Date published: 2026-4-30

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5(S)-HPETE (CAS 71774-08-8)

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Application:
5(S)-HPETE is a histamine release and calcium flux augmenter
CAS Number:
71774-08-8
Molecular Weight:
336.47
Molecular Formula:
C20H32O4
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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5(S)-HPETE is a monohydroperoxy polyunsaturated fatty acid produced by 5-lipoxygenase metabolism of arachidonic acid and a biosynthetic precursor to leukotrienes. 5(S)-HPETE is described to induce c-fos without inducing c-jun in TA1 cells, suggesting that c-fos induction by TNF may be HPETE-mediated. 5(S)-HPETE is also described to modulate histamine release from human basophils.


5(S)-HPETE (CAS 71774-08-8) References

  1. 12-Lipoxygenase from rat basophilic leukemia cells, an oxygenase with leukotriene A4-synthase activity.  |  van der Donk, EM., et al. 1992. Biochim Biophys Acta. 1128: 14-25. PMID: 1390874
  2. TNF induces c-fos via a novel pathway requiring conversion of arachidonic acid to a lipoxygenase metabolite.  |  Haliday, EM., et al. 1991. EMBO J. 10: 109-15. PMID: 1899225
  3. ATP allosterically activates the human 5-lipoxygenase molecular mechanism of arachidonic acid and 5(S)-hydroperoxy-6(E),8(Z),11(Z),14(Z)-eicosatetraenoic acid.  |  Smyrniotis, CJ., et al. 2014. Biochemistry. 53: 4407-19. PMID: 24893149
  4. 12-Lipoxygenase from bovine polymorphonuclear leukocytes, an enzyme with leukotriene A4-synthase activity.  |  Walstra, P., et al. 1987. Biochem Biophys Res Commun. 149: 258-65. PMID: 2825701
  5. Analysis of serum polyunsaturated fatty acid metabolites in allergic bronchopulmonary aspergillosis.  |  Li, L., et al. 2020. Respir Res. 21: 205. PMID: 32758241
  6. Purification, characterization, and structural properties of a single protein from rat basophilic leukemia (RBL-1) cells possessing 5-lipoxygenase and leukotriene A4 synthetase activities.  |  Hogaboom, GK., et al. 1986. Mol Pharmacol. 30: 510-9. PMID: 3785138
  7. Lipoxygenase products modulate histamine release in human basophils.  |  Peters, SP., et al. 1981. Nature. 292: 455-7. PMID: 6166867
  8. Mono- and dihydroxyeicosatetraenoic acids alter calcium homeostasis in rabbit neutrophils.  |  Naccache, PH., et al. 1981. J Clin Invest. 67: 1584-7. PMID: 6262382
  9. Evidence for a lipoxygenase mechanism in the biosynthesis of epoxide and dihydroxy leukotrienes from 15(S)-hydroperoxyicosatetraenoic acid by human platelets and porcine leukocytes.  |  Maas, RL. and Brash, AR. 1983. Proc Natl Acad Sci U S A. 80: 2884-8. PMID: 6304687
  10. Isolation of a lipid-soluble histamine release factor from human platelets.  |  Proudfoot, AE., et al. 1994. Biochem Biophys Res Commun. 201: 443-8. PMID: 7515234
  11. A revised structure for the disialosyl globo-series gangliosides of human erythrocytes and chicken skeletal muscle.  |  Levery, SB., et al. 1994. Arch Biochem Biophys. 312: 125-34. PMID: 8031119
  12. Specificity of two lipoxygenases from rice: unusual regiospecificity of a lipoxygenase isoenzyme.  |  Zhang, LY. and Hamberg, M. 1996. Lipids. 31: 803-9. PMID: 8869882

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5(S)-HPETE, 50 µg

sc-200962
50 µg
$275.00

5(S)-HPETE, 100 µg

sc-200962A
100 µg
$335.00