An internal standard for the quantification of 5(6)-EET methyl ester
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(±)5(6)-EET-d11 methyl ester

Item No. 29382

Technical Information
Formal Name
methyl rel-4-((2S,3R)-3-((2Z,5Z,8Z)-tetradeca-2,5,8-trien-1-yl-10,10,11,11,12,12,13,13,14,14,14-d11)oxiran-2-yl)butanoate
Synonyms
  • (±)5,6-EpETrE-d11 methyl ester
Molecular Formula
C21H23D11O3
Formula Weight
Purity
≥99% deuterated forms (d1-d11)
Formulation
A 250 µg/ml solution in ethanol
DMF: >50 mg/mlDMSO: >50 mg/mlEthanol: >50 mg/mlPBS (pH 7.2): >1 mg/ml
SMILES
[2H]C(C([2H])([2H])C([2H])([2H])[2H])([2H])C([2H])([2H])C([2H])([2H])/C=C\C/C=C\C/C=C\C[C@@H](O1)[C@@H]1CCCC(OC)=O.[2H]C(C([2H])([2H])C([2H])([2H])[2H])([2H])C([2H])([2H])C([2H])([2H])/C=C\C/C=C\C/C=C\C[C@H](O2)[C@H]2CCCC(OC)=O
InChi Code
InChI=1S/2C21H34O3/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/h2*7-8,10-11,13-14,19-20H,3-6,9,12,15-18H2,1-2H3/b2*8-7-,11-10-,14-13-/t2*19-,20+/m10/s1/i2*1D3,3D2,4D2,5D2,6D2
InChi Key
KVFMFIQDGYIWEI-DFGHTOLVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    (±)5(6)-EET-d11 methyl ester is intended for use as an internal standard for the quantification of 5(6)-EET methyl ester by GC- or LC-MS. (±)5(6)-EET methyl ester (Item No. 50210) is an esterified form of (±)5(6)-EET (Item No. 50211). 5(S),6(R)-EET and 5(R),6(S)-EET are formed via epoxidation of arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607) by a variety of cytochrome P450 (CYP) isoforms, including CYP2B1, CYP2B2, CYP2C11, CYP2C23, and CYP2C24.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Spector, A.A., and Norris, A.W. Action of epoxyeicosatrienoic acids on cellular function. Am. J. Physiol. Cell Physiol. 292(3), C996-C1012 (2007).

    2. Capdevila, J.H., Falck, J.R., and Harris, R.C. Cytochrome P450 and arachidonic acid bioactivation: Molecular and functional properties of the arachidonate monooxygenase. J. Lipid Res. 41(2), 163-181 (2000).