An ω-3 fatty acid
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Eicosapentaenoic Acid (sodium salt)

Item No. 21908

Technical Information
Formal Name
5Z,8Z,11Z,14Z,17Z-eicosapentaenoic acid, monosodium salt
CAS Number
73167-03-0
Synonyms
  • EPA
  • FA 20:5
  • Timnodonic Acid
Molecular Formula
C20H29O2 • Na
Formula Weight
Purity
≥95%
A crystalline solid
Ethanol: 1.5 mg/mlEthanol:PBS(pH 7.2) (1:5): 0.5 mg/ml
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC([O-])=O.[Na+]
InChi Code
InChI=1S/C20H30O2.Na/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);/q;+1/p-1/b4-3-,7-6-,10-9-,13-12-,16-15-;
InChi Key
RBZYGQJEMWGTOH-RSDXMDNYSA-M
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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    Product Description

    EPA is an ω-3 fatty acid abundantly available in marine organisms. It is oxygenated by COX-1 and COX-2 at rates of approximately 5% and 30%, respectively, compared to arachidonic acid (Item No. 90010).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 alEnzymes 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 alDietary effects of n-3 eicosapentaenoic acid on essential fatty acid-deficiency symptoms of rats. Agric. Biol. Chem. 53(12), 3225-3232 (1989).

    Product Citations

    Katsnelson, G., and Ceddia, R.B. Docosahexaenoic and eicosapentaenoic fatty acids differentially regulate glucose and fatty acid metabolism in L6 rat skeletal muscle cells. Am. J. Physiol. Cell Physiol. 319(6), C1120-C1129 (2020).