77667-09-5

Usage

Uses

Used in Pharmaceutical Industry:
(5Z,8Z,11Z)-14,15-dihydroxyicosa-5,8,11-trienoic acid is used as a therapeutic agent for its anti-inflammatory and vasodilatory properties. It helps in modulating the production of eicosanoids, which are involved in various physiological processes, including inflammation and blood pressure regulation.
Used in Research Applications:
In the field of scientific research, (5Z,8Z,11Z)-14,15-dihydroxyicosa-5,8,11-trienoic acid is used as a biochemical marker for studying the metabolism of arachidonic acid and its role in various diseases. It can also be used as a research tool to investigate the mechanisms underlying the production and actions of eicosanoids.
Used in Drug Development:
(5Z,8Z,11Z)-14,15-dihydroxyicosa-5,8,11-trienoic acid serves as a potential lead compound for the development of new drugs targeting inflammatory and cardiovascular diseases. Its unique structural features and biological activities make it an attractive candidate for the design and synthesis of novel therapeutic agents.
Used in Nutritional Supplements:
Due to its potential health benefits, (5Z,8Z,11Z)-14,15-dihydroxyicosa-5,8,11-trienoic acid may be used as an ingredient in nutritional supplements, particularly those aimed at promoting cardiovascular health and reducing inflammation.
Used in Cosmetics Industry:
(5Z,8Z,11Z)-14,15-dihydroxyicosa-5,8,11-trienoic acid could be utilized in the development of cosmetic products, such as anti-aging creams and lotions, due to its potential anti-inflammatory and skin-protective properties.

InChI:InChI=1/C20H32O4/c1-2-3-12-15-18(21)19(22)16-13-10-8-6-4-5-7-9-11-14-17-20(23)24/h4,6-10,13,16,18-19,21-22H,2-3,5,11-12,14-15,17H2,1H3,(H,23,24)/b6-4+,9-7+,10-8+,16-13+

Upstream product

• 53210-14-3 n-pentyl trimethylsilylethynyl ketone 
• 66-25-1 hexanal 
• 128899-38-7 (S )-1-(trimethylsilyl)oct -1-yn-3-ol 
• 69498-66-4 1-trimethylsilyloct-1-yn-3-ol 
• 85924-41-0 [(3Z)-8-methoxy-8-oxo-3-octen-1-yl]triphenylphosphonium bromide 
• 85924-40-9 (Z)-8-bromooct-5-enoic acid methyl ester 
• 83606-22-8 (Z)-8-hydroxyoct-5-enoic acid methyl ester 
• 17814-85-6 (4-carboxybutyl)triphenylphosphonium bromide 
• 89461-83-6 methyl 13(R),14(R)-epoxy-15(S)-hydroxyeicosa-5(Z),8(Z),11(Z)-trienoate 
• 77026-90-5 methyl 15(S)-hydroperoxy-5(Z),8(Z),11(Z),13(E)-eicosatetraenoate 
• 98718-84-4 (5Z,8Z,11Z)-12-[(2R,3R)-3-((S)-1-Hydroxy-hexyl)-oxiranyl]-dodeca-5,8,11-trienoic acid 
• 120293-89-2 (S)-(E)-(+)-1-(Trimethylsilyl)-1-octen-3-ol 

Relevant academic research and scientific papers

ON THE SYNTHESIS AND STRUCTURE OF LIPOXIN B

A synthesis of lipoxin B, a recently discovered biologically active eicosanoid, and the assignment of stereoformula 2 is reported.

Stereoselective ozonolysis of TMS-substituted allylic alcohol derivatives and synthesis of 14R,15 S - And 14 S,15 S-diHETE

Ozonolysis of TMS-substituted olefins produces α-carbonyl TMS peroxides without cleavage of the CC bond. Herein, stereochemistry in the ozonolysis was studied using silyl derivatives of (E)- and (Z)-(1-TMS)alk-1-en-3-ols. The (E)-isomers afforded the anti-3-siloxy-2-(TMS-oxy)aldehydes as the major stereoisomer (anti/syn = 3-9:1) after reductive work-up with Ph3P. In contrast, Z-olefins selectively gave the syn isomers with syn/anti ratios of 4-19:1. Facial selection was speculated based on the Cieplak effect. This ozonolysis was successfully applied for the synthesis of 14R,15S- and 14S,15S-diHETEs (anti and syn isomers, respectively) in enantioenriched forms.