CAS 197508-62-6

14(15)-Epoxy-5Z,8Z,11Z-eicosatrienoic acid

Description:

14(15)-Epoxy-5Z,8Z,11Z-eicosatrienoic acid, identified by its CAS number 197508-62-6, is a bioactive lipid compound that belongs to the class of epoxy fatty acids. This substance is characterized by the presence of an epoxy group at the 14(15) position of a polyunsaturated fatty acid chain, specifically eicosatrienoic acid, which contains three double bonds in the Z configuration. The epoxy group contributes to its unique reactivity and biological activity, making it a subject of interest in various biochemical studies. This compound is known to play a role in cellular signaling and may influence inflammatory processes and vascular functions. Its structural features allow it to interact with specific receptors and enzymes, potentially leading to the modulation of physiological responses. As a naturally occurring compound, it can be found in certain biological systems, and its derivatives may have implications in health and disease, particularly in cardiovascular and metabolic contexts. Further research is ongoing to elucidate its full range of biological effects and therapeutic potential.

Formula: C₂₀H₃₂O₃

InChI: InChI=1/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,13-10-

InChI key: InChIKey=JBSCUHKPLGKXKH-ILYOTBPNNA-N

SMILES: C(/C=C\C/C=C\C/C=C\CCCC(O)=O)C1C(CCCCC)O1

Synonyms:

• 5,8,11-Tridecatrienoic acid, 13-(3-pentyloxiranyl)-, (5Z,8Z,11Z)-
• 5,8,11-Tridecatrienoic acid, 13-(3-pentyloxiranyl)-, (all-Z)-
• 5,8,11-Tridecatrienoic acid, 13-(3-pentyl-2-oxiranyl)-, (5Z,8Z,11Z)-
• 14,15-Epoxyeicosatrienoic acid
• (5Z,8Z,11Z)-13-(3-Pentyl-2-oxiranyl)-5,8,11-tridecatrienoic acid

(±)14(15)-EET

CAS: 197508-62-6

Formula: C₂₀H₃₂O₃

Molecular weight: 320.4663

Ref: IN-DA002AUX

(±)14(15)-EET

CAS: 197508-62-6

(±)14(15)-EET is a metabolite of arachidonic acid that is formed via epoxidation of arachidonic acid by cytochrome P450.[1],[2] It prevents increases in

Formula: C₂₀H₃₂O₃

Color and Shape: Solid

Molecular weight: 320.473

Ref: TM-T35463

14(15)-epoxy-5(Z),8(Z),11(Z)-eicosatrienoic acid

CAS: 197508-62-6

Formula: C20H32O3

Purity: >98%

Color and Shape: In solution, Ethanol

Molecular weight: 320.5

Ref: 48-12-2015

14,15-Epoxyeicosatrienoic Acid

Controlled Product

CAS: 197508-62-6

Applications Epoxyeicosatrienoic Acid (EET) has antihypertensive and anti-inflammatory properties and play a role in the maintenance of renal vascular function. N,​N'-​dicyclohexylurea (DCU) increased release of 14,15-EET when the cells were stimulated with a calcium ionophore.Also, it is derived from Arachidonic Acid >97% (A765000), which is an essential fatty acid and a precursor in the biosynthesis of prostaglandins, thromboxanes, and leukotrienes. Arachidonic Acid occurs in liver, brain, glandular organs, and depot fats of animals, in small amounts in human depot fats, and Arachidonic Acid is also a constituent of animal phosphatides.
References Zhao, X., et al.: J. Am. Soc. Nephrol., 15, 1244 (2004); Fang, X., et al.: J. Biol. Chem., 276, 14867 (2001); Kurosawa, T., et al.: J. Cell. Physiol., 219, 606 (2009); Mazalli, M., et al.: J. Agric. Food Chem., 57, 5028 (2009);

Formula: C₂₀H₃₂O₃

Color and Shape: Neat

Molecular weight: 320.466

Ref: TR-E589138