cis-5,8,11,14,17-Eicosapentaenoic acid
SIGMA/E2011 - ≥99%
Synonym: EPA; Timnodonic acid
CAS Number: 10417-94-4
Empirical Formula (Hill Notation): C20H30O2
Molecular Weight: 302.45
MDL Number: MFCD00065716
Linear Formula: CH3(CH2CH=CH)5(CH2)3CO2H
Product Type: Chemical
| assay | ≥99% |
| biological source | fish oil |
| density | 0.943 g/mL at 25 °C (lit.) |
| form | liquid |
| InChI | 1S/C20H30O2/c1-2-3-4-5-6- |
| InChI key | JAZBEHYOTPTENJ-JLNKQSITSA |
| mp | −54-−53 °C (lit.) |
| Quality Level | 200 ![]() |
| refractive index | n |
| SMILES string | CC/C=CC/C=CC/C=CC/C=C |
| solubility | methanol: 50 mg/mL, clear, colorless |
| storage temp. | −20°C |
| Application: | cis-5,8,11,14,17-Eicosape • 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. |
| Biochem/physiol Actions: | Eicosapentaenoic acid (EPA) is essential for healthy living and alleviates obesity. It decreases the triglyceride levels by modulating very-low-density lipoprotein(VLDL) levels. |
| 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. |
| Packaging: | 10, 25, 50, 100 mg in ampule |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | 200.1 °F - closed cup |
| Flash Point(C) | 93.4 °C - closed cup |
| Purity | ≥99% |
| mp | −54-−53 °C (lit.) |
| Density | 0.943 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| Storage Temp. | −20°C |
| UNSPSC | 12352211 |

