E2011

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

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

• Sinónimos: EPA, Timnodonic acid
• Fórmula lineal: CH₃(CH₂CH=CH)₅(CH₂)₃CO₂H
• Número de CAS: 10417-94-4
• Peso molecular: 302.45
• Beilstein: 1714433
• Número MDL: MFCD00065716
• Código UNSPSC: 12352211
• ID de la sustancia en PubChem: 24894450
• NACRES: NA.77

Propiedades

• product name: cis-5,8,11,14,17-Eicosapentaenoic acid, ≥99%
• origen biológico: fish oil
• Análisis: ≥99%
• formulario: liquid
• índice de refracción: n20/D 1.4977 (lit.)
• mp: −54-−53 °C (lit.)
• solubilidad: methanol: 50 mg/mL, clear, colorless
• densidad: 0.943 g/mL at 25 °C (lit.)
• temp. de almacenamiento: −20°C
• cadena SMILES: 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-
• Clave InChI: JAZBEHYOTPTENJ-JLNKQSITSA-N
• Información sobre el gen: human ... ALOX5(240) ; mouse ... ALOX5(11689) , Pparg(19016) ; rat ... ALOX5(25290)

Descripción

Descripción general

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.

Aplicación

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

Acciones bioquímicas o fisiológicas

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

Inhibidor de 5-lipoxigenasa; reduce la producción de tromboxano A₂.

Información de seguridad

• Código de clase de almacenamiento: 10 - Combustible liquids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): 200.1 °F - closed cup
• Punto de inflamabilidad (°C): 93.4 °C - closed cup
• Equipo de protección personal: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter