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14,15-EE-5(Z)-E Exclusive

Cayman Chemical Item Number 10004946

14,15-Epoxyeicosa-5(Z)-enoic Acid (CAS 519038-92-7)

14,15-EE-5(Z)-E (CAS 519038-92-7)

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Description

Epoxyeicosatrienoic acids (EETs), such as 11(12)-EET and 14(15)-EET, are cytochrome P450 metabolites of arachidonic acid that have been identified as endothelium-derived hyperpolarizing factors with vasodilator activity.1 14,15-EE-5(Z)-E is a structural analog of 14(15)-EET that antagonizes EpETrE-induced relaxation of vascular smooth muscle.2 Relaxation of U46619-constricted bovine arteries by 14,15-EET could be inhibited approximately 80% by 14,15-EE-5(Z)-E at a concentration of 10 µM. 14,15-EE-5(Z)-E does not appear to antagonize nitric oxide- or iloprost-mediated vascular relaxation.

1 Fleming, I. Cytochrome P450 epoxygenases as EDHF synthase(s). Pharmacol Res 49 525-533 (2004).

2 Gauthier, K.M., Deeter, C., Krishna, U.M., et al. 14,15-Epoxyeicosa-5(Z)-enoic acid: A selective epoxyeicosatrienoic acid antagonist that inhibits endothelium-dependent hyperpolarization and relaxation in coronary arteries. Circ Res 90 1028-1036 (2002).

Synonyms
  • 14,15-Epoxyeicosa-5(Z)-enoic Acid
Formal Name 13-​[(2R,​3S)-​3-​pentyloxiranyl]-​5Z-​tridecenoic acid
CAS Number 519038-92-7
Molecular Formula C20H36O3
Formula Weight 324.5
Formulation A solution in ethanol
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCC[C@H]​1O[C@H]​1CCCCCCC/C=C\CCCC(=O)​O

Background Reading

Fleming, I. Cytochrome P450 epoxygenases as EDHF synthase(s). Pharmacol Res 49 525-533 (2004).

Gauthier, K.M., Deeter, C., Krishna, U.M., et al. 14,15-Epoxyeicosa-5(Z)-enoic acid: A selective epoxyeicosatrienoic acid antagonist that inhibits endothelium-dependent hyperpolarization and relaxation in coronary arteries. Circ Res 90 1028-1036 (2002).

14,15-EE-5(Z)-E is available in the following screening library:

Size Price Quantity Subtotal
25 µg $33.00 $0.00
50 µg $63.00 $0.00
100 µg $119.00 $0.00
500 µg $528.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-25. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

Related Products

(±)14,15-DHET
14(15)-EET
14(15)-EET methyl ester

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