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Merck
CN

SMB01366

Sigma-Aldrich

六氢姜黄素

≥95% (HPLC)

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别名:
(RS)-5-羟基-1,7-双(4-羟基-3-甲氧基苯基)-3-庚酮
经验公式(希尔记法):
C21H26O6
CAS号:
分子量:
374.43
Beilstein:
2486876
MDL编号:
UNSPSC代码:
12352205
NACRES:
NA.21

检测方案

≥95% (HPLC)

形式

solid

储存温度

2-8°C

SMILES字符串

O=C(CC(O)CCC1=CC(OC)=C(O)C=C1)CCC2=CC(OC)=C(O)C=C2

InChI

1S/C21H26O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h5-6,9-12,16,22,24-25H,3-4,7-8,13H2,1-2H3

InChI key

RSAHICAPUYTWHW-UHFFFAOYSA-N

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一般描述

Hexahydrocurcumin (HHC), classified as a linear diarylheptanoid, serves as a potent and selective COX-2 inhibitor. It is a natural glucuronide metabolite derived from curcumin, a well-known natural compound found in both the rhizome of Curcuma longa, commonly known as turmeric, and Zingiber officinale, or ginger. This compound distinguishes itself with exceptional stability and enhanced bioavailability in comparison to curcumin, offering an array of therapeutic attributes, including anti-inflammatory, anticancer, antioxidant, and neuroprotective properties. HHC has also demonstrated its therapeutic potential by reducing prostaglandin E2 (PGE2) production and inhibiting nitric oxide overproduction, paving the way for its use in combating a range of health concerns, from colon cancer to inflammatory responses. Additionally, HHC is also recognized for its role in preventing the formation of aberrant crypt foci in a dimethylhydrazine rat model of colon cancer and enhancing the efficacy of 5-fluorouracil

应用

Hexahydrocurcumin finds application in metabolomic research for investigating a wide range of health benefits, primarily encompassing its roles in managing oxidative stress, cancer, inflammation, and various other health conditions.

生化/生理作用

In vitro, hexahydrocurcumin (HHC) exhibited a marked decrease in the viability of HT-29 human colon cancer cells compared to the control. HHC also significantly down-regulated COX-2 mRNA expression (control: 100.05% ± 0.03% vs HHC: 61.01% ± 0.35%, P < 0.05) without affecting COX-1 mRNA. Notably, when HHC was added to a low dose of 5-Fluorouracil in combined treatment, it exerted a synergistic effect against the growth of HT-29 cells, leading to a more substantial reduction in cell viability compared to monotherapy

特点和优势

  • High quality compound suitable for multiple research applications
  • Compatible with a wide variety of chromatographic and spectrometry techniques

其他说明

For additional information on our range of Biochemicals, please complete this form.
This product is intended for research purposes only, and it is not meant for human consumption.

WGK

WGK 3

闪点(°F)

424.4 °F

闪点(°C)

218 °C

法规信息

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Curcumin and its major metabolites inhibit the inflammatory response induced by lipopolysaccharide: translocation of nuclear factor-?B as potential target
Zhao et al.
Molecular Medicine Reports, 11, 3087-3093 (2015)
Feng Li et al.
Food chemistry, 135(2), 332-337 (2012-08-08)
Hexahydrocurcumin, 1-dehydro-[6]-gingerdione, 6-dehydroshogaol and 6-shogaol were evaluated for their antioxidant and anti-inflammatory activities in the present study. 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

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