Cis-Coronaric acid

Cis-Coronaric acid is the 9,10-cis epoxide of linoleic acid, generated by neutrophils during the oxidative burst. It has been recovered from the lungs of hyperoxic rats and from humans with acute respiratory distress syndrome. Mitochondrial dysfunction is the main feature of cis-Coronaric acid cytotoxicity, which may be due to the diol metabolites as well as the parent epoxide.

Product Specifications

CAS Number

[61949-82-4]

Product Name Alternative

Cis-9,10-Epoxy-12 (Z) -octadecenoic acid

UNSPSC

12352211

Target

Endogenous Metabolite

Related Pathways

Metabolic Enzyme/Protease

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Others

Smiles

CCCCC/C=C\C[C@H]1O[C@H]1CCCCCCCC(O)=O

Molecular Formula

C18H32O3

Molecular Weight

296.44

References & Citations

[1]Lahvic JL, Ammerman M, Li P, Blair MC, Stillman ER, Fast EM, Robertson AL, Christodoulou C, Perlin JR, Yang S, Chiang N, Norris PC, Daily ML, Redfield SE, Chan IT, Chatrizeh M, Chase ME, Weis O, Zhou Y, Serhan CN, Zon LI. Specific oxylipins enhance vertebrate hematopoiesis via the receptor GPR132. Proc Natl Acad Sci U S A. 2018 Sep 11;115 (37) :9252-9257. doi: 10.1073/pnas.1806077115. Epub 2018 Aug 23. PMID: 30139917; PMCID: PMC6140511.|[2]Hayakawa M, Sugiyama S, Takamura T, Yokoo K, Iwata M, Suzuki K, Taki F, Takahashi S, Ozawa T. Neutrophils biosynthesize leukotoxin, 9, 10-epoxy-12-octadecenoate. Biochem Biophys Res Commun. 1986 May 29;137 (1) :424-30. doi: 10.1016/0006-291x (86) 91227-1. PMID: 3718512.