SML0503
9(S)-HODE
≥98% (HPLC), metabolite of linoleic acid, solution
别名:
9S-羟基-10E,12Z-十八碳二烯酸
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关于此项目
经验公式（希尔记法）:
C18H32O3
化学文摘社编号:
分子量:
296.44
EC 号:
MDL编号:
UNSPSC代码:
51111800
PubChem化学物质编号:
NACRES:
NA.77
产品名称
9(S)-HODE, ≥98% (HPLC)
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
相关类别
生化/生理作用
9(S)-HODE是一种促炎性亚油酸脂氧化产物。
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。
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
此项目有
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
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
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
Edgar B Cahoon et al.
The Journal of biological chemistry, 279(13), 12495-12502 (2004-01-14)
Dimorphecolic acid (9-OH-18:2Delta(10)(trans)(,12)(trans)) is the major fatty acid of seeds of Dimorphotheca species. This fatty acid contains structural features that are not typically found in plant fatty acids, including a C-9 hydroxyl group, Delta(10),Delta(12)-conjugated double bonds, and trans-Delta(12) unsaturation. Expressed
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