(1E,6E)-1,7-bis(3,4-dihydroxyphenyl)hepta-1,6-diene-3,5-dione

• ChemBase ID: 167201
• Molecular Formular: C19H16O6
• Molecular Mass: 340.32674
• Monoisotopic Mass: 340.09468823
• SMILES: c1(c(ccc(c1)/C=C/C(=O)CC(=O)/C=C/c1ccc(c(c1)O)O)O)O
• Canonical SMILES: O=C(CC(=O)/C=C/c1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)O
• InChI: InChI=1S/C19H16O6/c20-14(5-1-12-3-7-16(22)18(24)9-12)11-15(21)6-2-13-4-8-17(23)19(25)10-13/h1-10,22-25H,11H2/b5-1+,6-2+
• InChIKey: OJFGQVZAISEIPG-IJIVKGSJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1E,6E)-1,7-bis(3,4-dihydroxyphenyl)hepta-1,6-diene-3,5-dione
• IUPAC Traditional name: (1E,6E)-1,7-bis(3,4-dihydroxyphenyl)hepta-1,6-diene-3,5-dione
• Synonyms: (1E,6E)-1,7-Bis(3,4-dihydroxyphenyl)-1,6-heptadiene-3,5-dione; Bis(3,4-Dihydroxy-trans-cinnamoyl)methane; Didemethyl Curcumin

Database IDs

• CAS Number: 60831-46-1
• PubChem SID: 162261334
• PubChem CID: 5469425

CALCULATED PROPERTIES

• Acid pKa: 8.652969
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 3.832433
• LogD (pH = 7.4): 3.8089123
• Log P: 3.8327365
• Molar Refractivity: 94.846 cm^3
• Polarizability: 35.057415 Å^3
• Polar Surface Area: 115.06 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Brownish Yellow Solid
• Melting Point: 202-206°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D439500

A metabolite of Curcumin (C838500) with potent activity against Trypanosoma and Leishmania species.

REFERENCES

• Asai, A., et al.: Life Sci., 67, 2785 (2000)
• Sharma, R., et al.: Eur. J. Cancer, 41, 1955 (2000)
• King, R., et al.: Curr. Drug Metab., 7, 541 (2000)