methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylate

• ChemBase ID: 165357
• Molecular Formular: C22H20O10
• Molecular Mass: 444.3882
• Monoisotopic Mass: 444.10564684
• SMILES: [C@H]1(O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)OC)Oc1ccc2c(c1)occ(c2=O)c1ccc(cc1)O
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccc(cc2)O)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C22H20O10/c1-29-21(28)20-18(26)17(25)19(27)22(32-20)31-12-6-7-13-15(8-12)30-9-14(16(13)24)10-2-4-11(23)5-3-10/h2-9,17-20,22-23,25-27H,1H3/t17-,18-,19+,20-,22+/m0/s1
• InChIKey: XQFWBDXNLSIFNE-SXFAUFNYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxane-2-carboxylate
• Synonyms: 3-(4-Hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl β-D-Glucopyranosiduronic Acid Methyl Ester; Methyl Daidzein-7-yl-β-D-glucopyranosidurinate; Daidzein Glucuronide Methyl Ester; Daidzein 7-β-D-Glucuronide Methyl Ester

Database IDs

• PubChem SID: 162259490
• PubChem CID: 29976718

CALCULATED PROPERTIES

• Acid pKa: 8.962937
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 0.9283896
• LogD (pH = 7.4): 0.9168919
• Log P: 0.9285382
• Molar Refractivity: 106.4829 cm^3
• Polarizability: 42.204967 Å^3
• Polar Surface Area: 151.98 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid