18104-45-5
Chemical Structure
(±)-Coriolic acid
Synonym(s): (±)-13-HODE
- CAS No.: 18104-45-5
- Formula:C18H32O3
- Molecular Weight:296.44
IUPAC Name: (9Z,11E)-13-hydroxyoctadeca-9,11-dienoic acid
InChIKey: HNICUWMFWZBIFP-BSZOFBHHSA-N
SMILES: CCCCCC(O)/C=C/C=C\CCCCCCCC(O)=O
Biological Activity: (±)-Coriolic acid ((±)-13-HODE) is one of the two racemic monohydroxy fatty acids produced by non-enzymatic oxidation of linoleic acid. (±)-Coriolic acid induces TNF production in macrophages and upregulates Scavenger Receptor, thereby promoting the uptake of oxidized low-density lipoprotein. (±)-Coriolic acid induces the expression of cell adhesion molecules in endothelial cells. (±)-Coriolic acid can be used in research on psoriasis, atherosclerosis, and triple-negative breast cancer[1][2][3][4][5].
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(±)-Coriolic acid | 98.02% | (±)-Coriolic acid ((±)-13-HODE) is one of the two racemic monohydroxy fatty acids produced by non-enzymatic oxidation of linoleic acid. (±)-Coriolic acid induces TNF production in macrophages and upregulates Scavenger Receptor, thereby promoting the uptake of oxidized low-density lipoprotein. (±)-Coriolic acid induces the expression of cell adhesion molecules in endothelial cells. (±)-Coriolic acid can be used in research on psoriasis, atherosclerosis, and triple-negative breast cancer. | ||||||||||||||||||||
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References
- [1]. Baer AN, et al. Free and esterified 13(R,S)-hydroxyoctadecadienoic acids: principal oxygenase products in psoriatic skin scales. Journal of lipid research. 1990 Jan;31(1):125-30.
- [2]. Friedrichs B, et al. 13-HPODE and 13-HODE modulate cytokine-induced expression of endothelial cell adhesion molecules differently. BioFactors (Oxford, England). 1999;9(1):61-72.
- [3]. Kwong SC, et al. Fatty acid binding protein 7 mediates linoleic acid-induced cell death in triple negative breast cancer cells by modulating 13-HODE. Biochimie. 2020 Dec;179:23-31.
- [4]. Khan-Merchant N, et al. Oxidized fatty acids promote atherosclerosis only in the presence of dietary cholesterol in low-density lipoprotein receptor knockout mice. The Journal of nutrition. 2002 Nov;132(11):3256-62. [Content Brief]
- [5]. Nishizuka Y, et al. Intracellular signaling by hydrolysis of phospholipids and activation of protein kinase C. Science (New York, N.Y.). 1992 Oct 23;258(5082):607-14. [Content Brief]
