(2E)-1-(2,4-dimethoxyphenyl)-3-(3,4-dimethoxyphenyl)prop-2-en-1-one

• ChemBase ID: 163143
• Molecular Formular: C19H20O5
• Molecular Mass: 328.3591
• Monoisotopic Mass: 328.13107374
• SMILES: c1c(ccc(c1OC)C(=O)/C=C/c1cc(c(cc1)OC)OC)OC
• Canonical SMILES: COc1ccc(c(c1)OC)C(=O)/C=C/c1ccc(c(c1)OC)OC
• InChI: InChI=1S/C19H20O5/c1-21-14-7-8-15(18(12-14)23-3)16(20)9-5-13-6-10-17(22-2)19(11-13)24-4/h5-12H,1-4H3/b9-5+
• InChIKey: XKVLLUWABVOODQ-WEVVVXLNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-1-(2,4-dimethoxyphenyl)-3-(3,4-dimethoxyphenyl)prop-2-en-1-one
• IUPAC Traditional name: (2E)-1-(2,4-dimethoxyphenyl)-3-(3,4-dimethoxyphenyl)prop-2-en-1-one
• Synonyms: (2E)-1-(2,4-Dimethoxyphenyl)-3-(3,4-dimethoxyphenyl)-2-propen-1-one; Butein Tetramethyl Ether

Database IDs

• CAS Number: 155048-06-9
• PubChem SID: 162257278
• PubChem CID: 5936200

CALCULATED PROPERTIES

• Acid pKa: 16.649998
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 3.2596402
• LogD (pH = 7.4): 3.2596402
• Log P: 3.2596402
• Molar Refractivity: 92.7298 cm^3
• Polarizability: 35.402702 Å^3
• Polar Surface Area: 53.99 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Pale Yellow Solid

Product Information

• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Toronto Research Chemicals - B690130

Butein (B690125) derivative. Anti-inflammatory agent.

REFERENCES

• Woolley, D., et al.: Arthritis Res., 2, 65 (2000)
• Huang, D., et al.: J. Agric. Food Chem., 50, 4437 (2000)
• Lee, D., et al.: Science, 297, 1689 (2000)