Timnodonic acid

Colorless OilChEBI: An icosapentaenoic acid having five cis-double bonds at positions 5, 8, 11, 14 and 17.

Liquid

All-cis-5,8,11,14,17-icosapentaenoic acid is an icosapentaenoic acid having five cis-double bonds at positions 5, 8, 11, 14 and 17. It has a role as a nutraceutical, a micronutrient, an antineoplastic agent, an antidepressant, a Daphnia galeata metabolite, a mouse metabolite, an anticholesteremic drug and a fungal metabolite. It is an icosapentaenoic acid and an omega-3 fatty acid. It is a conjugate acid of an all-cis-5,8,11,14,17-icosapentaenoate.|Important polyunsaturated fatty acid found in fish oils. It serves as the precursor for the prostaglandin-3 and thromboxane-3 families. A diet rich in eicosapentaenoic acid lowers serum lipid concentration, reduces incidence of cardiovascular disorders, prevents platelet aggregation, and inhibits arachidonic acid conversion into the thromboxane-2 and prostaglandin-2 families.|Icosapent is the free fatty acid (FFA) form of eicosapentaenoic acid (EPA), a polyunsaturated long-chain fatty acid found in fish oil with a 20-carbon backbone and 5 double bonds, with potential supplementing, anti-inflammatory, anti-thrombotic, immunomodulating, anti-angiogenic and chemopreventive activities. Upon administration of icosapent, the free form of EPA is incorporated in cell membrane phospholipids and replaces arachidonic acid. This inhibits arachidonic acid conversion into thromboxanes and prostaglandin E2 (PGE2). Upon oral administration of icosapent, the EPA-FFA prevents and suppresses colonic neoplasia and reduces polyp formation and growth through as of yet not fully elucidated mechanisms.

Method 1: Use fish liver or crushed fish as raw material to process fish liver or crushed fish to obtain refined fish oil. After the refined fish oil is preconcentrated by urea inclusion, under the conditions of extraction pressure of 11-15MPa and extraction temperature of 35℃; distillation pressure of 11-15MPa and distillation temperature of 40-85℃, EPA ten DHA is purified to 90%, adopt two-step separation method, EPA purification to 67%, DHA purification to more than 90%. Fish oil fatty acid ethyl ester [Supercritical CO2 Extraction] → [Separate] EPA Method 2. Using herring scraps as raw materials and herring scraps as raw materials to prepare polyunsaturated fatty acids, the total content of EPA and DHA is 64.8%. Method three, using arachidonic acid as raw material, arachidonic acid as raw material, and desaturation to produce EPA. Arachidonic acid [desaturation]→EPA method 4. Supercritical multiple fluid precision distillation technology method 5. Light alkali hydrolysis method for fish oil extraction method 6. Potassium method for fish oil extraction result (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%.

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.

Molecular Weight:302.5
XLogP3:5.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:13
Exact Mass:302.224580195
Monoisotopic Mass:302.224580195
Topological Polar Surface Area:37.3
Heavy Atom Count:22
Complexity:398
Defined Bond Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes