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Merck
CN

SML0503

Sigma-Aldrich

9(S)-HODE

≥98% (HPLC)

别名:

9S-羟基-10E,12Z-十八碳二烯酸

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About This Item

经验公式(希尔记法):
C18H32O3
CAS号:
分子量:
296.44
EC 号:
MDL编号:
UNSPSC代码:
51111800
PubChem化学物质编号:
NACRES:
NA.77

质量水平

方案

≥98% (HPLC)

表单

solution

浓度

1 mg/mL in ethanol

颜色

colorless to light yellow

运输

wet ice

储存温度

−20°C

SMILES字符串

CCCCC/C=C\C=C\[C@@H](O)CCCCCCCC(O)=O

InChI

1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+/t17-/m1/s1

InChI key

NPDSHTNEKLQQIJ-UINYOVNOSA-N

生化/生理作用

9(S)-HODE由亚油酸脂氧化反应生成。它是血浆氧化低密度脂蛋白的主要成分。 9-HODE经证可以通过PPARgamma刺激人系膜细胞的细胞增殖和细胞外基质合成。 9-HODE的促炎效果通过受体GPR132起作用,可促进动脉粥样硬化的进展。9-HODE还经证可以激活脊髓TRPV1,导致炎症性痛觉过敏。

象形图

FlameExclamation mark

警示用语:

Danger

危险声明

危险分类

Eye Irrit. 2 - Flam. Liq. 2

储存分类代码

3 - Flammable liquids

WGK

WGK 1

闪点(°F)

57.2 °F - closed cup

闪点(°C)

14.0 °C - closed cup

法规信息

危险化学品

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分析证书(COA)

Lot/Batch Number

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Shasha Li et al.
Scientific reports, 8(1), 14627-14627 (2018-10-04)
Zhenwu decoction (ZWD) is a promising traditional Chinese prescription against renal fibrosis, while its underlying mechanism remains unclear. Rat model of renal fibrosis were established and divided into control group, model group, ZWD treatment group and enalapril maleate treatment group.
[Activation mechanism of PPARgamma by its endogenous ligands].
Takuma Shiraki
Seikagaku. The Journal of Japanese Biochemical Society, 79(10), 960-964 (2007-11-22)
Audrey J Gaskins et al.
The American journal of clinical nutrition, 92(6), 1461-1467 (2010-10-15)
A Mediterranean diet has been associated with a reduced risk of cardiovascular disease and mortality. A possible mechanism is through a decrease in lipid peroxidation (LPO); however, evidence linking the Mediterranean diet with lower LPO in premenopausal women is sparse.
Holger Hübke et al.
Journal of agricultural and food chemistry, 53(5), 1556-1562 (2005-03-03)
The analysis of (R)-9- and (S)-9-hydroxy-10E,12Z-octadecadienoic acid as well as (R)-13- and (S)-13-hydroxy-9Z,11E-octadecadienoic acid (HODE) as free acids, esterified in triacylglycerols (storage lipids), and esterified in polar lipids (phospholipids, glycolipids, etc.) in barley, germinating barley, and finished malt was performed
Luciano De Petrocellis et al.
British journal of pharmacology, 167(8), 1643-1651 (2012-08-07)
Two oxidation products of linoleic acid, 9- and 13-hydroxy-octadecadienoic acids (HODEs), have recently been suggested to act as endovanilloids, that is, endogenous agonists of transient receptor potential vanilloid-1 (TRPV1) channels, thereby contributing to inflammatory hyperalgesia in rats. However, HODE activity

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