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
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
Frequently Asked Questions
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