(1E,6E)-1,7-bis[4-hydroxy-3-(2H3)methoxyphenyl]hepta-1,6-diene-3,5-dione

• ChemBase ID: 165047
• Molecular Formular: C21H20O6
• Molecular Mass: 368.3799
• Monoisotopic Mass: 368.12598836
• SMILES: c1(c(ccc(c1)/C=C/C(=O)CC(=O)/C=C/c1ccc(c(c1)OC)O)O)OC
• Canonical SMILES: COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(c(c2)OC)O)ccc1O
• InChI: InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+
• InChIKey: VFLDPWHFBUODDF-FCXRPNKRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1E,6E)-1,7-bis[4-hydroxy-3-(^2H₃)methoxyphenyl]hepta-1,6-diene-3,5-dione
• IUPAC Traditional name: (1E,6E)-1,7-bis[4-hydroxy-3-(^2H₃)methoxyphenyl]hepta-1,6-diene-3,5-dione
• Synonyms: (1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione-d6; (E,E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione-d6; C Yellow 15-d6; C.I. 75300-d6; Curcuma-d6; Curcumine-d6; Diferuloylmethane-d6; Haidr-d6; Halad-d6; Haldar-d6; Ukon-d6; Curcumin-d6

Database IDs

• CAS Number: 1246833-26-0
• PubChem SID: 162259180
• PubChem CID: 53464495

CALCULATED PROPERTIES

• Acid pKa: 9.061334
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 4.124406
• LogD (pH = 7.4): 4.1151395
• Log P: 4.1245246
• Molar Refractivity: 103.8106 cm^3
• Polarizability: 38.875168 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Orange Solid
• Melting Point: 184-186°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C838502

Labelled 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 inhib

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)