CAS 81276-02-0

11,12-Epoxyeicosatrienoic acid

Description:

11,12-Epoxyeicosatrienoic acid (11,12-EET) is a bioactive lipid derived from arachidonic acid, characterized by its epoxy group at the 11 and 12 positions of the eicosatrienoic acid backbone. This compound is part of the epoxyeicosatrienoic acids (EETs) family, which are known for their role in various physiological processes, including vasodilation, inflammation, and cellular signaling. 11,12-EET exhibits potent biological activities, influencing cardiovascular function and having implications in renal and neurological health. It is synthesized through the action of cytochrome P450 enzymes, particularly CYP2C and CYP2J families. The compound is soluble in organic solvents and has a relatively short half-life in biological systems, which limits its long-term effects. Its actions are mediated through specific receptors and pathways, making it a subject of interest in pharmacological research, particularly for its potential therapeutic applications in cardiovascular diseases and other conditions related to endothelial function. Overall, 11,12-EET is a significant mediator in the complex network of lipid signaling within the body.

Formula: C₂₀H₃₂O₃

InChI: InChI=1S/C20H32O3/c1-2-3-4-5-9-12-15-18-19(23-18)16-13-10-7-6-8-11-14-17-20(21)22/h6,8-10,12-13,18-19H,2-5,7,11,14-17H2,1H3,(H,21,22)

InChI key: InChIKey=DXOYQVHGIODESM-UHFFFAOYSA-N

SMILES: C(C=CCC=CCCCC(O)=O)C1C(CC=CCCCCC)O1

Synonyms:

• 11,12-Epoxyeicosatrienoic acid
• 5,8-Decadienoic acid, 10-[3-(2-octenyl)oxiranyl]-
• 10-[3-(2-Octen-1-yl)-2-oxiranyl]-5,8-decadienoic acid
• 11,12-Epoxyeicosa-5,8,14-trienoic acid
• 5,8-Decadienoic acid, 10-[3-(2-octen-1-yl)-2-oxiranyl]-