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5(6)-EpETE methyl ester

Cayman Chemical Item Number 90114

5,6-epoxy Eicosatetraenoic Acid methyl ester; 5,6-EEQ methyl ester (CAS 127716-49-8)

5(6)-EpETE methyl ester (CAS 127716-49-8)

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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.

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).

Synonyms
  • 5,6-epoxy Eicosatetraenoic Acid methyl ester
  • 5,6-EEQ methyl ester
Formal Name (±)5(6)-​epoxy-​8Z,​11Z,​14Z,​17Z-​eicosatetraenoic acid,​ methyl ester
CAS Number 127716-49-8
Molecular Formula C21H32O3
Formula Weight 332.5
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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CC/C=C\C/C=C\C/C=C\C/C=C\C[C@H]​1O[C@H]​1CCCC(=O)​OC

Background Reading

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).

5(6)-EpETE methyl ester is available in the following screening library:

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