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CAS 54397-83-0

:

12S-Hydroxy-5,8,10,14-(Z,Z,E,Z)-eicosatetraenoic acid

Description:
12S-Hydroxy-5,8,10,14-(Z,Z,E,Z)-eicosatetraenoic acid, commonly referred to as 12-HETE, is a hydroxy fatty acid derived from arachidonic acid through the action of lipoxygenase enzymes. This compound is characterized by its long carbon chain, consisting of 20 carbon atoms and multiple double bonds, which contribute to its reactivity and biological activity. The presence of a hydroxyl group at the 12th carbon position enhances its solubility in polar solvents and plays a crucial role in its interaction with biological membranes. 12-HETE is involved in various physiological processes, including inflammation, cell signaling, and the regulation of vascular tone. It acts as a signaling molecule in the immune response and has been implicated in the pathophysiology of several diseases, including cancer and cardiovascular disorders. Its stereochemistry, particularly the configuration of the double bonds, is essential for its biological function, influencing how it interacts with receptors and enzymes in the body. Overall, 12-HETE is a significant bioactive lipid with diverse roles in human health and disease.
Formula:C20H32O3
InChI:InChI=1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1
InChI key:InChIKey=ZNHVWPKMFKADKW-LQWMCKPYSA-N
SMILES:C(\[C@H](C/C=C\CCCCC)O)=C/C=C\C/C=C\CCCC(O)=O
Synonyms:
  • (12S,5Z,8Z,10E,14Z)-12-Hydroxyeicosatetraenoic acid
  • (5Z,8Z,10E,12S,14Z)-12-Hydroxy-5,8,10,14-eicosatetraenoic acid
  • (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid
  • 12(S)-Hete
  • 12(S)-Hydroxy-5(Z),8(Z),10(E),14(Z)-eicosatetraenoic acid
  • 12(S)-Hydroxy-5,8,14-cis-10-trans-eicosatetraenoic acid
  • 12-<span class="text-smallcaps">L</span>-Hydroxy-5,8,10,14-eicosatetraenoic acid
  • 12-Hete
  • 12-Hydroxy-5,8,10,14-eicosatetraenoic acid
  • 12-Hydroxyeicosatetraenoic acid
  • See more synonyms
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