O11/c22-7-13-15(25)17(27)19(29)21(32-13)30-10-5-11(24)14-12(6-10)31-20(18(28)16(14)26)8-1-3-9(23)4-2-8/h1-6,13,15,17-25,27-29H,7H2/t13-,15-,17+,18+,19-,20-,21-/m1/s1
• InChIKey: UDIXYHJHYVDNOG-JUIPTLLLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-3,5-dihydroxy-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: (2R,3R)-3,5-dihydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one
• Synonyms: Sinensin

Database IDs

• CAS Number: 28189-90-4

CALCULATED PROPERTIES

• Acid pKa: 8.468144
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -0.1485819
• LogD (pH = 7.4): -0.18370572
• Log P: -0.14811851
• Molar Refractivity: 104.7724 cm^3
• Polarizability: 41.71033 Å^3
• Polar Surface Area: 186.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder