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| Product Name: | EPA | | Synonyms: | TIMNODONIC ACID;TIMNODONIC ACID(EPA);C20:5 (ALL CIS-5,8,11,14,17) ACID;C20:5 OMEGA-3;CIS-5,8,11,14,17-EICOSAPENTAENOIC ACID;EICOSA-5Z,8Z,11Z,14Z,17Z-PENTAENOIC ACID;EICOSAPENTAENOIC CID;EICOSAPENTAENOIC ACID | | CAS: | 10417-94-4 | | MF: | C20H30O2 | | MW: | 302.45 | | EINECS: | | | Product Categories: | Mixed Fatty Acids;Biochemistry;Higher Fatty Acids & Higher Alcohols;Unsaturated Higher Fatty Acids;Fatty Acid Derivatives & Lipids;Glycerols | | Mol File: | 10417-94-4.mol |  |
| Melting point | −54-−53 °C(lit.) | | Boiling point | 439℃ | | density | 0.943 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.4977(lit.) | | Fp | 93 °C | | storage temp. | -20°C | | solubility | Soluble in methanol | | form | liquid | | pka | 4.75±0.10(Predicted) | | color | Colorless to pale yellow | | Sensitive | Air & Light Sensitive | | Merck | 14,3531 | | BRN | 1714433 | | Stability: | Stable for 1 year as supplied (unopened). After opening, EPA must be stored under inert gas at -80°C. Solutions in DMSO or ethanol should also be stored under inert gas and may be kept at -80°C for up to 2 months. | | InChIKey | RRGOKSYVAZDNKR-ARJAWSKDSA-N | | LogP | 6.232 (est) |
| Hazard Codes | C | | Risk Statements | 34 | | Safety Statements | 26-36/37/39-45 | | RIDADR | UN 3265 8/PG 3 | | WGK Germany | 3 | | F | 8-10-23 | | HazardClass | 8 | | HS Code | 29161900 |
| Description | EPA is an ω-3 fatty acid abundantly available in marine organisms. It is oxygenated by COX-1 and COX-2 at rates of about 5% and 30%, respectively, compared to arachidonic acid. EPA has been shown to offer protection against coronary heart disease, thrombosis, ischemic brain injury, scaly dermatitis, and some inflammatory diseases. | | Chemical Properties | Colorless Oil | | Uses | Important polyunsaturated fatty acid of the marine food chain that serves as a precursor for the prostaglandin-3 and thromboxane-3 families. It differs from arachidonic acid (the eicosatetraenoic acid that is a precursor for the prostaglandin and thromboxane-2 families) by the extra double bond between the third and fourth carbons from the “methyl end” of the molecule. Antilipemic. | | Uses | cis-5,8,11,14,17-Eicosapentaenoic acid has been used an analytical standard for the synthesis followed by investigation of pharmacological properties of aconitine-derived lipo-alkaloids. | | Uses | 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
| | Definition | ChEBI: An icosapentaenoic acid having five cis-double bonds at positions 5, 8, 11, 14 and 17. | | Brand name | Decabid (Lilly). | | General Description | Eicosapentaenoic acid (cis-5,8,11,14,17), also known as EPA, is a long-chain omega-3 fatty acid. Studies suggests that EPA as well as other fatty acids can serve as biomarkers for cardiovascular disease, and nutritional and metabolic disorders. This certified solution standard is suitable for use as starting material in the preparation of linearity standards, calibrators, or controls in mass spectrometry-based EPA testing applications such as assessment of cardiovascular?disease risk and fatty acid deficiency, and detection and quantification of EPA in nutraceuticals and dietary supplements. | | Biochem/physiol Actions | 5-Lipoxygenase inhibitor; reduces thromboxane A2 production. | | References | 1) Lee et al. (1985), Effect of dietary enrichment with eicosapentaenoic and docosahexaenoic acids on in vitro neutrophil and monocyte leukotriene generation and neutrophil function; N. Engl. J. Med., 312 1217
2) Nicholson et al. (2013), The role of marine n-3 fatty acids in improving cardiovascular health: a review; Food Funct., 4 357 |
| | EPA Preparation Products And Raw materials |
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