methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}oxane-2-carboxylate

• ChemBase ID: 168150
• Molecular Formular: C22H24O9
• Molecular Mass: 432.42056
• Monoisotopic Mass: 432.14203235
• SMILES: [C@H]1(O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)OC)Oc1ccc2c(c1)OCC(C2)c1ccc(cc1)O
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccc3c(c2)OCC(C3)c2ccc(cc2)O)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C22H24O9/c1-28-21(27)20-18(25)17(24)19(26)22(31-20)30-15-7-4-12-8-13(10-29-16(12)9-15)11-2-5-14(23)6-3-11/h2-7,9,13,17-20,22-26H,8,10H2,1H3/t13?,17-,18-,19+,20-,22+/m0/s1
• InChIKey: ZEZSLHMBYSHSIA-WDXLFLMVSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162262282
• PubChem CID: 71316396

CALCULATED PROPERTIES

• Acid pKa: 10.151791
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 1.3897687
• LogD (pH = 7.4): 1.3890142
• Log P: 1.3897784
• Molar Refractivity: 105.7411 cm^3
• Polarizability: 42.13225 Å^3
• Polar Surface Area: 134.91 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: Pale Yellow Solid