Home>>Signaling Pathways>> Proteases>> Lipoxygenase>>9-oxo-10(E),12(E)-Octadecadienoic Acid

9-oxo-10(E),12(E)-Octadecadienoic Acid

(Synonyms: 9-oxo ODA) 目录号 : GC42651

A natural agonist of PPARα

9-oxo-10(E),12(E)-Octadecadienoic Acid Chemical Structure

Cas No.:54232-58-5

规格 价格 库存 购买数量
500μg
¥839.00
现货
1mg
¥1,593.00
现货
5mg
¥6,716.00
现货

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产品描述

9-oxo-10(E),12(E)-Octadecadienoic acid (9-oxoODA) is a natural agonist, abundant in tomatoes, that activates PPARα at 10-20 µM. It is produced from conjugated linoleic acid, which is also known to be a PPARα agonist. 9-oxoODA increases the expression of genes regulated by PPARα in primary mouse hepatocytes, altering lipid metabolism.

Chemical Properties

Cas No. 54232-58-5 SDF
别名 9-oxo ODA
Canonical SMILES O=C(/C=C/C=C/CCCCC)CCCCCCCC(O)=O
分子式 C18H30O3 分子量 294.4
溶解度 DMF: 16 mg/ml,DMSO: 16 mg/ml,Ethanol: 25 mg/ml,Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 3.3967 mL 16.9837 mL 33.9674 mL
5 mM 0.6793 mL 3.3967 mL 6.7935 mL
10 mM 0.3397 mL 1.6984 mL 3.3967 mL
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Research Update

9-oxo-10(E),12(E)-Octadecadienoic Acid derived from tomato is a potent PPAR α agonist to decrease triglyceride accumulation in mouse primary hepatocytes

Mol Nutr Food Res 2011 Apr;55(4):585-93.PMID:21462326DOI:10.1002/mnfr.201000264

Scope: Tomato is one of the most common crops worldwide and contains many beneficial compounds that improve abnormalities of lipid metabolism. However, the molecular mechanism underlying the effect of tomato on lipid metabolism is unclear. It has been commonly accepted that peroxisome proliferator-activated receptor α (PPARα) is one of the most important targets for ameliorating abnormalities of lipid metabolism. Therefore, we focused on the activation of PPARα and attempted to detect active compounds activating PPARα in tomato. Methods and results: To identify such active compounds, we screened fractions of tomato extracts using PPARα luciferase reporter assay. One fraction, rechromatographed-fraction eluted in 57 min (RF57), significantly increased PPARα reporter activity, in which a single compound is detected by LC/MS analysis. On the basis of LC/MS and NMR analyses, we determined the chemical structure of the active compound in RF57 as 9-oxo-10(E),12(E)-Octadecadienoic Acid (9-oxo-ODA). The RF57 fraction significantly increased the mRNA expression levels of PPARα target genes involved in fatty acid oxidation and O(2) consumption in mouse primary hepatocytes. Furthermore, RF57 inhibited cellular triglyceride accumulation in the hepatocytes. Conclusion: These findings suggest that tomatoes containing 9-oxo-ODA that acts on PPARα are valuable for ameliorating abnormalities of lipid metabolism.