(1E,6E)-1-{4-[(tert-butyldimethylsilyl)oxy]-3-methoxyphenyl}-7-(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione

• ChemBase ID: 163302
• Molecular Formular: C27H34O6Si
• Molecular Mass: 482.64076
• Monoisotopic Mass: 482.21246534
• SMILES: c1(c(ccc(c1)/C=C/C(=O)CC(=O)/C=C/c1ccc(c(c1)OC)O[Si](C(C)(C)C)(C)C)O)OC
• Canonical SMILES: COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(c(c2)OC)O)ccc1O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C27H34O6Si/c1-27(2,3)34(6,7)33-24-15-11-20(17-26(24)32-5)9-13-22(29)18-21(28)12-8-19-10-14-23(30)25(16-19)31-4/h8-17,30H,18H2,1-7H3/b12-8+,13-9+
• InChIKey: KPRYTYUNXLXTGY-QHKWOANTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1E,6E)-1-{4-[(tert-butyldimethylsilyl)oxy]-3-methoxyphenyl}-7-(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
• IUPAC Traditional name: (1E,6E)-1-{4-[(tert-butyldimethylsilyl)oxy]-3-methoxyphenyl}-7-(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
• Synonyms: (1E,4Z,6E)-7-[4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-3-methoxyphenyl]-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1,4,6-heptatrien-3-one; O-tert-Butyl-dimethylsilyl Curcumin

Database IDs

• CAS Number: 911292-36-9
• PubChem SID: 162257437
• PubChem CID: 71314377

CALCULATED PROPERTIES

• Acid pKa: 9.253581
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 7.0673237
• LogD (pH = 7.4): 7.0613513
• Log P: 7.0674
• Molar Refractivity: 133.6587 cm^3
• Polarizability: 52.921246 Å^3
• Polar Surface Area: 82.06 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Brown Gel

DETAILS

Toronto Research Chemicals - B691020

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)