Eicosapentaenoic Acid sodium

Names

[ Name ]:
Eicosapentaenoic Acid sodium

[Synonym ]:
MFCD00079184

Biological Activity

[Description]:

Eicosapentaenoic Acid (EPA)sodium is an orally active Omega-3 long-chain polyunsaturated fatty acid (ω-3 LC-PUFA). Eicosapentaenoic Acid sodium exhibits a DNA demethylating action that promotes the re-expression of the tumor suppressor gene CCAAT/enhancer-binding protein δ (C/EBPδ). Eicosapentaenoic Acid sodium activates RAS/ERK/C/EBPβ pathway through H-Ras intron 1 CpG island demethylation in U937 leukemia cells. Eicosapentaenoic Acid sodium can promote relaxation of vascular smooth muscle cells and vasodilation[1][2][3].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Epigenetics >> Histone Demethylase

Research Areas >> Metabolic Disease

[Target]

Human Endogenous Metabolite

[In Vitro]

C/EBPβ phosphorylated form is evident in Eicosapentaenoic Acid (EPA; 100 µM; 24 h) sodium treated cells, whereas it was barely detectable in control, and OA or LA treated U937[1]. Eicosapentaenoic Acid (100 µM; 1, 3, 24 h) sodium causes a significant increase of H-Ras and N-Ras mRNA levels conditioning for 1 and 3 hours. K-Ras mRNA levels were not affected by Eicosapentaenoic Acid sodium[1].

[References]

[1]. Veronica Ceccarelli, et al. Eicosapentaenoic acid activates RAS/ERK/C/EBPβ pathway through H-Ras intron 1 CpG island demethylation in U937 leukemia cells. PLoS One. 2014 Jan 13;9(1):e85025.

[2]. Miaozhen Pan, et al. Dietary ω-3 polyunsaturated fatty acids are protective for myopia. Proc Natl Acad Sci U S A. 2021 Oct 26;118(43):e2104689118.

[3]. Shun-he Wang, et al. Endogenous omega-3 long-chain fatty acid biosynthesis from alpha-linolenic acid is affected by substrate levels, gene expression, and product inhibition. RSC Adv., 2017, 7, 40946-40951.

Chemical & Physical Properties

[ Density]:
0.943 g/mL at 25ºC(lit.)

[ Boiling Point ]:
439.3ºC at 760 mmHg

[ Melting Point ]:
-54--53ºC(lit.)

[ Molecular Formula ]:
C₂₀H₂₉NaO₂

[ Molecular Weight ]:
324.43300

[ Flash Point ]:
336ºC

[ Exact Mass ]:
324.20700

[ PSA ]:
40.13000

[ LogP ]:
4.65800

[ Appearance of Characters ]:
waxy solid | white

[ Index of Refraction ]:
n20/D 1.4977(lit.)

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
C: Corrosive;

[ Risk Phrases ]:
R34

[ Safety Phrases ]:
26-36/37/39-45

[ RIDADR ]:
UN 3265 8/PG 3

[ WGK Germany ]:
3