Name | EPA |
Synonyms | EPA TIMNODONIC ACID TIMNODONIC ACID(EPA) EICOSAPENTAENOIC CID EICOSAPENTAENOIC ACID CIS-5,8,11,14,17-EICOSAPENTAENOIC ACID EICOSA-5Z,8Z,11Z,14Z,17Z-PENTAENOIC ACID (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid |
CAS | 10417-94-4 |
InChI | InChI=1/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- |
InChIKey | RRGOKSYVAZDNKR-ARJAWSKDSA-N |
Molecular Formula | C20H30O2 |
Molar Mass | 302.45 |
Density | 0.943g/mLat 25°C(lit.) |
Melting Point | −54-−53°C(lit.) |
Boling Point | 439℃ |
Specific Rotation(α) | n20/D 1.4977 (lit.) |
Flash Point | 93°C |
Solubility | methanol: 50 mg/mL |
Vapor Presure | 6.04E-09mmHg at 25°C |
Appearance | Colorless to yellowish liquid |
Color | Colorless to pale yellow |
Merck | 14,3531 |
BRN | 1714433 |
pKa | 4.75±0.10(Predicted) |
Storage Condition | -20°C |
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 |
Sensitive | Air & Light Sensitive |
Refractive Index | n20/D 1.4977(lit.) |
MDL | MFCD00065716 |
Physical and Chemical Properties | Storage Conditions:? 20℃ WGK Germany:3 |
Hazard Symbols | C - Corrosive |
Risk Codes | 34 - Causes burns |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
UN IDs | UN 3265 8/PG 3 |
WGK Germany | 3 |
FLUKA BRAND F CODES | 8-10-23 |
HS Code | 29161900 |
Hazard Class | 8 |
Reference Show more | 1. Si Li Gu Leng, Li Tianzhu, Hao Dandan, Bai Chunying, Zhang Fengning, Rui Yun. Effect of eicosapentaenoic acid on free fatty acids in insulin resistance model rats [J]. Journal of Chifeng University (Natural Science Edition),2020,36(09):55-57. 2. Zhang, Xiaoyong, et al. "Comparative metabolomics analysis of cervicitis in human patients and a phenol mucilage-induced rat model using liquid chromatography tandem mass spectrometry." Frontiers in pharmacology 9 (2018): 282.https://doi.org/10.3389/fphar. 3. [IF = 5.81] Zhang Xiaoyong et al. "Comparative Metabolomics Analysis of Cervicitis in Human Patients and a Phenol Mucilage-Induced Rat Model Using Liquid Chromatography Tandem Mass Spectrometry." Front Pharmacol. 2018 Apr;0:282 |
overview | eicosapentaenoic acid (EPA) belongs to omega -3 series of polyunsaturated fatty acids and is an important nutrient that the human body cannot synthesize but is indispensable. If you eat vegetable oil for a long time and do not take in the necessary EPA, it will lead to thrombosis, myocardial infarction and other cardiovascular and cerebrovascular diseases. |
pharmacological effects | eicosapentaenoic acid (EPA) has the following pharmacological effects: 1) platelet aggregation inhibition (thrombolytic effect);2) Blood neutral fat reduction; 3) Blood very low density lipoprotein ["VLDL"]-cholesterol and low density lipoprotein ["LDL"]-cholesterol lowering effect and blood high density lipoprotein ["HDL"]-cholesterol (anti-arteriosclerosis effect) raising effect; 4) blood viscosity lowering effect; 5) blood pressure lowering effect; 6) anti-inflammatory effect; and 7) anti-tumor effect. |
use | eicosapentaenoic acid has the effects of lowering blood lipid, blood pressure and blood sugar, preventing and improving arteriosclerosis and preventing hypertension. However, in the application of prevention and treatment of cardiovascular diseases, side effects such as gastrointestinal discomfort, pulmonary embolism, skin reaction and agranulocytosis may occur. Important polyunsaturated fatty acid of the marine food chain that services 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 holmium ethyl end'of the molecule. Antilipemic./td>/tr> |
production method | method 1. treating fish liver or crushed fish with fish liver or crushed fish as raw material to obtain refined fish oil. After the refined fish oil is pre-concentrated by urea inclusion, the extraction pressure is 11-15MPa and the extraction temperature is 35 ℃. Under the conditions of distillation pressure of 11-15MPa and distillation temperature of 40-85 ℃, EPA 10 DHA is purified to 90%, and a two-step separation method is adopted. EPA is purified to 67% and DHA is purified to above 90%. Fish oil fatty acid ethyl ester [supercritical CO2 extraction] → [separation] EPA method 2. using herring leftovers as raw materials and herring leftovers as raw materials to produce polyunsaturated fatty acids, in which the total content of EPA and DHA is 64.8%. Methods 3. using arachidonic acid as raw material and arachidonic acid as raw material, EPA was prepared by desaturation. Arachidonic acid [desaturation] → EPA method 4. supercritical multi-fluid precision rectification technology method 5. light alkaline hydrolysis method 6. potassium method extraction of fish oil results (n = 3): fish oil extraction rate is 24.4%; Acid value is 2.58; Iodine value is 309; Saponification value is 178.7; Peroxide value is 0.070%;EPA content is 15.05%. |