1,4-diphenylbutane-1,4-dione

• ChemBase ID: 166886
• Molecular Formular: C16H14O2
• Molecular Mass: 238.28116
• Monoisotopic Mass: 238.09937969
• SMILES: c1(C(=O)CCC(=O)c2ccccc2)ccccc1
• Canonical SMILES: O=C(c1ccccc1)CCC(=O)c1ccccc1
• InChI: InChI=1S/C16H14O2/c17-15(13-7-3-1-4-8-13)11-12-16(18)14-9-5-2-6-10-14/h1-10H,11-12H2
• InChIKey: OSWWFLDIIGGSJV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-diphenylbutane-1,4-dione
• IUPAC Traditional name: 1,4-diphenylbutane-1,4-dione
• Synonyms: 1,4-Dioxo-1,4-diphenylbutane; 1,4-Diphenyl-1,4-butadione; 1,4-Diphenyl-1,4-butanedione; 2,2''-Biacetophenone; Biphenacyl; Dibenzoylethane; NSC 402168; 1,2-Dibenzoylethane; 1,2-Dibenzoylethane; 1,2-联苯甲酰乙烷

Database IDs

• CAS Number: 495-71-6
• MDL Number: MFCD00037818
• Beilstein Number: 782937
• PubChem SID: 162261019
• PubChem CID: 136322

CALCULATED PROPERTIES

• Acid pKa: 14.177504
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.1099951
• LogD (pH = 7.4): 3.1099951
• Log P: 3.1099951
• Molar Refractivity: 71.1712 cm^3
• Polarizability: 27.40813 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 144-148°C
• Boiling Point: 260°C/15mm

Safety Information

• TSCA Listed: 否

Product Information

• Purity: 98+%

DETAILS

Toronto Research Chemicals - D417320

It is effective in inhibiting the in vivo mammary DMBA-DNA adduct formation. This inhibitory effect on mammary DNA adduct formation was associated with increased liver activities of glutathione S-transferase, QR, and 7-ethoxyresorufin-O-deethylase.

REFERENCES

• Ravindranath, V., et al.: Toxicology, 22, 337 (1982)
• Ha, Y., et al.: Cancer Res., 50, 1097 (1982)
• Wang, C., et al.: Mutat. Res., 262, 189 (1982)
• Limtrakul, P., et al.: Cancer Lett., 116, 197 (1982)