(5R)-5-[(4-hydroxyphenyl)methyl]-4-(4-methoxy-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,5-dihydrofuran-2-one

• ChemBase ID: 305791
• Molecular Formular: C24H26O10
• Molecular Mass: 474.45724
• Monoisotopic Mass: 474.15259703
• SMILES: c1(cc(c(cc1)C1=CC(=O)O[C@@H]1Cc1ccc(cc1)O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)OC
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2cc(OC)ccc2C2=CC(=O)O[C@@H]2Cc2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C24H26O10/c1-31-14-6-7-15(16-10-20(27)32-17(16)8-12-2-4-13(26)5-3-12)18(9-14)33-24-23(30)22(29)21(28)19(11-25)34-24/h2-7,9-10,17,19,21-26,28-30H,8,11H2,1H3/t17-,19-,21-,22+,23-,24-/m1/s1
• InChIKey: IOVBNDMOPKKFCH-ZAUXWKBESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R)-5-[(4-hydroxyphenyl)methyl]-4-(4-methoxy-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,5-dihydrofuran-2-one
• IUPAC Traditional name: (5R)-5-[(4-hydroxyphenyl)methyl]-4-(4-methoxy-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-5H-furan-2-one
• Synonyms: Sophoraside A; (+)-Puerol B 2"-O-glucoside

Database IDs

• CAS Number: 868409-19-2

CALCULATED PROPERTIES

• Acid pKa: 7.3635554
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 1.0866425
• LogD (pH = 7.4): 0.7714778
• Log P: 1.0925455
• Molar Refractivity: 117.2316 cm^3
• Polarizability: 46.420517 Å^3
• Polar Surface Area: 155.14 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder