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CAS 70608-72-9

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5-Hydroxyeicosatetraenoic acid

Description:
5-Hydroxyeicosatetraenoic acid (5-HETE) is a bioactive lipid derived from arachidonic acid, a polyunsaturated fatty acid. It is classified as a hydroxyeicosanoid, which plays a significant role in various physiological processes, including inflammation and immune response. 5-HETE is produced through the action of lipoxygenase enzymes, specifically 5-lipoxygenase, which catalyzes the conversion of arachidonic acid into this hydroxylated derivative. The compound is known to interact with specific receptors, influencing cellular signaling pathways and contributing to the regulation of vascular tone, platelet aggregation, and leukocyte migration. Additionally, 5-HETE is involved in the modulation of pain and inflammatory responses, making it a subject of interest in pharmacological research. Its presence in biological systems is often associated with various pathological conditions, including cardiovascular diseases and inflammatory disorders. As a chemical entity, 5-HETE is characterized by its molecular structure, which includes a long hydrocarbon chain with multiple double bonds and a hydroxyl group, contributing to its reactivity and biological activity.
Formula:C20H32O3
InChI:InChI=1/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16,19,21H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1
InChI key:InChIKey=KGIJOOYOSFUGPC-JGKLHWIESA-N
SMILES:[C@@H](/C=C/C=C\C/C=C\C/C=C\CCCCC)(CCCC(O)=O)O
Synonyms:
  • (+)-5-Hydroxyeicosatetraenoic Acid
  • (5S,6E,8Z,11Z,14Z)-5-Hydroxy-6,8,11,14-eicosatetraenoic acid
  • (5S,6E,8Z,11Z,14Z)-5-hydroxyicosa-6,8,11,14-tetraenoic acid
  • 5(S)-Hete
  • 5(S)-Hydroxy-6-trans-8,11,14-cis-eicosatetraenoic acid
  • 5(S)-Hydroxyeicosatetraenoic acid
  • 5-<span class="text-smallcaps">L</span>-Hydroxy-6,8,11,14-eicosatetraenoic acid
  • 5-Hete
  • 5-Hydroxy-6,8,11,14-eicosatetraenoic acid
  • 5S-Hydroxy-6,8,11,14-(E,Z,Z,Z)-eicosatetraenoic acid
  • See more synonyms
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