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CAS 33964-75-9

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13(S)-hydroperoxyoctadeca-9Z,11E-*dienoic acid

Description:
13(S)-hydroperoxyoctadeca-9Z,11E-dienoic acid, commonly referred to as 13-HPODE, is a hydroperoxide derivative of linoleic acid, which is a polyunsaturated fatty acid. This compound is characterized by the presence of a hydroperoxy group (-OOH) at the 13th carbon position of the fatty acid chain, which contributes to its reactivity and biological significance. 13-HPODE is known to play a role in various physiological processes, including inflammation and cell signaling. It can be formed through the oxidation of linoleic acid, particularly in the presence of reactive oxygen species. The compound is also involved in the formation of other bioactive lipids and can influence the synthesis of eicosanoids. Its structure includes two double bonds, which contribute to its unsaturated nature, making it susceptible to further oxidation. Due to its biological activity, 13-HPODE is of interest in research related to oxidative stress, lipid metabolism, and the pathophysiology of various diseases.
Formula:C18H32O4
InChI:InChI=1/C18H32O4/c1-2-3-11-14-17(22-21)15-12-9-7-5-4-6-8-10-13-16-18(19)20/h7,9,12,15,17,21H,2-6,8,10-11,13-14,16H2,1H3,(H,19,20)/b9-7-,15-12+/t17-/m0/s1
InChI key:InChIKey=JDSRHVWSAMTSSN-IRQZEAMPSA-N
SMILES:[C@@H](/C=C/C=C\CCCCCCCC(O)=O)(CCCCC)OO
Synonyms:
  • (13S,9Z,11E)-13-Hydroperoxy-9,11-octadecadienoic acid
  • (9Z,11E,13S)-13-Hydroperoxy-9,11-octadecadienoic acid
  • (9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoic acid
  • 13(S)-Hpode
  • 13(S)-Hydroperoxy-9Z,11E-octadecadienoic acid
  • 13(S)-Hydroperoxylinoleic acid
  • 13-<span class="text-smallcaps">L</span>-Hydroperoxy-9-cis,11-trans-octadecadienoic acid
  • 13-<span class="text-smallcaps">L</span>-Hydroperoxy-cis-9,trans-11-octadecadienoic acid
  • 13-<span class="text-smallcaps">L</span>-Hydroperoxylinoleic acid
  • 13-Hpod
  • See more synonyms
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