7-hydroxy-3-[4-hydroxy(3,5-2H2)phenyl](8-2H)-4H-chromen-4-one

• ChemBase ID: 165353
• Molecular Formular: C15H10O4
• Molecular Mass: 254.2375
• Monoisotopic Mass: 254.0579088
• SMILES: c1c(ccc2c1occ(c2=O)c1ccc(cc1)O)O
• Canonical SMILES: Oc1ccc(cc1)c1coc2c(c1=O)ccc(c2)O
• InChI: InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H
• InChIKey: ZQSIJRDFPHDXIC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy-3-[4-hydroxy(3,5-^2H₂)phenyl](8-^2H)-4H-chromen-4-one
• IUPAC Traditional name: 7-hydroxy-3-[4-hydroxy(3,5-^2H₂)phenyl](8-^2H)chromen-4-one
• Synonyms: 7-Hydroxy-3-(4-hydroxyphenyl-3,5-d2)-4H-1-benzopyran-4-one-8-d; 4',7-Dihydroxyisoflavone-d3; Daidzein-3',5',8-d3

Database IDs

• CAS Number: 220930-96-1
• PubChem SID: 162259486
• PubChem CID: 12241084

CALCULATED PROPERTIES

• Acid pKa: 6.47684
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.6871917
• LogD (pH = 7.4): 1.7724496
• Log P: 2.7304378
• Molar Refractivity: 69.702 cm^3
• Polarizability: 26.499638 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethnol(hot)
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - D103501

Deuterium Labelled Daidzein.

REFERENCES

• Jones, P., et al.: J. Biol. Chem., 274, 32008 (1999)
• Hassan, M., et al.: Anticancer Res., 19, 5657 (1999)
• Salti, G., et al.: Eur. J . Cancer, 36, 796 (2000).