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

• ChemBase ID: 168061
• Molecular Formular: C15H14O3
• Molecular Mass: 242.26986
• Monoisotopic Mass: 242.09429431
• SMILES: c12c(ccc(c1)O)CC(CO2)c1ccc(cc1)O
• Canonical SMILES: Oc1ccc(cc1)C1COc2c(C1)ccc(c2)O
• InChI: InChI=1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2
• InChIKey: ADFCQWZHKCXPAJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol
• IUPAC Traditional name: equol
• Synonyms: 3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol; 4’,7-Isoflavandiol; (+/-)-Equol; 7,4'-Homoisoflavane; NV 07α; (R,S)-Equol

Database IDs

• CAS Number: 94105-90-5
• PubChem SID: 162262193
• PubChem CID: 382975

CALCULATED PROPERTIES

• Acid pKa: 9.632071
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.191646
• LogD (pH = 7.4): 3.1891518
• Log P: 3.1916778
• Molar Refractivity: 68.9602 cm^3
• Polarizability: 26.442783 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethanol; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 158-160°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E593000

(R,S)-Equol is a human urinary metabolite of the soy isoflavones Daidzein (D103500).

REFERENCES

• Heinonen, S., et al.: Anal. Biochem., 274, 211 (1999)
• Setchell, K., et al.: J. Nutr., 132, 3577 (1999)
• Thigpen, J., et al.: Comp. Med., 53, 607 (1999)
• Yee, S., et al.: Food Chem. Toxicol., 46, 2713 (1999)