Date published: 2025-10-16

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12(R)-HETE (CAS 82337-46-0)

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Application:
12(R)-HETE is a more potent inducer of human leukocyte chemokinesis and aggregation
CAS Number:
82337-46-0
Molecular Weight:
320.5
Molecular Formula:
C20H32O3
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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12(R)-HETE is an arachidonic acid metabolite synthesized in the 12-lipoxygenase pathway in platelets and macrophages. Studies suggest that 12(R)-HETE is a better stimulator of leukocyte aggregation and enhances leukocyte chemokinesis better than its enantiomer 12(S)-HETE (sc-200942). In addition, 12(R)-HETE is an inhibitor of the Na+/K+ ATPase pump in corneal epithelium which could possibly have a role in regulating ocular transparency and aqueous human secretion.


12(R)-HETE (CAS 82337-46-0) References

  1. 12-hydroxyeicosatetrenoate (12-HETE) attenuates AMPA receptor-mediated neurotoxicity: evidence for a G-protein-coupled HETE receptor.  |  Hampson, AJ. and Grimaldi, M. 2002. J Neurosci. 22: 257-64. PMID: 11756509
  2. 12(R)-Hydroxy-5(Z),8(Z),10(E),14(Z)-eicosatetraenoic acid [12(R)-HETE], an arachidonic acid derivative, is an activator of the aryl hydrocarbon receptor.  |  Chiaro, CR., et al. 2008. Mol Pharmacol. 74: 1649-56. PMID: 18779363
  3. Metabolism of 12(R)-hydroxy-5,8,10,14-eicosatetraenoic acid (12(R)-HETE) in corneal tissues: formation of novel metabolites.  |  Nishimura, M., et al. 1991. Arch Biochem Biophys. 290: 326-35. PMID: 1929401
  4. Hormonal stimulation of 12(R)-HETE, a cytochrome P450 arachidonic acid metabolite in the rabbit cornea.  |  Davis, KL., et al. 1990. Curr Eye Res. 9: 661-7. PMID: 2119938
  5. Inhibition of renal, cardiac and corneal (Na(+)-K+)ATPase by 12(R)-hydroxyeicosatetraenoic acid.  |  Masferrer, JL., et al. 1990. Biochem Pharmacol. 39: 1971-4. PMID: 2162173
  6. 12(R)-hydroxyeicosatetraenoic acid, an endogenous corneal arachidonate metabolite, lowers intraocular pressure in rabbits.  |  Masferrer, JL., et al. 1990. Invest Ophthalmol Vis Sci. 31: 535-9. PMID: 2318592
  7. 12(R)-hydroxyicosatetraenoic acid: a cytochrome-P450-dependent arachidonate metabolite that inhibits Na+,K+-ATPase in the cornea.  |  Schwartzman, ML., et al. 1987. Proc Natl Acad Sci U S A. 84: 8125-9. PMID: 2825178
  8. Activation of leukocyte movement and displacement of [3H]leukotriene B4 from leukocyte membrane preparations by (12R)- and (12S)-hydroxyeicosatetraenoic acid.  |  Evans, JF., et al. 1987. Biochim Biophys Acta. 917: 406-10. PMID: 3026490
  9. Conversion of arachidonic acid into 12-oxo derivatives in human platelets. A pathway possibly involving the heme-catalysed transformation of 12-hydroperoxy-eicosatetraenoic acid.  |  Fruteau de Laclos, B., et al. 1987. Prostaglandins. 33: 315-37. PMID: 3107082
  10. Modulation of vascular tone by 12(R)-, but not 12(S)-, hydroxyeicosatetraenoic acid.  |  Masferrer, J. and Mullane, KM. 1988. Eur J Pharmacol. 151: 487-90. PMID: 3215273
  11. Stereochemical difference between 12-hydroxy-5,8,10,14-eicosatetraenoic acid in platelets and psoriatic lesions.  |  Woollard, PM. 1986. Biochem Biophys Res Commun. 136: 169-76. PMID: 3707572
  12. 12-HETE and 12-HPETE potently stimulate intracellular release of calcium in intact human neutrophils.  |  Reynaud, D. and Pace-Asciak, CR. 1997. Prostaglandins Leukot Essent Fatty Acids. 56: 9-12. PMID: 9044430
  13. How might 12 (R) HETE cause the inhibition of Na,K-ATPase?  |  Whikehart, DR., et al. 1997. Mol Vis. 3: 3. PMID: 9238092

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

12(R)-HETE, 50 µg

sc-200946
50 µg
$226.00

12(R)-HETE, 1 mg

sc-200946A
1 mg
$2765.00