An oxylipin and arachidonic acid metabolite
Related Products
Enantiomer(s)
900435214S(15R)-EET
Isomer(s)
50651(±)14(15)-EET
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14R(15S)-EET

Item No. 9004351

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5Z,8Z,11Z)-13-[(2R,3S)-3-pentyl-2-oxiranyl]-5,8,11-tridecatrienoic acid
CAS Number
98103-48-1
Synonyms
  • 14R(15S)-EpETrE
  • 14R(15S)-epoxy-5(Z),8(Z),11(Z)-ETrE
  • 14R(15S)-epoxy-all-cis-5,8,11-Eicosatrienoic Acid
  • 14R(15S)-Epoxyeicosatrienoic Acid
  • FA 20:4;O
Molecular Formula
C20H32O3
Formula Weight
320.5
Purity
≥95%
Formulation (Request formulation change)
A 250 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Acetonitrile: Sparingly Soluble: 1-10 mg/mlEthanol: Slightly Soluble: 0.1-1 mg/ml
SMILES
OC(CCC/C=C\C/C=C\C/C=C\C[C@@H](O1)[C@@H]1CCCCC)=O
InChi Code
InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,13-10-/t18-,19+/m0/s1
InChi Key
JBSCUHKPLGKXKH-LLZJRKGESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $316

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    50 µg

    $569

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    100 µg

    $1,010

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    500 µg

    $4,420

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    Product Description

    14R(15S)-EET is an oxylipin and a metabolite of arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607).1 It is formed via oxidation of arachidonic acid by the cytochrome P450 (CYP) isoforms CYP2C8 and CYP2C9. 14R(15S)-EET (10 µM) induces relaxation of precontracted isolated bovine coronary arteries.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Daikh, B.E., Lasker, J.M., Raucy, J.L., et al. Regio- and stereoselective epoxidation of arachidonic acid by human cytochromes P450 2C8 and 2C91. J. Pharmacol. Exp. Ther. 271(3), 1427-1433 (1994).

    2. Falck, J.R., Krishna, U.M., Reddy, Y.K., et al. Comparison of vasodilatory properties of 14,15-EET analogs: Structural requirements for dilation. Am. J. Physiol. Heart Circ. Physiol. 284(1), 337-349 (2003).