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Merck
모든 사진(2)

주요 문서

E2011

Sigma-Aldrich

cis-5,8,11,14,17-Eicosapentaenoic acid

from fish oil, ≥99% (GC), liquid, 5-Lipoxygenase inhibitor

동의어(들):

EPA, Timnodonic acid

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About This Item

Linear Formula:
CH3(CH2CH=CH)5(CH2)3CO2H
CAS Number:
Molecular Weight:
302.45
Beilstein:
1714433
MDL number:
UNSPSC 코드:
12352211
PubChem Substance ID:
NACRES:
NA.77

product name

cis-5,8,11,14,17-Eicosapentaenoic acid, ≥99%

생물학적 소스

fish oil

Quality Level

분석

≥99%

형태

liquid

refractive index

n20/D 1.4977 (lit.)

mp

−54-−53 °C (lit.)

solubility

methanol: 50 mg/mL, clear, colorless

density

0.943 g/mL at 25 °C (lit.)

저장 온도

−20°C

SMILES string

CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O

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-

InChI key

JAZBEHYOTPTENJ-JLNKQSITSA-N

유전자 정보

유사한 제품을 찾으십니까? 방문 제품 비교 안내

일반 설명

Eicosapentaenoic acid is a polyunsaturated fatty acid (PUFAs) and is synthesized from linolenic acid. It is distributed in phospholipid bilayers of the cell membrane, synaptic membranes of the brain and retina. It is obtained majorly from fish oil, seaweed, phytoplankton, and camelina. Being an Omega-3 fatty acid, it shows cis-trans conformations.

애플리케이션

cis-5,8,11,14,17-Eicosapentaenoic acid has been used:
  • to test pharmacologic effect on steatosis in hepatocytes
  • as an analytical standard in Raman spectra measurements to characterize human breast cancer samples
  • in lipid peroxidation assay in mouse embryonic fibroblasts and in pre-treatment of cells for cell viability studies

생화학적/생리학적 작용

Eicosapentaenoic acid (EPA) is essential for healthy living and alleviates obesity. It decreases the triglyceride levels by modulating very-low-density lipoprotein(VLDL) levels.
5-Lipoxygenase inhibitor; reduces thromboxane A2 production.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

200.1 °F - closed cup

Flash Point (°C)

93.4 °C - closed cup

개인 보호 장비

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


시험 성적서(COA)

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Che-Hsin Lee et al.
International journal of molecular sciences, 15(6), 10334-10349 (2014-06-12)
Recent studies have shown that free fatty acids are associated with chronic inflammation, which may be involved in vascular injury. The intake of eicosapentaenoic acid (EPA) can decrease cardiovascular disease risks, but the protective mechanisms of EPA on endothelial cells
Nutrition and traumatic brain injury: improving acute and subacute health outcomes in military personnel (2011)
Docosahexaenoic acid enhances methylmercury-induced endoplasmic reticulum stress and cell death and eicosapentaenoic acid potentially attenuates these effects in mouse embryonic fibroblasts
Takanezawa Y, et al.
Toxicology Letters, 306(15), 35-42 (2019)
Omega-3 fatty acids eicosapentaenoic acid and docosahexaenoic acid and their mechanisms of action on apolipoprotein B-containing lipoproteins in humans: a review
Oscarsson J and Hurt-Camejo E
Lipids in Health and Disease, 16(1), 149-149 (2017)
Effect of eicosapentaenoic acid and docosahexaenoic acid on myogenesis and mitochondrial biosynthesis during murine skeletal muscle cell differentiation
Hsueh TY, et al.
Frontiers in nutrition, 5, 15-15 (2018)

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