7-hydroxy-3-(4-hydroxyphenyl)-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one

• ChemBase ID: 120084
• Molecular Formular: C21H20O9
• Molecular Mass: 416.3781
• Monoisotopic Mass: 416.11073222
• SMILES: c12c(C3OC(C(C(C3O)O)O)CO)c(ccc1c(=O)c(co2)c1ccc(cc1)O)O
• Canonical SMILES: OCC1OC(C(C(C1O)O)O)c1c(O)ccc2c1occ(c2=O)c1ccc(cc1)O
• InChI: InChI=1S/C21H20O9/c22-7-14-17(26)18(27)19(28)21(30-14)15-13(24)6-5-11-16(25)12(8-29-20(11)15)9-1-3-10(23)4-2-9/h1-6,8,14,17-19,21-24,26-28H,7H2
• InChIKey: HKEAFJYKMMKDOR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy-3-(4-hydroxyphenyl)-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one
• IUPAC Traditional name: puerarin
• Synonyms: 7-hydroxy-3-(4-hydroxyphenyl)-8-(3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

Database IDs

• PubChem SID: 162214437
• PubChem CID: 5385074

CALCULATED PROPERTIES

• Acid pKa: 6.0298758
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -0.13829933
• LogD (pH = 7.4): -1.3562676
• Log P: -0.026883194
• Molar Refractivity: 102.8203 cm^3
• Polarizability: 40.101902 Å^3
• Polar Surface Area: 156.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false