An internal standard for the quantification of 11(12)-EET
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Unlabeled Version(s)
50511(±)11(12)-EET
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(±)11(12)-EET-d11

Item No. 10006413

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
rel-(11S,12R)-epoxy-5Z,8Z,14Z-eicosatrienoic-16,16,17,17,18,18,19,19,20,20,20-d11 acid
Synonyms
  • (±)11,12-EET-d11
Molecular Formula
C20H21D11O3
Formula Weight
331.5
Purity
≥99% deuterated forms (d1-d11)
Formulation
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 0.5 mg/ml
SMILES
[2H]C(C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])([2H])C([2H])([2H])/C=C\C[C@@H]1[C@@H](O1)C/C=C\C/C=C\CCCC(O)=O
InChi Code
InChI=1S/2C20H32O3/c2*1-2-3-4-5-9-12-15-18-19(23-18)16-13-10-7-6-8-11-14-17-20(21)22/h2*6,8-10,12-13,18-19H,2-5,7,11,14-17H2,1H3,(H,21,22)/b2*8-6-,12-9-,13-10-/t2*18-,19+/m10/s1/i2*1D3,2D2,3D2,4D2,5D2
InChi Key
BDCYQGHOVGGOOP-OIMMGROCSA-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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    10 µg

    $179

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    25 µg

    $421

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    50 µg

    $795

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    100 µg

    $1,411

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    Product Description

    (±)11(12)-EET-d11 is intended for use as an internal standard for the quantification of 11(12)-EET by GC- or LC-MS. 11(R),12(S)-EET and 11(S),12(R)-EET are formed via epoxidation of arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607) by a variety of cytochrome P450 (CYP) isoforms.1 11(R),12(S)-EET is produced at a higher proportion by CYP2C8, CYP2C23, and CYP2C24 isoforms, whereas 11(S),12(R)-EET is produced at a greater proportion by CYP2B2 and CYP2C10 isoforms.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).

    Product Citations

    Isse, F.A., Helal, S., El-Sherbeni, A.A., et al. Quantification of epoxyeicosatrienoic acids enantiomers: The development of reliable and practical liquid chromatography mass spectrometry assay. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 1247, 124346 (2024).