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Hexahydrocurcumin

Names

[ CAS No. ]:
36062-05-2

[ Name ]:
Hexahydrocurcumin

[Synonym ]:
Hexahydrocurcumin
5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptan-3-one
5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-3-heptanone
(RS)-5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-3-heptanone
3-Heptanone, 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-

Biological Activity

[Description]:

Hexahydrocurcumin is a natural compound which posesses anticancer and anti-inflammatory activities; selective COX-2 inhibitor.IC50 value:Target: in vitro: The relative antioxidant potencies of ginger compounds decreased in similar order of 1-dehydro-[6]-gingerdione, hexahydrocurcumin>6-shogaol>6-dehydroshogaol in both 1,1-diphenyl-2-picyrlhydrazyl (DPPH) radical-scavenging and trolox equivalent antioxidant capacity (TEAC) assays [1]. HHC alone markedly decreased the viability of HT-29 human colon cancer cells compared to control. HHC significantly down-regulates COX-2 mRNA expression compared to the control (control: 100.05% ± 0.03% vs HHC: 61.01% ± 0.35%, P < 0.05) but does not alter COX-1 mRNA. In combined treatment, addition of HHC to a low dose of 5-FU exerts a synergistic effect against the growth of HT-29 cells by markedly reducing cell viability to a greater degree than monotherapy [2].in vivo: The combined effects of HHC with 5-FU exhibit a synergistic inhibition by decreasing ACF formation mediated by down-regulation of COX-2 expression in rats [3].

[Related Catalog]:

Research Areas >> Cancer
Natural Products >> Phenols

[References]

[1]. Li F, et al. In vitro antioxidant and anti-inflammatory activities of 1-dehydro-[6]-gingerdione, 6-shogaol, 6-dehydroshogaol and hexahydrocurcumin. Food Chem. 2012 Nov 15;135(2):332-7.

[2]. Srimuangwong K, et al. Hexahydrocurcumin enhances inhibitory effect of 5-fluorouracil on HT-29 human colon cancer cells. World J Gastroenterol. 2012 May 21;18(19):2383-9.

[3]. Srimuangwong K, et al. Effects of hexahydrocurcumin in combination with 5-fluorouracil on dimethylhydrazine-induced colon cancer in rats. World J Gastroenterol. 2012 Dec 21;18(47):6951-9.


[Related Small Molecules]

4-Acetamidophenol | Aspirin | Paradol | Ginsenoside Rg3 | Ginsenoside Compound K | Xanthohumol | Ibuprofen | Diclofenac | NS-398 | Meloxicam | Flufenamic Acid | Epicatechin | Salicylic acid | ketoprofen | Naproxen

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
622.6±55.0 °C at 760 mmHg

[ Melting Point ]:
80-82℃

[ Molecular Formula ]:
C21H26O6

[ Molecular Weight ]:
374.427

[ Flash Point ]:
218.4±25.0 °C

[ Exact Mass ]:
374.172943

[ PSA ]:
96.22000

[ LogP ]:
1.49

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

[ Index of Refraction ]:
1.583

[ Storage condition ]:
-20°C

MSDS

Safety Information

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2914509090

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2914509090

[ Summary ]:
HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%


Related Compounds