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Docosahexaenoic Acid ethyl ester

Cayman Chemical Item Number 9090310

DHA ethyl ester; Cervonic Acid ethyl ester (CAS 1020718-25-5)

Docosahexaenoic Acid ethyl ester (CAS 1020718-25-5)

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Description

Fish oils in the diet have anti-inflammatory and cardiovascular benefits due to an abundance of ω-3 polyunsaturated fatty acids (PUFAs), including docosahexaenoic acid (DHA).1 DHA is the most abundant ω-3 PUFA in neural tissues, especially in the retina and brain. DHA ethyl ester (DHA-EE) is the stabilized ethyl ester form of the ω-3 22:6 fatty acid. Dietary intake of DHA-EE enhances maze-learning ability in old mice.2 In rats, dietary DHA-EE increases plasma and erythrocyte membrane DHA levels without altering the content of the ω-6 arachidonic acid.3 Dietary DHA-EE increases fatty acid oxidation enzymes in rats4 and, in humans with peroxisomal disorders, improves vision, liver function, muscle tone and social contact.5 The ω-3 fatty acid eicosapentaenoic acid (EPA) competitively inhibits the metabolism of arachidonic acid by cyclooxygenase enzymes,6 suggesting that DHA-EE may also directly modulate the actions of enzymes involved in fatty acid metabolism.

1 von Schacky, C. A review of omega-3 ethyl esters for cardiovascular prevention and treatment of increased blood triglyceride levels. Vasc Health Risk Manag 2(3) 251-262 (2006).

2 Lim, S., and Suzuki, H. Intakes of dietary docosahexaenoic acid ethyl ester and egg phosphatidylcholine improve maze-learning ability in young and old mice. J Nutr 130 1629-1632 (2000).

3 Valenzuela, A., Valenzuela, V., Sanhueza, J., et al. Effects of supplementation with docosahexaenoic acid ethyl ester and sn-2 docosahexaenyl monoacylglyceride on plasma and erythrocyte fatty acids in rats. Ann Nutr Metab 49 49-53 (2005).

4 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 29-36 (2003).

5 Martinez, M., Vázquez, E., García-Silva, M.T., et al. Therapeutic effects of docosahexaenoic acid ethyl ester in patients with generalized peroxisomal disorders. Am J Clin Nutr 71 376S-385S (2000).

6 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. J Biol Chem 282(31) 22254-22266 (2007).

Synonyms
  • DHA ethyl ester
  • Cervonic Acid ethyl ester
Formal Name 2,​4,​6,​8,​10,​12-​docosahexaenoic acid,​ ethyl ester
CAS Number 1020718-25-5
Molecular Formula C24H36O2
Formula Weight 356.5
Formulation A solution in ethanol
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCCC/C=C/C=C\C=C/C=C\C=C/C=C\C(=O)​OCC

Background Reading

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 29-36 (2003).

von Schacky, C. A review of omega-3 ethyl esters for cardiovascular prevention and treatment of increased blood triglyceride levels. Vasc Health Risk Manag 2(3) 251-262 (2006).

Lim, S., and Suzuki, H. Intakes of dietary docosahexaenoic acid ethyl ester and egg phosphatidylcholine improve maze-learning ability in young and old mice. J Nutr 130 1629-1632 (2000).

Valenzuela, A., Valenzuela, V., Sanhueza, J., et al. Effects of supplementation with docosahexaenoic acid ethyl ester and sn-2 docosahexaenyl monoacylglyceride on plasma and erythrocyte fatty acids in rats. Ann Nutr Metab 49 49-53 (2005).

Martinez, M., Vázquez, E., García-Silva, M.T., et al. Therapeutic effects of docosahexaenoic acid ethyl ester in patients with generalized peroxisomal disorders. Am J Clin Nutr 71 376S-385S (2000).

Takano, K., Tabata, Y., Kitao, Y., et al. Methoxyflavones protect cells against endoplasmic reticulum stress and neurotoxin. Am J Physiol Cell Physiol 292 C353-C361 (2007).

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Docosahexaenoic Acid ethyl ester is available in the following screening library:

Size Price Quantity Subtotal
50 mg $19.00 $0.00
100 mg $36.00 $0.00
500 mg $152.00 $0.00
1 g $266.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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