7-hydroxy-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 167587
• Molecular Formular: C15H12O4
• Molecular Mass: 256.25338
• Monoisotopic Mass: 256.07355886
• SMILES: c12c(ccc(c1)O)C(=O)C(CO2)c1ccc(cc1)O
• Canonical SMILES: Oc1ccc(cc1)C1COc2c(C1=O)ccc(c2)O
• InChI: InChI=1S/C15H12O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-7,13,16-17H,8H2
• InChIKey: JHYXBPPMXZIHKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: (+/-)-dihydrodaidzein
• Synonyms: 2,3-Dihydro-7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 4',7-Dihydroxyisoflavanone; (+/-)-Dihydrodaidzein; Dihydro Daidzein

Database IDs

• CAS Number: 17238-05-0
• PubChem SID: 162261720
• PubChem CID: 176907

CALCULATED PROPERTIES

• Acid pKa: 7.775319
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.3789413
• LogD (pH = 7.4): 2.2287571
• Log P: 2.3812234
• Molar Refractivity: 69.6956 cm^3
• Polarizability: 26.65972 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Methanol
• Apperance: Light Beige Solid
• Melting Point: 250-251°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D449000

A metabolite of Daidzein.

REFERENCES

• Chang, Y., et al.: J. Nat. Prod., 58, 1892 (1995)
• Coldham, N., et al.: Xenobiotica, 32, 45 (1995)
• Fang, N., et al.: J. Agric. Food Chem. 50, 2700 (1995)
• Bowey, E., et al.: Food Chem. Toxicol., 41, 631 (1995)