LIPID MAPS

15(S)-HEPE is a monohydroxy fatty acid. 15(S)-HEPE is biosynthesized from eicosapentaenoic acid by 15-lipoxygenase (15-LO).^1,2 Serum levels of 15(S)-HEPE are elevated in patients with asthma.³

This information has been provided by Cayman Chemical

References

1. Bian, X., Sun, B., Zheng, P., et al. Derivatization enhanced separation and sensitivity of long chain-free fatty acids: Application to asthma using targeted and non-targeted liquid chromatography-mass spectrometry approach. Anal. Chim. Acta. 989, 59-70 (2017).

2. Tan, L., Xin, X., Zhai, L., et al. Drosophila fed ARA and EPA yields eicosanoids, 15S-hydroxy-5Z,8Z, 11Z, 13E-eicosatetraenoic acid, and 15S-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid. Lipids 51(4), 435-449 (2016).

3. Miller, C., Yamaguchi, R.Y., and Ziboh, V.A. Guinea pig epidermis generates putative anti-inflammatory metabolites from fish oil polyunsaturated fatty acids. Lipids 24(12), 998-1003 (1989).

String Representations

InChiKey (Click to copy)

WLKCSMCLEKGITB-DBVSHIMFSA-N

InChi (Click to copy)

InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h3-5,8-11,13-14,17,19,21H,2,6-7,12,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,13-3-,17-14+/t19-/m0/s1

SMILES (Click to copy)

C(/C/C=C\C=C\[C@@H](O)C/C=C\CC)=C/C/C=C\CCCC(=O)O