Molecular structure of 5′,6′-Epoxyeicosatrienoic acid, CAS Number: 87173-80-6
5′,6′-Epoxyeicosatrienoic acid (CAS 87173-80-6)
See product citations (4)
Alternate Names:
(±)5(6)-EET; (±)5,6-Epoxyeicosa-8Z,11Z,14Z-trienoic acid
Application:
5′,6′-Epoxyeicosatrienoic acid is a potent vasodilator and TRPV4 agonist
CAS Number:
87173-80-6
Molecular Weight:
320.47
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.
QUICK LINKS
Ordering Information
Product Citations
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
5′,6′-Epoxyeicosatrienoic acid is a compound studied extensively in the context of biological systems where it is recognized for its role as an epoxy metabolite of arachidonic acid. Research on this eicosanoid often focuses on its involvement in intracellular signaling pathways, particularly those affecting cardiovascular function and the regulation of blood flow. The compound is of interest in the study of vasodilation mechanisms and the maintenance of vascular homeostasis. Investigations into the role of 5′,6′-Epoxyeicosatrienoic acid also encompass its interactions with ion channels and the modulation of inflammatory processes. Furthermore, its influence on cell proliferation and apoptosis is examined, contributing to an understanding of its potential impact on various physiological and pathophysiological conditions.
5′,6′-Epoxyeicosatrienoic acid (CAS 87173-80-6) References
- Role of 5,6-epoxyeicosatrienoic acid in the regulation of newborn piglet pulmonary vascular tone. | Fuloria, M., et al. 2002. Am J Physiol Lung Cell Mol Physiol. 283: L383-9. PMID: 12114200
- The production of progesterone and 5,6-epoxyeicosatrienoic acid by human granulosa cells. | Zosmer, A., et al. 2002. J Steroid Biochem Mol Biol. 81: 369-76. PMID: 12361727
- 5,6-epoxyeicosatrienoic acid mediates the enhanced renal vasodilation to arachidonic acid in the SHR. | Pomposiello, SI., et al. 2003. Hypertension. 42: 548-54. PMID: 12939232
- Stable 5,6-epoxyeicosatrienoic acid analog relaxes coronary arteries through potassium channel activation. | Yang, W., et al. 2005. Hypertension. 45: 681-6. PMID: 15699458
- A role for 5,6-epoxyeicosatrienoic acid in calcium entry by de novo conformational coupling in human platelets. | Ben-Amor, N., et al. 2006. J Physiol. 570: 309-23. PMID: 16308346
- Cyclooxygenase (COX)-1 and COX-2 participate in 5,6-epoxyeicosatrienoic acid-induced contraction of rabbit intralobar pulmonary arteries. | Moreland, KT., et al. 2007. J Pharmacol Exp Ther. 321: 446-54. PMID: 17267581
- Metabolism of 5,6-epoxyeicosatrienoic acid by the human platelet. Formation of novel thromboxane analogs. | Balazy, M. 1991. J Biol Chem. 266: 23561-7. PMID: 1748634
- IP3 sensitizes TRPV4 channel to the mechano- and osmotransducing messenger 5'-6'-epoxyeicosatrienoic acid. | Fernandes, J., et al. 2008. J Cell Biol. 181: 143-55. PMID: 18378772
- 5,6-epoxyeicosatrienoic acid, a novel arachidonate metabolite. Mechanism of vasoactivity in the rat. | Carroll, MA., et al. 1990. Circ Res. 67: 1082-8. PMID: 2121384
- Paraoxonase1 deficiency in mice is associated with hypotension and increased levels of 5,6-epoxyeicosatrienoic acid. | Gamliel-Lazarovich, A., et al. 2012. Atherosclerosis. 222: 92-8. PMID: 22365750
- Structural determinants of 5',6'-epoxyeicosatrienoic acid binding to and activation of TRPV4 channel. | Berna-Erro, A., et al. 2017. Sci Rep. 7: 10522. PMID: 28874838
- Cytochrome P450 epoxygenase-derived 5,6-epoxyeicosatrienoic acid relaxes pulmonary arteries in normoxia but promotes sustained pulmonary vasoconstriction in hypoxia. | Strielkov, I., et al. 2020. Acta Physiol (Oxf). 230: e13521. PMID: 32506676
- 5,6-Epoxyeicosatrienoic acid mobilizes Ca2+ in anterior pituitary cells. | Snyder, G., et al. 1986. Biochem Biophys Res Commun. 139: 1188-94. PMID: 3533073
- Renal vasodilator activity of 5,6-epoxyeicosatrienoic acid depends upon conversion by cyclooxygenase and release of prostaglandins. | Carroll, MA., et al. 1993. J Biol Chem. 268: 12260-6. PMID: 8509363
- 5,6-Epoxyeicosatrienoic acid reduces increases in pulmonary vascular resistance in the dog. | Stephenson, AH., et al. 1998. Am J Physiol. 275: H100-9. PMID: 9688901
Activator of:
CYP2J12, EP4, and TRPV4.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
5′,6′-Epoxyeicosatrienoic acid, 25 µg | sc-221066A | 25 µg | $56.00 | |||
5′,6′-Epoxyeicosatrienoic acid, 50 µg | sc-221066 | 50 µg | $102.00 | |||
5′,6′-Epoxyeicosatrienoic acid, 100 µg | sc-221066B | 100 µg | $179.00 | |||
5′,6′-Epoxyeicosatrienoic acid, 500 µg | sc-221066C | 500 µg | $562.00 |