Bisdemethoxycurcumin

Bisdemethoxycurcumin is a curcuminoid found (along with the curcuminoids curcumin and demethoxycurcumin) in turmeric (Curcuma longa), but absent in Javanese turmeric (Curcuma xanthorrhiza).^[1] Bisdemethoxycurcumin is used as a pigment and nutraceutical with antimutagenic properties.^[2][3] 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.^[4] It was found to be effective in sensitizing PC cells resistance against gemcitabine.^[5]

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
CAS Number	24939-16-0
3D model (JSmol)	Interactive image
ChemSpider	4474770
PubChem CID	5315472
CompTox Dashboard (EPA)	DTXSID00872663
InChI 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
Chemical formula	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

See also

• Curcumin
• Desmethoxycurcumin