E2011

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

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

• Sinonimo/i: EPA, Timnodonic acid
• Formula condensata: CH₃(CH₂CH=CH)₅(CH₂)₃CO₂H
• Numero CAS: 10417-94-4
• Peso molecolare: 302.45
• Beilstein: 1714433
• Numero MDL: MFCD00065716
• Codice UNSPSC: 12352211
• ID PubChem: 24894450
• NACRES: NA.77

Proprietà

• product name: cis-5,8,11,14,17-Eicosapentaenoic acid, ≥99%
• Origine biologica: fish oil
• Livello qualitativo: 200
• Saggio: ≥99%
• Forma fisica: liquid
• Indice di rifrazione: n20/D 1.4977 (lit.)
• Punto di fusione: −54-−53 °C (lit.)
• Solubilità: methanol: 50 mg/mL, clear, colorless
• Densità: 0.943 g/mL at 25 °C (lit.)
• Temperatura di conservazione: −20°C
• Stringa SMILE: 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-; JAZBEHYOTPTENJ-JLNKQSITSA-N
• Informazioni sul gene: human ... ALOX5(240) ; mouse ... ALOX5(11689) , Pparg(19016) ; rat ... ALOX5(25290)

Descrizione

Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

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.

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 10 - Combustible liquids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): 200.1 °F - closed cup
• Punto d’infiammabilità (°C): 93.4 °C - closed cup
• Dispositivi di protezione individuale: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter