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Merck
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重要文件

SML0503

Sigma-Aldrich

9(S)-HODE

≥98% (HPLC)

同義詞:

9S-羟基-10E,12Z-十八碳二烯酸

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About This Item

經驗公式(希爾表示法):
C18H32O3
CAS號碼:
分子量::
296.44
EC號碼:
MDL號碼:
分類程式碼代碼:
51111800
PubChem物質ID:
NACRES:
NA.77

品質等級

化驗

≥98% (HPLC)

形狀

solution

濃度

1 mg/mL in ethanol

顏色

colorless to light yellow

運輸包裝

wet ice

儲存溫度

−20°C

SMILES 字串

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 密鑰

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。

象形圖

FlameExclamation mark

訊號詞

Danger

危險聲明

危險分類

Eye Irrit. 2 - Flam. Liq. 2

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 1

閃點(°F)

57.2 °F - closed cup

閃點(°C)

14.0 °C - closed cup


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[Activation mechanism of PPARgamma by its endogenous ligands].
Takuma Shiraki
Seikagaku. The Journal of Japanese Biochemical Society, 79(10), 960-964 (2007-11-22)
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.
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
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
N Marx et al.
Arteriosclerosis, thrombosis, and vascular biology, 19(3), 546-551 (1999-03-12)
Plasminogen activator inhibitor type-1 (PAI-1) is a major physiological inhibitor of fibrinolysis, with its plasma levels correlating with the risk for myocardial infarction and venous thrombosis. The regulation of PAI-1 transcription by endothelial cells (ECs), a major source of PAI-1

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