Bisdemethoxycurcumin

Bisdemethoxycurcumin is a curcuminoid found (along with the curcuminoids curcumin and demethoxycurcumin) in turmeric (Curcuma longa), but absent in Javanese turmeric (Curcuma xanthorrhiza). Bisdemethoxycurcumin is used as a pigment and nutraceutical with antimutagenic properties. All three of the curcuminoids found in Curcuma longa have been shown to have antioxidant properties, but bisdemethoxycurcumin is more resistant than the others to alkaline degradation. It was found to be effective in sensitizing PC cells resistance against gemcitabine.

Bisdemethoxycurcumin
Names
Preferred IUPAC name
(1E,6E)-1,7-Bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
Other names
Curcumin III, bis(4-hydroxycinnamoyl)methane, didemethoxycurcumin, bisdemethoxycurcumin, Bis(p-hydroxycinnamoyl)methane, NSC687839
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+
    Key: PREBVFJICNPEKM-YDWXAUTNSA-N
SMILES
  • C1=CC(=CC=C1C=CC(=O)CC(=O)C=CC2=CC=C(C=C2)O)O
Properties
C19H16O4
Molar mass 308.333 g·mol−1
Density 1.285 g/cm3
Melting point 226 to 231 °C (439 to 448 °F; 499 to 504 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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