An internal standard for the quantification of EPA
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Eicosapentaenoic Acid-d5

Item No. 10005056

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5Z,8Z,11Z,14Z,17Z-eicosapentaenoic-19,19,20,20,20-d5 acid
CAS Number
1197205-73-4
Synonyms
  • EPA-d5
  • FA 20:5-d5
  • Timnodonic Acid-d5
Molecular Formula
C20H25D5O2
Formula Weight
307.5
Purity
≥99% deuterated forms (d1-d5)
Formulation
A 500 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
0.15 M Tris-HCl pH 8.5: 1 mg/mlDMF: 100 mg/mlDMSO: 100 mg/mlEthanol: 100 mg/mlPBS (pH 7.2): .1 mg/ml
SMILES
[2H]C([2H])([2H])C([2H])([2H])/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O
InChi Code
InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-/i1D3,2D2
InChi Key
JAZBEHYOTPTENJ-YSTLBCQOSA-N
Side Chain Carbon Sum
20:5
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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    50 µg

    $72

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    100 µg

    $108

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    500 µg

    $323

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    1 mg

    $572

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    Product Description

    Eicosapentaenoic acid-d5 (EPA-d5) is intended for use as an internal standard for the quantification of EPA (Item Nos. 90110 | 90110.1 | 26415) by GC- or LC-MS. EPA is an ω-3 fatty acid abundantly available in marine organisms. It is oxygenated by COX-1 and COX-2 at rates of about 5% and 30%, respectively, compared to arachidonic acid.1 EPA has been shown to offer protection against coronary heart disease, thrombosis, ischemic brain injury, scaly dermatitis, and some inflammatory diseases.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wada, M., DeLong, C.J., Hong, Y.H., et al. Enzymes and receptors of prostaglandin pathways with arachidonic acid-derived versus eicosapentaenoic acid-derived substrates and products. The Journal of Biological Chemisty 282(31), 22254-22266 (2007).

    2. Yerram, N.R., Moore, S.A., and Spector, A.A. Eicosapentaenoic acid metabolism in brain microvessel endothelium: Effect on prostaglandin formation. J. Lipid Res. 30(11), 1747-1757 (1989).

    3. Takeuchi, H., Inoue, J., Yoshida, M., et al. Dietary effects of n-3 eicosapentaenoic acid on essential fatty acid-deficiency symptoms of rats. Agric. Biol. Chem. 53(12), 3225-3232 (1989).

    Product Citations

    Archambault, A.-S., Zaid, Y., Rakotoarivelo, V., et al. Lipid storm within the lungs of severe COVID-19 patients: Extensive levels of cyclooxygenase and lipoxygenase-derived inflammatory metabolites. medRxiv (2020).