5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one

• ChemBase ID: 176308
• Molecular Formular: C20H20O7
• Molecular Mass: 372.3686
• Monoisotopic Mass: 372.12090298
• SMILES: c1(cc(c2c(c1)oc(cc2=O)c1cc(c(c(c1)OC)OC)OC)OC)OC
• Canonical SMILES: COc1cc(OC)c2c(c1)oc(cc2=O)c1cc(OC)c(c(c1)OC)OC
• InChI: InChI=1S/C20H20O7/c1-22-12-8-15(23-2)19-13(21)10-14(27-16(19)9-12)11-6-17(24-3)20(26-5)18(7-11)25-4/h6-10H,1-5H3
• InChIKey: GIKVSFNAEBQLGB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one
• IUPAC Traditional name: 5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
• Synonyms: Tricetin Pentamethyl Ether; 3',4',5,5',7-Pentamethoxyflavone; 5,7-Dimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-1-benzopyran-4-one; 3',4',5',5,7-Pentamethoxyflavone

Database IDs

• CAS Number: 53350-26-8
• PubChem SID: 164232218
• PubChem CID: 493376

CALCULATED PROPERTIES

• Acid pKa: 15.272867
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 2.1790287
• LogD (pH = 7.4): 2.1790287
• Log P: 2.1790287
• Molar Refractivity: 99.2872 cm^3
• Polarizability: 37.90074 Å^3
• Polar Surface Area: 72.45 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Hot Acetone; Methanol; Warm Ethanol
• Apperance: Off-White Crystalline Solid
• Melting Point: 193-195°C

DETAILS

Toronto Research Chemicals - P271750

Inhibits ATPase activity and has chemisensitizing effects

REFERENCES

• Ohtani, H., et al.: Pharm. Res., 24, 1936 (2007)
• Ribeiro, A., et al.: J. Agric. Food Chem., 56, 7815 (2007)
• dos Santos, D., et al.: J. Pharm. Pharmacol., 61, 257 (2007)