E2011

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

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

• Synonim(y): EPA, Timnodonic acid
• Wzór liniowy: CH₃(CH₂CH=CH)₅(CH₂)₃CO₂H
• Numer CAS: 10417-94-4
• Masa cząsteczkowa: 302.45
• NACRES: NA.77
• PubChem Substance ID: 24894450
• UNSPSC Code: 12352211
• MDL number: MFCD00065716
• Beilstein/REAXYS Number: 1714433
• Assay: ≥99%
• Form: liquid

Właściwości

• Nazwa produktu: cis-5,8,11,14,17-Eicosapentaenoic acid, ≥99%
• biological source: fish oil
• Quality Segment: 200
• assay: ≥99%
• form: 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.)
• storage temp.: −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
• Gene Information: human ... ALOX5(240) ; mouse ... ALOX5(11689), Pparg(19016) ; rat ... ALOX5(25290)

Opis

General description

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.

Application

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

Biochem/physiol Actions

5-Lipoxygenase inhibitor; reduces thromboxane A₂ production.

Eicosapentaenoic acid (EPA) is essential for healthy living and alleviates obesity. It decreases the triglyceride levels by modulating very-low-density lipoprotein(VLDL) levels.

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Informacja o środkach bezpieczeństwa

• Klasa składowania: 10 - Combustible liquids
• wgk: WGK 3
• flash_point_f: 200.1 °F - closed cup
• flash_point_c: 93.4 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter