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CAS 71774-10-2

:

12(S)-HPETE

Description:
12(S)-HPETE, or 12(S)-hydroperoxyeicosatetraenoic acid, is a hydroperoxy derivative of arachidonic acid, which is a polyunsaturated fatty acid. This compound is characterized by the presence of a hydroperoxy group (-OOH) at the 12th carbon position of the eicosatetraenoic acid chain. It plays a significant role in various biological processes, particularly in the context of inflammation and cell signaling. As a lipid mediator, 12(S)-HPETE is involved in the biosynthesis of other eicosanoids, including leukotrienes and prostaglandins, which are crucial for mediating inflammatory responses. The stereochemistry of the hydroperoxy group is important for its biological activity, influencing its interaction with enzymes and receptors. Additionally, 12(S)-HPETE can undergo further transformations, leading to the formation of other bioactive lipids. Its presence in biological systems is often associated with oxidative stress and various pathological conditions, making it a compound of interest in pharmacological and biochemical research.
Formula:C20H32O4
InChI:InChI=1/C20H32O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h7-11,13-14,17,19,23H,2-6,12,15-16,18H2,1H3,(H,21,22)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1
InChI key:InChIKey=ZIOZYRSDNLNNNJ-LQWMCKPYSA-N
SMILES:[C@@H](/C=C/C=C\C/C=C\CCCC(O)=O)(C/C=C\CCCCC)OO
Synonyms:
  • (5Z,8Z,10E,12S,14Z)-12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid
  • 12(S)-Hpete
  • 12(S)-Hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid
  • 5,8,10,14-Eicosatetraenoic acid, 12-hydroperoxy-, (5Z,8Z,10E,12S,14Z)-
  • 5,8,10,14-Eicosatetraenoic acid, 12-hydroperoxy-, [S-(E,Z,Z,Z)]-
  • 71774-10-2
  • (12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid
  • 12(S)-Hydroperoxy-eicosatetraenoic acid
  • (5Z,8Z,10Z,12S,14Z)-12-Hydroperoxy-5,8,10,14-icosatetraenoic acid
  • ZIOZYRSDNLNNNJ-LQWMCKPYSA-N
  • See more synonyms
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