A stable derivative of 5(6)-EpETE
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(±)5(6)-EpETE methyl ester

Item No. 90114

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
rel-(5S,6R)-epoxy-8Z,11Z,14Z,17Z-eicosatetraenoic acid, methyl ester
CAS Number
127716-49-8
Synonyms
  • (±)5,6-EEQ methyl ester
  • (±)5,6-epoxy Eicosatetraenoic Acid methyl ester
Molecular Formula
C21H32O3
Formula Weight
332.5
Purity
≥98%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2)(1:1): 500 µg/ml
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C[C@@H](O1)[C@@H]1CCCC(OC)=O.CC/C=C\C/C=C\C/C=C\C/C=C\C[C@H](O2)[C@H]2CCCC(OC)=O.CC
InChi Code
InChI=1S/2C21H32O3.C2H6/c2*1-3-4-5-6-7-8-9-10-11-12-13-14-16-19-20(24-19)17-15-18-21(22)23-2;1-2/h2*4-5,7-8,10-11,13-14,19-20H,3,6,9,12,15-18H2,1-2H3;1-2H3/b2*5-4-,8-7-,11-10-,14-13-;/t19-,20+;19-,20-;/m00./s1
InChi Key
SNUKKXGPYAKBBA-ZLKMEYNFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $53

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    50 µg

    $98

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    100 µg

    $185

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    500 µg

    $813

    Add
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    Product Description

    (±)5(6)-EpETE methyl ester is a derivative of 5(6)-EpETE which is stable enough to ship and handle routinely.(±) 5(6)-EpETE methyl ester is a chemically less reactive derivative of 5(6)-EpETE. The active free acid can be generated from the methyl ester by careful base hydrolysis. Epoxy eicosatetraenoic acids (EpETEs) are the epoxygenase metabolites of EPA. A number of vicinal diol metabolites of EpETEs have been detected in the plasma of patients on marine oil dietary supplementation, while in subjects on a typical western diet these compounds are generally not detected.1 The specific biologic activity of 5(6)-EpETE and its methyl ester have not been documented.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Knapp, H.R., Miller, A.J., and Lawson, J.A. Urinary excretion of diols derived from eicosapentaenoic acid during N-3 fatty acid ingestion. Prostaglandins 42, 47-53 (1991).

    Product Citations

    McDougle, D.R., Watson, J.E., Abdeen, A.A., et al. Anti-inflammatory ω-3 endocannabinoid epoxides. Proc. Natl. Acad. Sci. USA 114(30), E6034-E6043 (2017).