Octahydrocurcumin

Names

[ Name ]:
Octahydrocurcumin

[Synonym ]:
1,7-Bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-diol
Curcumin bis-acetate
octahydrocurcumin
Curcumin 4,4'-diacetate
1,6-Heptadiene-3,5-dione,1,7-bis(4-(acetyloxy)-3-methoxyphenyl)
1,7-bis(4-acetoxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
hexahydrocurcuminol
diacetyldiferuloylmethane
diacetylcurcumin
3,5-Heptanediol, 1,7-bis(4-hydroxy-3-methoxyphenyl)-
1,7-Bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanediol
curcumin acetic acid ester (diacetylated)
1,7-bis(4-acetoxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione
4,4'-Diacetylcurcumin
Di-O-Acetylcurcumin
Acetic acid,4-[7-(4-acetoxy-3-methoxy-phenyl)-3,5-dioxo-hepta-1,6-dienyl]-2-methoxy-phenyl ester
1,7-bis-(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione

Biological Activity

[Description]:

Octahydrocurcumin is a hydrogenated derivatives of curcumin; metabolite of curcumin.IC50 value:Target: OKT3-induced PBMC proliferation was inhibited by octahydrocurcumin with IC50 of 82 uM. The investigated substances with the strongest effect on radical scavenging were tetrahydro-, hexahydro-, and octahydrocurcumin with IC50 values of 10.0, 11.7, and 12.3 microM, respectively [1]. curcumin and tetrahydrocurcumin significantly inhibited the release of prominent cytokines, including tumor necrosis factor?α (TNF?α) and interleukin?6 (IL?6); however, hexahydrocurcumin and octahydrocurcumin did not significantly alter cytokine release [2]. Hydrogenated derivatives of curcumin exhibited stronger DPPH scavenging activity compared to curcumin and a reference antioxidant, trolox. The scavenging activity significantly decreased in the order THC>HHC=OHC>trolox>curcumin>Dmc>>>Bdmc [3].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Others

Natural Products >> Phenols

[References]

[1]. Deters M, et al. Different curcuminoids inhibit T-lymphocyte proliferation independently of their radical scavenging activities. Pharm Res. 2008 Aug;25(8):1822-7.

[2]. Zhao F, et al. Curcumin and its major metabolites inhibit the inflammatory response induced by lipopolysaccharide: Translocation of nuclear factor-κB as potential target. Mol Med Rep. 2015 Apr;11(4):3087-93.

[3]. Somparn P, et al. Comparative antioxidant activities of curcumin and its demethoxy and hydrogenated derivatives. Biol Pharm Bull. 2007 Jan;30(1):74-8.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
623.5±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₁H₂₈O₆

[ Molecular Weight ]:
376.443

[ Flash Point ]:
330.9±31.5 °C

[ Exact Mass ]:
376.188599

[ PSA ]:
99.38000

[ LogP ]:
1.73

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.592

[ Storage condition ]:
-20°C

Related Compounds

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