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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

(±)12-HEPE Exclusive

Cayman Chemical Item Number 32540

(CAS 81187-21-5)

(±)12-HEPE (CAS 81187-21-5)

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Description

(±)12-HEPE is produced by non-enzymatic oxidation of EPA. It contains equal amounts of 12(S)-HEPE and 12(R)-HEPE. The biological activity of (±)12-HEPE is likely mediated by one of the individual isomers, most commonly the 12(S) isomer in mammalian systems. 12-HEPE inhibits platelet aggregation with the same potency as 12-HETE, exhibiting IC50 values of 24 and 25 µM, respectively.1 These compounds are also equipotent as inhibitors of U46619-induced contraction of rat aorta (IC50s = 8.6-8.8 µM).2

1 Takenaga, M., Hirai, A., Terano, T., et al. Comparison of the in vitro effect of eicosapentaenoic acid (EPA)-derived lipoxygenase metabolites on human platelet function with those of arachidonic acid. Thromb Res 37 373-384 (1986).

2 Karanian, J.W., Kim, H.Y., and Salem, N. Inhibitory effects of n-6 and n-3 hydroxy fatty acids on thromboxane (U46619)-induced smooth muscle contraction. J Pharmacol Exp Ther 270 1105-1109 (1994).

Formal Name (±)-​12-​hydroxy-​5Z,​8Z,​10E,​14Z,​17Z-​eicosapentaenoic acid
CAS Number 81187-21-5
Molecular Formula C20H30O3
Formula Weight 318.5
Formulation A solution in ethanol
Purity ≥98%
λmax 237 nm
ε 23
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CC/C=C\C/C=C\CC(O)​\C=C\C=C\C/C=C\CCCC(=O)​O

Background Reading

Karanian, J.W., Kim, H.Y., and Salem, N. Inhibitory effects of n-6 and n-3 hydroxy fatty acids on thromboxane (U46619)-induced smooth muscle contraction. J Pharmacol Exp Ther 270 1105-1109 (1994).

Takenaga, M., Hirai, A., Terano, T., et al. Comparison of the in vitro effect of eicosapentaenoic acid (EPA)-derived lipoxygenase metabolites on human platelet function with those of arachidonic acid. Thromb Res 37 373-384 (1986).

(±)12-HEPE is available in the following screening library:

Size Price Quantity Subtotal
25 µg $97.00 $0.00
50 µg $184.00 $0.00
100 µg $349.00 $0.00
250 µg $776.00 $0.00
Bulk Contact
Cart Total $0.00

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

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-02-12. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

12(R)-HEPE
12(S)-HEPE
12(S)-HpEPE
Eicosapentaenoic Acid
HEPES Stock Solution (1 M)
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