An internal standard for the quantification of eicosapentaenoic acid ethyl ester
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Unlabeled Version(s)
10008884Eicosapentaenoic Acid ethyl ester
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Eicosapentaenoic Acid-d5 ethyl ester

Item No. 37972

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, ethyl ester
CAS Number
2483831-19-0
Synonyms
  • EPA-d5 ethyl ester
  • SFE 22:5-d5
Molecular Formula
C22H29D5O2
Formula Weight
335.5
Purity
≥99% deuterated forms (d1-d5)
Formulation
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 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(OCC)=O
InChi Code
InChI=1S/C22H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h5-6,8-9,11-12,14-15,17-18H,3-4,7,10,13,16,19-21H2,1-2H3/b6-5-,9-8-,12-11-,15-14-,18-17-/i1D3,3D2
InChi Key
SSQPWTVBQMWLSZ-IHLFCWNDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Eicosapentaenoic acid-d5 ethyl ester is intended for use as an internal standard for the quantification of eicosapentaenoic acid ethyl ester (Item No. 10008884) by GC- or LC-MS. Eicosapentaenoic acid (EPA) ethyl ester is an esterified form of the ω-3 fatty acid EPA (Item Nos. 90110 | 90110.1 | 21908). Dietary administration of EPA ethyl ester (41.4 g/100 g of total dietary fatty acids) increases the ex vivo activity of hepatic β-oxidation enzymes.1,2 It also reduces total hepatic triglyceride levels and increases the ω-3 fatty acid content of hepatic triglycerides and phospholipids, as well as increases the total levels of ω-3 fatty acids in rats. EPA ethyl ester (1 g/kg) reverses increases in plasma cholesterol levels and reduces circulating triglyceride levels in rats fed a high-fat diet.3 Formulations containing eicosapentaenoic acid ethyl ester have been used as adjuncts in the treatment of hypertriglyceridemia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hong, D.D., Takahashi, Y., Kushiro, M., et al. Divergent effects of eicosapentaenoic and docosahexaenoic acid ethyl esters, and fish oil on hepatic fatty acid oxidation in the rat. Biochim. Biophys. Acta 1635(1), 29-36 (2003).

    2. Arachchige, P.G., Takahashi, Y., and Ide, T. Dietary sesamin and docosahexaenoic and eicosapentaenoic acids synergistically increase the gene expression of enzymes involved in hepatic peroxisomal fatty acid oxidation in rats. Metabolism 55(3), 381-390 (2006).

    3. Pérez-Echarri, N., Pérez-Matute, P., Marcos-Gómez, B., et al. Down-regulation in muscle and liver lipogenic genes: EPA ethyl ester treatment in lean and overweight (high-fat-fed) rats. J. Nutr. Biochem. 20(9), 705-714 (2008).