(1E,4Z,6E)-1,7-bis({4-[(tert-butyldimethylsilyl)oxy]-3-methoxyphenyl})-5-hydroxyhepta-1,4,6-trien-3-one

• ChemBase ID: 166999
• Molecular Formular: C33H48O6Si2
• Molecular Mass: 596.90162
• Monoisotopic Mass: 596.29894232
• SMILES: c1(c(ccc(c1)/C=C/C(=O)/C=C(/C=C/c1ccc(c(c1)OC)O[Si](C(C)(C)C)(C)C)\O)O[Si](C(C)(C)C)(C)C)OC
• Canonical SMILES: COc1cc(/C=C/C(=C/C(=O)/C=C/c2ccc(c(c2)OC)O[Si](C(C)(C)C)(C)C)/O)ccc1O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C33H48O6Si2/c1-32(2,3)40(9,10)38-28-19-15-24(21-30(28)36-7)13-17-26(34)23-27(35)18-14-25-16-20-29(31(22-25)37-8)39-41(11,12)33(4,5)6/h13-23,34H,1-12H3/b17-13+,18-14+,26-23-
• InChIKey: YTANFSVGWHEWKY-MVRVVBEHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1E,4Z,6E)-1,7-bis({4-[(tert-butyldimethylsilyl)oxy]-3-methoxyphenyl})-5-hydroxyhepta-1,4,6-trien-3-one
• IUPAC Traditional name: (1E,4Z,6E)-1,7-bis({4-[(tert-butyldimethylsilyl)oxy]-3-methoxyphenyl})-5-hydroxyhepta-1,4,6-trien-3-one
• Synonyms: (1E,4Z,6E)-1,7-Bis[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methoxyphenyl]-5-hydroxy-1,4,6-heptatrien-3-one; Di-(tert-Butyl-dimethylsilyl) Curcumin

Database IDs

• CAS Number: 1134639-23-8
• PubChem SID: 162261132
• PubChem CID: 71315948

CALCULATED PROPERTIES

• Acid pKa: 7.824436
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 8.383848
• LogD (pH = 7.4): 8.247213
• Log P: 8.3859
• Molar Refractivity: 165.8225 cm^3
• Polarizability: 67.28493 Å^3
• Polar Surface Area: 74.22 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - D428050

Protected Curcumin (C838500). A natural phenolic compound. Potent anti-tumor agent having anti-inflammatory and anti-oxidant properties. Induces apoptosis in cancer cells and inhibits phorbol ester-induced protein kinase C (PKC) activity. Reported to inhi

REFERENCES

• Srinivasan, et al.: J. Pharm. Pharmacol., 5, 448 (1953)
• Tu, B., et al.: J .Cell Biol., 164, 341 (1953)
• Xu, G., et al.: Biochemistry, 44, 9817 (1953)
• Johnson, J., et al.: Cancer Lett., 255, 170 (1953)