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Merck

SMB01366

Sigma-Aldrich

六氢姜黄素

≥95% (HPLC)

别名:

(RS)-5-羟基-1,7-双(4-羟基-3-甲氧基苯基)-3-庚酮

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About This Item

经验公式(希尔记法):
C21H26O6
CAS号:
分子量:
374.43
Beilstein:
2486876
MDL號碼:
分類程式碼代碼:
12352205
NACRES:
NA.21

化驗

≥95% (HPLC)

形狀

solid

mp

87—88 °C

儲存溫度

2-8°C

SMILES 字串

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 密鑰

RSAHICAPUYTWHW-UHFFFAOYSA-N

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一般說明

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

應用

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

特點和優勢

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

其他說明

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.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

424.4 °F

閃點(°C)

218 °C


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分析证书(COA)

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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)
Hexahydrocurcumin enhances inhibitory effect of 5-fluorouracil on HT-29 human colon cancer cells
Srimuangwong et al.
World Journal of Gastroenterology, 18, 2383-2389 (2012)
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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