potassium (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: 165356
• Molecular Formular: C21H17KO10
• Molecular Mass: 468.45198
• Monoisotopic Mass: 468.04587842
• SMILES: c1(ccc2c(c1)occ(c2=O)c1ccc(cc1)O)O[C@@H]1O[C@H]([C@@H](O)[C@H](O)[C@@H]1O)C(=O)[O-].[K+]
• Canonical SMILES: [O-]C(=O)[C@@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccc(cc2)O)[C@H]([C@H]([C@@H]1O)O)O.[K+]
• InChI: InChI=1S/C21H18O10.K/c22-10-3-1-9(2-4-10)13-8-29-14-7-11(5-6-12(14)15(13)23)30-21-18(26)16(24)17(25)19(31-21)20(27)28;/h1-8,16-19,21-22,24-26H,(H,27,28);/q;+1/p-1/t16-,17-,18+,19-,21+;/m0./s1
• InChIKey: HDGOIMRYLAKROL-ZSESPEEFSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium (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: potassium (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 Potassium Salt; Daidzein Glucuronide Potassium Salt; Daidzein-7-glucuronide Potassium Salt; Daidzein 7-β-D-Glucuronide Potassium Salt

Database IDs

• PubChem SID: 162259489
• PubChem CID: 71315163

CALCULATED PROPERTIES

• Acid pKa: 2.878408
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -1.7895097
• LogD (pH = 7.4): -2.7163675
• Log P: 0.78264415
• Molar Refractivity: 112.5509 cm^3
• Polarizability: 40.029247 Å^3
• Polar Surface Area: 165.81 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Pale-Yellow Solid
• Melting Point: >240°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D103510

A metabolite of Daidzein.

REFERENCES

• Cassidy, A., et al.: J. Clin. Nutr., 60, 333(1994)
• Pereira, M., et al.: Carcinogenesis, 15, 1049 (1994)
• Shah, V., et al.: Pharm. Res., 17, 1551 (1994)