1,7-Bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one

1,7-Bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one
Identifiers

3D model (Jmol)	Interactive image
ChEBI	CHEBI:65502
ChemSpider	28688976
InChI InChI=1S/C19H16O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h1-14,21-22H
SMILES c1cc(ccc1C=CC=CC(=O)C=Cc2ccc(cc2)O)O
Properties
Chemical formula	C₁₉H₁₆O₃
Molar mass	292.33 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

1,7-Bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one is a curcuminoid antioxidant found in turmeric (Curcuma longa) and torch ginger (Etlingera elatior).^[1]^[2] Mohamad et al. (2005) found that the curcuminoids 1,7-bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one, demethoxycurcumin, and 16-hydroxylabda-8(17),11,13-trien-15,16-olide inhibit lipid peroxidation more potently than does alpha-tocopherol.^[2]

References

↑ Park, S. Y.; Kim, D. S. (2002). "Discovery of natural products from Curcuma longa that protect cells from beta-amyloid insult: A drug discovery effort against Alzheimer's disease". Journal of Natural Products. 65 (9): 1227–1231. doi:10.1021/np010039x. PMID 12350137.
1 2 Mohamad, H.; Lajis, N. H.; Abas, F.; Ali, A. M.; Sukari, M. A.; Kikuzaki, H.; Nakatani, N. (2005). "Antioxidative Constituents of Etlingera elatior". Journal of Natural Products. 68 (2): 285–288. doi:10.1021/np040098l. PMID 15730265.

Curcuminoids

1,7-Bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one Bisdemethoxycurcumin Curcumin Desmethoxycurcumin

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