An internal standard for the quantification of 15-HEPE ethyl ester
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15(S)-HEPE-d5 ethyl ester

Item No. 33783

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
15(S)-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic-19,19,20,20,20-d5 acid, ethyl ester
Synonyms
  • 15(S)-hydroxy EPA-d5 ethyl ester
  • 15(S)-hydroxy Eicosapentaenoic Acid-d5 ethyl ester
Molecular Formula
C22H29D5O3
Formula Weight
351.5
Purity
≥99% deuterated forms (d1-d5)
Formulation
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 2 mg/mlDMF: SolubleDMSO: SolubleEthanol: SolublePBS (pH 7.2): 0.8 mg/ml
λmax
237 nm
SMILES
O[C@@H](C/C=C\C([2H])([2H])C([2H])([2H])[2H])/C=C/C=C\C/C=C\C/C=C\CCCC(OCC)=O
InChi Code
InChI=1S/C22H34O3/c1-3-5-15-18-21(23)19-16-13-11-9-7-6-8-10-12-14-17-20-22(24)25-4-2/h5-7,10-13,15-16,19,21,23H,3-4,8-9,14,17-18,20H2,1-2H3/b7-6-,12-10-,13-11-,15-5-,19-16+/t21-/m0/s1/i1D3,3D2
InChi Key
DJYKWMOPVZGTRJ-OOFSAQPASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $224

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    50 µg

    $314

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    Product Description

    15(S)-HEPE-d5 ethyl ester is intended for use as an internal standard for the quantification of 15-HEPE ethyl ester by GC- or LC-MS. 15(S)-HEPE ethyl ester is an esterified form of the monohydroxy fatty acid 15(S)-HEPE (Item No. 32710). 15(S)-HEPE is biosynthesized from eicosapentaenoic acid (EPA; Item Nos. 90110 | 90110.1 | 21908) by 15-lipoxygenase (15-LO).1,2 15(R)-HEPE is formed by aspirin-acetylated COX-2-mediated oxidation of EPA.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Miller, C., Yamaguchi, R.Y., and Ziboh, V.A. Guinea pig epidermis generates putative anti-inflammatory metabolites from fish oil polyunsaturated fatty acids. Lipids 24(12), 998-1003 (1989).

    2. Tan, L., Xin, X., Zhai, L., et al. Drosophila fed ARA and EPA yields eicosanoids, 15S-hydroxy-5Z,8Z, 11Z, 13E-eicosatetraenoic acid, and 15S-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid. Lipids 51(4), 435-449 (2016).

    3. Serhan, C.N., Clish, C.B., Brannon, J., et al. Anti-microinflammatory lipid signals generated from dietary N-3 fatty acids via cyclooxygenase-2 and transcellular processing: A novel mechanism for NSAID and N-3 PUFA therapeutic actions. J. Physiol. Pharmacol. 51(4 Pt. 1), 643-654 (2000).