(+/-)-VERNOLIC ACID Chemical Properties

solubility 

DMF: 50 mg/ml
DMSO: 50 mg/ml
Ethanol: 50 mg/mlPBS pH 7.2: 1 mg/ml

(+/-)-VERNOLIC ACID Usage And Synthesis

Description

(±)12(13)-EpOME is the 12,13-cis epoxide form of linoleic acid (Item Nos. 90150 | 90150.1 | 21909).1,2 It is formed primarily via linoleic acid metabolism by the cytochrome P450 (CYP) isoforms CYP2J2, CYP2C8, and CYP2C9, however, CYP1A1 can contribute to (±)12(13)-EpOME production when pharmacologically induced.2 (±)12(13)-EpOME (500 µM) induces mitochondrial dysfunction and cell death in renal proximal tubule epithelial cells.WARNING This product is not for human or veterinary use.

References

[1] MIKA HAYAKAWA . Neutrophils biosynthesize leukotoxin, 9, 10-epoxy-12-octadecenoate[J]. Biochemical and biophysical research communications, 1986, 137 1: Pages 424-430. DOI: 10.1016/0006-291x(86)91227-1
[2] KELSEY HILDRETH . Cytochrome P450-derived linoleic acid metabolites EpOMEs and DiHOMEs: a review of recent studies[J]. Journal of Nutritional Biochemistry, 2020, 86: Article 108484. DOI: 10.1016/j.jnutbio.2020.108484
[3] ZONGYUAN WU, FANG WEI*   Analytical Strategy for Oxylipin Annotation by Combining Chemical Derivatization-Based Retention Index Algorithm and Feature Tandem Mass Spectrometric Fragmentation as a Biomarker Discovery Tool[J]. Analytical Chemistry, 2023, 95 43: 15933-15942. DOI: 10.1021/acs.analchem.3c02789
[4] SANDRA GOUVEIA-FIGUEIRA. Characterisation of (R)-2-(2-Fluorobiphenyl-4-yl)-N-(3-Methylpyridin-2-yl)Propanamide as a Dual Fatty Acid Amide Hydrolase: Cyclooxygenase Inhibitor.[J]. PLoS ONE, 2015: e0139212. DOI: 10.1371/journal.pone.0139212
[5] JAMIE L LAHVIC. Specific oxylipins enhance vertebrate hematopoiesis via the receptor GPR132.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2018, 115 37: 9252-9257. DOI: 10.1073/pnas.1806077115