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CAS 29774-12-7

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9(S)-Hydroperoxy-10(E),12(Z)-octadecadienoic acid

Description:
9(S)-Hydroperoxy-10(E),12(Z)-octadecadienoic acid, commonly referred to as 9-Hydroperoxy-10,12-octadecadienoic acid (9-HPODE), is a hydroperoxide derivative of linoleic acid. This compound is characterized by the presence of a hydroperoxy functional group (-OOH) at the 9th carbon position and double bonds at the 10th and 12th positions of the carbon chain. It is a colorless to pale yellow liquid and is soluble in organic solvents. 9-HPODE plays a significant role in lipid peroxidation processes and is involved in various biological activities, including signaling pathways in plants and animals. It can act as a precursor to other bioactive lipids and is studied for its potential implications in oxidative stress and inflammation. The compound is typically unstable and can decompose, leading to the formation of secondary products. Its reactivity and biological significance make it an important subject of research in fields such as biochemistry, nutrition, and pharmacology.
Formula:C18H32O4
InChI:InChI=1S/C18H32O4/c1-2-3-4-5-6-8-11-14-17(22-21)15-12-9-7-10-13-16-18(19)20/h6,8,11,14,17,21H,2-5,7,9-10,12-13,15-16H2,1H3,(H,19,20)/b8-6-,14-11+/t17-/m1/s1
InChI key:InChIKey=JGUNZIWGNMQSBM-UINYOVNOSA-N
SMILES:[C@H](CCCCCCCC(O)=O)(/C=C/C=C\CCCCC)OO
Synonyms:
  • 10,12-Octadecadienoic acid, 9-hydroperoxy-, (9S,10E,12Z)-
  • 10,12-Octadecadienoic acid, 9-hydroperoxy-, [S-(E,Z)]-
  • 9-D-Hydroperoxy-trans-10-cis-12-octadecadienoic acid
  • 10,12-Octadecadienoic acid, 9-hydroperoxy-, (E,Z)-(+)-
  • (9S,10E,12Z)-9-Hydroperoxy-10,12-octadecadienoic acid
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