LIPID MAPS

5(S)-HETE is produced by the action of 5-LO on arachidonic acid to give 5(S)-HpETE, followed by reduction of the hydroperoxide. 5(S)-HETE has proliferative and chemotactic effects on granulocytes.¹ When further metabolized to 5-oxoETE, it is a more potent eosinophil chemoattractant than leukotriene B4.2,3

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References

1. Powell, W.S., Gravelle, F., and Gravel, S. Metabolism of 5(S)-hydroxy-6,8,11,14-eicosatetraenoic acid and other 5(S)-hydroxyeicosanoids by a specific dehydrogenase in human polymorphonuclear leukocytes. J. Biol. Chem. 267(27), 19233-19241 (1992).

2. Schwenk, U., and Schröder, J.M. 5-Oxo-eicosanoids are potent eosinophil chemotactic factors. Functional characterization and structural requirements. J. Biol. Chem. 270(25), 15029-15036 (1994).

3. Dodge, W., and Thomas, M. The effect of 5-hydroxyeicosatetraenoic acid on the proliferation of granulocyte progenitors and embryonic fibroblasts of the chick. Biochem. Biophys. Res. Commun. 131(2), 731-735 (1985).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Oryctolagus cuniculus (#9986)

Mammalia (#40674)

Transformation of arachidonic acid and homo-gamma-linolenic acid by rabbit polymorphonuclear leukocytes. Monohydroxy acids from novel lipoxygenases.,
J Biol Chem, 1976

Pubmed ID: 826538

String Representations

InChiKey (Click to copy)

KGIJOOYOSFUGPC-JGKLHWIESA-N

InChi (Click to copy)

InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16,19,21H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1

SMILES (Click to copy)

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