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5,6-Epoxyeicosatrienoic acid

5,6-Epoxyeicosatrienoic acid (5,6-EET; (±) 5,6-EpETrE) is a fully racemic version of the enantiomeric forms biosynthesized from arachidonic acid by cytochrome P450 enzymes. In solution, 5,6-Epoxyeicosatrienoic acid degrades into 5,6-DiHET and 5,6-δ-lactone, which can be converted to 5,6-DiHET and quantified by GC-MS. In neuroendocrine cells, such as the anterior pituitary and pancreatic islets, 5,6-Epoxyeicosatrienoic acid has been implicated in the mobilization of calcium and hormone secretion. 5,6-Epoxyeicosatrienoic acid is an inhibitor of T-type voltage-gated calcium channels (Cav3) that inhibits isoforms Cav3.1, Cav3.2 (IC50=0.54 μM), and Cav3. and decreases nifedipine-resistant phenylephrine-induced vasoconstriction in isolated mouse mesenteric arteries via Cav3.2 blockade when used at a concentration of 3 μM. In addition, it is a substrate of COX-1 and COX-2.

Product Specifications

CAS Number

[87173-80-6]

Product Name Alternative

5,6-EET; (±) 5,6-EpETrE

UNSPSC

12352005

Hazard Statement

H225, H319, H350

Target

Adrenergic Receptor; Calcium Channel

Type

Reference compound

Related Pathways

GPCR/G Protein; Membrane Transporter/Ion Channel; Neuronal Signaling

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Endocrinology

Assay Protocol

https://www.medchemexpress.com/5-6-epoxyeicosatrienoic-acid.html

Concentration

312.04 µM * 500 μL in Ethanol

Purity

99.9

Smiles

OC(CCC[C@H]1[C@H](O1)C/C=C\C/C=C\C/C=C\CCCCC)=O

Molecular Formula

C20H32O3

Molecular Weight

320.47

Precautions

H225, H319, H350

References & Citations

[1]Falck, et al. Epoxyeicosatrienoic acids stimulate glucagon and insulin release from isolated rat pancreatic islets. Biochem. Biophys. Res. Commun. 114 (2), 743-749 (1983) .

Shipping Conditions

Dry Ice

Storage Conditions

-80°C, sealed storage, away from moisture and light

Scientific Category

Reference compound1

Clinical Information

No Development Reported

Available Sizes

Curated Selection

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