| Identification | Back Directory | [Name]
9-oxo-10(E),12(E)-Octadecadienoic Acid | [CAS]
54232-58-5 | [Synonyms]
LUZSWWYKKLTDHU-SIGMCMEVSA-N
9-Oxooctadeca-10,12-dienoic acid
9-oxo-10(E),12(E)-Octadecadienoic Acid
10,12-Octadecadienoic acid, 9-oxo-, (10E,12E)- | [Molecular Formula]
C18H30O3 | [MDL Number]
MFCD18971285 | [MOL File]
54232-58-5.mol | [Molecular Weight]
294.429 |
| Chemical Properties | Back Directory | [Boiling point ]
449.2±28.0 °C(Predicted) | [density ]
0.966±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 16 mg/ml; DMSO: 16 mg/ml; Ethanol: 25 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml | [pka]
4.77±0.10(Predicted) |
| Hazard Information | Back Directory | [Description]
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. | [Uses]
(10E,12E)-9-Oxo-10,12-octadecadienoic acid (9-oxo-ODA) is a PPARα agonist that can be isolated from the basidiomycete Gomphus floccosus. (10E,12E)-9-Oxo-10,12-octadecadienoic acid enhances fatty acid oxidation through PPARα activation, thereby inhibiting triglyceride accumulation. (10E,12E)-9-Oxo-10,12-octadecadienoic acid also has antifungal (Fungal) activity[1][2]. | [Definition]
ChEBI: 9-oxo-10E,12E-ODE is an oxooctadecadienoic acid that consists of 10E,12E-octadecadienoic acid with the oxo substituent located at position 9. It has a role as a metabolite. It is an oxooctadecadienoic acid and an enone. | [References]
[1] Cantrell CL, et al. Isolation and identification of antifungal fatty acids from the basidiomycete Gomphus floccosus. J Agric Food Chem. 2008 Jul 9;56(13):5062-8. DOI:10.1021/jf8008662
[2] Kim YI, et al. Potent PPARα activator derived from tomato juice, 13-oxo-9,11-octadecadienoic acid, decreases plasma and hepatic triglyceride in obese diabetic mice. PLoS One. 2012;7(2):e31317. DOI:10.1371/journal.pone.0031317 |
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