2-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethan-1-one

• ChemBase ID: 171081
• Molecular Formular: C14H12O5
• Molecular Mass: 260.24208
• Monoisotopic Mass: 260.06847348
• SMILES: c1c(cc(c(c1O)C(=O)Cc1ccc(cc1)O)O)O
• Canonical SMILES: Oc1ccc(cc1)CC(=O)c1c(O)cc(cc1O)O
• InChI: InChI=1S/C14H12O5/c15-9-3-1-8(2-4-9)5-11(17)14-12(18)6-10(16)7-13(14)19/h1-4,6-7,15-16,18-19H,5H2
• InChIKey: XYMPPRJBUSAOQA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethan-1-one
• IUPAC Traditional name: 2-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone
• Synonyms: 2,4,6-Trihydroxyphenyl-4'-hydroxybenzyl Ketone; 2-(p-Hydroxyphenyl)phloroacetophenone; 2-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)ethanone; α-(4'-Hydroxyphenyl)phloroacetophenone

Database IDs

• CAS Number: 15485-65-1
• PubChem SID: 164226991
• PubChem CID: 9813852

CALCULATED PROPERTIES

• Acid pKa: 7.985296
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 3.4495635
• LogD (pH = 7.4): 3.3507159
• Log P: 3.4509718
• Molar Refractivity: 69.1063 cm^3
• Polarizability: 26.109694 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO; Methanol
• Apperance: Tan Solid
• Melting Point: 240-245°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H949445

Genistein intermediate.

REFERENCES

• Ng, L., et al.: Bioorg. Med. Chem., 17, 4360 (2009)
• Li, H., et al.: Eur. J. Med. Chem., 44, 2246 (2009)