14(S)-Hydroxy Docosahexaenoic Acid

Base Information

• Chemical Name: 14(S)-Hydroxy Docosahexaenoic Acid
• CAS No.: 119433-37-3
• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.494
• Mol file: 119433-37-3.mol

Synonyms:

Chemical Property of 14(S)-Hydroxy Docosahexaenoic Acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

14(S)-HydroxyDocosahexaenoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: 14(S)-HDHA is an oxygenation product formed by 12-lipoxygenase (12-LO) or 15-LO processing of docosahexaenoic acid (DHA; ). It is a precursor to the pro-resolving mediator maresin 1 and has been found in peritoneal exudates isolated from a mouse model of zymosan-induced peritonitis.
• Uses: 14(S)-Hydroxy Docosahexaenoic Acid is formed by human platelets. 14(S)-Hydroxy Docosahexaenoic Acid reacts with activated macrophages to form dihydroxy-containg products which posses potent antiinflammatory and proresolving activity. Docosahexaenoic acid (DHA; ) is a nutritionally-derived ω-3 fatty acid that is abundant in the brain and the retina and is thought to be important in early development and for therapeutic approaches to inflammatory disorders and cancer. 14(S)-HDHA is an oxygenation product of DHA that serves as a precursor to maresin 1 , an anti-inflammatory, pro-resolving mediator that prevents polymorphonuclear neutrophil (PMN) infiltration and stimulates macrophage phagocytosis. At doses as low as 0.2 ng/mouse 14(S)-HDHA administration resulted in reduced infiltration of PMNs into sites of inflammation.[Cayman Chemical]

Technology Process of 14(S)-Hydroxy Docosahexaenoic Acid

There total 4 articles about 14(S)-Hydroxy Docosahexaenoic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

14S-hydroperoxydocosa-4Z,7Z,10Z,12E,16Z,19Z-hexaenoic acid → (14S)-hydroxy-4Z,7Z,10Z,12E,16Z,19Z-docosahexaenoic acid (119433-37-3,87042-40-8)

Guidance literature:

With sodium tetrahydroborate;

Reference yield:

docosahexaenoic acid (6217-54-5) → (±)-(4Z,7Z,10Z,13Z,15E,19Z)-17-hydroxydocosa-4,7,10,13,15,19-hexaenoic acid (90780-52-2) + (14S)-hydroxy-4Z,7Z,10Z,12E,16Z,19Z-docosahexaenoic acid (119433-37-3,87042-40-8)

Guidance literature:

pH=7.45; Murine macrophages;

Reference yield:

docosahexaenoic acid → C22H32O3 (87042-40-8) + (14S)-hydroxy-4Z,7Z,10Z,12E,16Z,19Z-docosahexaenoic acid (119433-37-3,87042-40-8)

Guidance literature:

With human cytochrome P₄₅₀ enzyme mixture; Enzymatic reaction;

DOI:10.1016/j.chembiol.2014.06.010

upstream raw materials:

docosahexaenoic acid