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Eicosapentaenoic Acid

Catalog No.
B3464
EPA,omega-3 fatty acid
Grouped product items
SizePriceStock Qty
100mg
$58.00
In stock

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

Eicosapentaenoic acid is a type of n-3 polyunsaturated fatty acids (n-3 PUFA) [1]. 

n-3 PUFA are widely used in cardiovascular medicine and lipid-lowering intervention. n-3 PUFA can change the fatty acid composition of the membranes and affect different types of membrane proteins [1]. 

In endothelial cell line H5V, eicosapentaenoic acid at 100 μM inhibited cell migration into a wound, triggered peripheral distribution of focal adhesions and caused partial disassembly of actin filaments [1]. In addition, at 1 ~ 5 μM, eicosapentaenoic acid inhibited oxidation of very large density lipoprotein in a dose-dependent manner over time [2]. 

In human subjects with diets high in eicosapentaenoic acid, either as a cod liver oil (40 ml = 4 g eicosapentaenoic acid daily) supplement to their normal Western diet for 24 days, or with mackerel (750 g = 10 ~ 15 g eicosapentaenoic acid daily) as the sole source of protein and lipids, for 3 days, eicosapentaenoic acid increased prostaglandin I3 formation in vivo, providing protection against heart diseases [3]. 

References:

[1]. Tonutti L, Manzi L, Tacconi M T, et al. Eicosapentaenoic acid inhibits endothelial cell migration in vitro. Journal of angiogenesis research, 2010, 2(12): 1-8.

[2]. Preston Mason R, Sherratt S C R. Eicosapentaenoic acid inhibits oxidation of very large density lipoprotein in a dose-dependent manner over time as compared to docosaheaenoic acid in vitro. Journal of the American College of Cardiology, 2020, 75(11): 2238.

[3]. Evidence of prostaglandin I3 formation in vivo from dietary eicosapentaenoic acid. Nutrition Reviews, 1984, 42(9): 317-318.

Chemical Properties

Physical AppearanceA yellow oil
StorageStore at -20°C
M.Wt302.45
Cas No.10417-94-4
FormulaC20H30O2
Solubility≥116.8 mg/mL in DMSO; ≥49.3 mg/mL in H2O; ≥52.5 mg/mL in EtOH
Chemical Name(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid
SDFDownload SDF
Canonical SMILESCC/C([H])=C([H])\C/C([H])=C([H])\C/C([H])=C([H])\C/C([H])=C([H])\C/C([H])=C([H])\CCCC(O)=O
Shipping ConditionEvaluation sample solution: ship with blue ice. All other available sizes: ship with RT, or blue ice upon request.
General tipsFor obtaining a higher solubility, please warm the tube at 37°C and shake it in the ultrasonic bath for a while. Stock solution can be stored below -20°C for several months.

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