CAS |
No.10417-94-4 |
中文名称 |
二十碳五烯酸 |
英文名称 |
Eicosapentaenoic Acid |
分子式 |
C20H30O2 |
分子量 |
302.45 |
溶解性 |
Soluble in DMSO |
纯度 |
≥95% |
外观(性状) |
Colorless to light yellow Liquid |
储存条件 |
Store at -20℃,2 years |
密度 |
0.94g/mL |
MDL |
MFCD00065716 |
SMILES |
CC/C=CC/C=CC/C=CC/C=CC/C=CCCCC(=O)O |
InChIKey |
JAZBEHYOTPTENJ-JLNKQSITSA-N |
InChI |
InChI=1S/C20H30O2/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)/b4-3-,7-6-,10-9-,13-12-,16-15- |
PubChem CID |
446284 |
靶点 |
Others |
通路 |
Others |
背景说明 |
Eicosapentaenoic Acid是一种ω-3脂肪酸,具有多种生物学活性。 |
生物活性 |
Eicosapentaenoic Acid (EPA) is an orally active Omega-3 long-chain polyunsaturated fatty acid (ω-3 LC-PUFA). Eicosapentaenoic Acid exhibits a DNA demethylating action that promotes the re-expression of the tumor suppressor gene CCAAT/enhancer-binding protein δ (C/EBPδ). Eicosapentaenoic Acid activates RAS/ERK/C/EBPβ pathway through H-Ras intron 1 CpG island demethylation in U937 leukemia cells. Eicosapentaenoic Acid can promote relaxation of vascular smooth muscle cells and vasodilation[1-3]. |
In Vitro |
Eicosapentaenoic Acid (100 μM; 1, 3, 24 h) 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[1]. |
In Vivo |
Daily gavage of ω-3 PUFAs (300 mg docosahexaenoic acid [DHA] plus 60 mg eicosapentaenoic acid [EPA]) significantly attenuated the development of form deprivation myopia in guinea pigs and mice, as well as of lens-induced myopia in guinea pigs. Additionally, treatment with EPA antagonized hypoxia-induced myofibroblast transdifferentiation in cultured human scleral fibroblasts.[2] |
动物实验 |
After one week of acclimatization with free access to standard mouse chow (commercial diet, 17.14% of energy from fat, 5.05 g/100 g) and water, the mice were randomly divided into nine groups each containing six mice and fed ALA series diets (1, 2.5, 5, or 7.5 wt%), 5% ALA and EPA series diets (0.25, 0.5, 1 wt%), EPA diet (2 wt%), or the control diet (Ctl diet: depleted in ω-3 PUFA) for seven weeks.[3] |
数据来源文献 |
[1]. Martins, J.G., EPA but not DHA appears to be responsible for the efficacy of omega-3 long chain polyunsaturated fatty acid supplementation in depression: evidence from a meta-analysis of randomized controlled trials. J Am Coll Nutr, 2009. 28(5): p. 525-42
[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. |
规格 |
50mg 100mg |
单位 |
瓶 |