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CAS 82337-46-0

:

12(R)-HETE

Description:
12(R)-HETE, or 12-hydroxyeicosatetraenoic acid, is a bioactive lipid belonging to the family of eicosanoids, which are derived from arachidonic acid. This compound is characterized by its hydroxyl group at the 12th carbon position of the eicosatetraenoic acid backbone, specifically in the R configuration. It plays a significant role in various physiological processes, including inflammation, cell signaling, and vascular function. 12(R)-HETE is known to act as a signaling molecule, influencing cellular responses such as proliferation and migration, particularly in immune and endothelial cells. Its production is often associated with the activity of lipoxygenases, enzymes that catalyze the oxidation of polyunsaturated fatty acids. Additionally, 12(R)-HETE has been studied for its potential implications in various pathological conditions, including cancer and cardiovascular diseases. As a relatively specific metabolite, it serves as a valuable biomarker in research related to lipid metabolism and inflammatory responses.
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-/m1/s1
InChI key:InChIKey=ZNHVWPKMFKADKW-ZYBDYUKJSA-N
SMILES:C(\[C@@H](C/C=C\CCCCC)O)=C/C=C\C/C=C\CCCC(O)=O
Synonyms:
  • 12(R)-HETE
  • (5Z,8Z,10E,12R,14Z)-12-Hydroxy-5,8,10,14-eicosatetraenoic acid
  • 5,8,10,14-Eicosatetraenoic acid, 12-hydroxy-, [R-(E,Z,Z,Z)]-
  • 12-HETE
  • 5,8,10,14-Eicosatetraenoic acid, 12-hydroxy-, (5Z,8Z,10E,12R,14Z)-
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