Date published: 2026-6-1

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(±)11(12)-EET (CAS 81276-02-0)

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Alternate Names:
(±)11(12)- epoxy- 5Z, 8Z, 14Z- eicosatrienoic acid
Application:
(±)11(12)-EET is biosynthesized in rat and rabbit liver microsomes by CYP450
CAS Number:
81276-02-0
Purity:
≥95%
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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(±)11(12)-EET is a compound that functions as a signaling molecule in cellular processes. It acts as an epoxygenase metabolite of arachidonic acid, playing a role in the regulation of vascular tone and inflammation. At the molecular level, (±)11(12)-EET interacts with specific receptors to modulate intracellular signaling pathways, influencing the expression of genes involved in the regulation of blood pressure and inflammation. (±)11(12)-Eet is involved in the modulation of ion channels and enzymes, contributing to the regulation of vascular smooth muscle tone and endothelial cell function. (±)11(12)-EET may have effects on the cardiovascular system, including the regulation of blood flow and the modulation of inflammatory responses. Its mechanism of action involves the activation of specific cellular pathways, ultimately influencing physiological processes related to vascular function and inflammation.


(±)11(12)-EET (CAS 81276-02-0) References

  1. Cytochrome P450 and arachidonic acid bioactivation. Molecular and functional properties of the arachidonate monooxygenase.  |  Capdevila, JH., et al. 2000. J Lipid Res. 41: 163-81. PMID: 10681399
  2. 11,12-epoxyeicosatrienoic acid (11,12-EET): structural determinants for inhibition of TNF-alpha-induced VCAM-1 expression.  |  Falck, JR., et al. 2003. Bioorg Med Chem Lett. 13: 4011-4. PMID: 14592496
  3. Arachidonic acid inhibits basolateral K channels in the cortical collecting duct via cytochrome P-450 epoxygenase-dependent metabolic pathways.  |  Wang, Z., et al. 2008. Am J Physiol Renal Physiol. 294: F1441-7. PMID: 18417544
  4. Arachidonic acid cytochrome P450 epoxygenase pathway.  |  Spector, AA. 2009. J Lipid Res. 50 Suppl: S52-6. PMID: 18952572
  5. High potassium intake enhances the inhibitory effect of 11,12-EET on ENaC.  |  Sun, P., et al. 2010. J Am Soc Nephrol. 21: 1667-77. PMID: 20595684
  6. 11,12-Epoxyeicosatrienoic acid induces vasodilator response in the rat perfused mesenteric vasculature.  |  Bihzad, SM. and Yousif, MH. 2017. Auton Autacoid Pharmacol. 37: 3-12. PMID: 28332266
  7. 11,12 -Epoxyeicosatrienoic acid (11,12 EET) reduces excitability and excitatory transmission in the hippocampus.  |  Mule, NK., et al. 2017. Neuropharmacology. 123: 310-321. PMID: 28526610
  8. Cytochrome P450 monooxygenase lipid metabolites are significant second messengers in the resolution of choroidal neovascularization.  |  Hasegawa, E., et al. 2017. Proc Natl Acad Sci U S A. 114: E7545-E7553. PMID: 28827330
  9. Time-resolved phosphoproteomic analysis elucidates hepatic 11,12-Epoxyeicosatrienoic acid signaling pathways.  |  Rahm, M., et al. 2020. Prostaglandins Other Lipid Mediat. 146: 106387. PMID: 31669255
  10. Neovasculogenic effect of 11,12-epoxyeicosatrienoic acid involves the Akt/eNOS signaling pathways in human endothelial progenitor cells.  |  Hung, HC., et al. 2022. Biomedicine (Taipei). 12: 20-30. PMID: 36381190
  11. Oxygenation of arachidonic acid by hepatic monooxygenases. Isolation and metabolism of four epoxide intermediates.  |  Oliw, EH., et al. 1982. J Biol Chem. 257: 3771-81. PMID: 6801052
  12. Novel epoxides formed during the liver cytochrome P-450 oxidation of arachidonic acid.  |  Chacos, N., et al. 1982. Biochem Biophys Res Commun. 104: 916-22. PMID: 6803794
  13. Recovery of Ca2+ pools and growth in Ca2+ pool-depleted cells is mediated by specific epoxyeicosatrienoic acids derived from arachidonic acid.  |  Graber, MN., et al. 1997. J Biol Chem. 272: 29546-53. PMID: 9368016

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(±)11(12)-EET, 25 µg

sc-220579
25 µg
$49.00

(±)11(12)-EET, 50 µg

sc-220579A
50 µg
$89.00