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CAS 70946-44-0

:

Methyl (5Z,8Z,11Z,13E,15S)-15-hydroxy-5,8,11,13-eicosatetraenoate

Description:
Methyl (5Z,8Z,11Z,13E,15S)-15-hydroxy-5,8,11,13-eicosatetraenoate, commonly known as methyl 15-hydroxyeicosatetraenoate (15-HETE), is a fatty acid derivative characterized by its long carbon chain and multiple double bonds, specifically four in total, which contribute to its unsaturated nature. This compound features a hydroxyl group at the 15th carbon position, which plays a crucial role in its biological activity. As a metabolite of arachidonic acid, 15-HETE is involved in various physiological processes, including inflammation and cell signaling. It is known to act as a signaling molecule in the body, influencing processes such as platelet aggregation and vascular function. The stereochemistry of the molecule, indicated by the specific Z and E configurations, affects its interaction with biological receptors. In terms of solubility, it is generally more soluble in organic solvents than in water due to its hydrophobic carbon chain. Overall, 15-HETE is significant in biochemistry and pharmacology, particularly in studies related to lipid metabolism and inflammatory responses.
Formula:C21H34O3
InChI:InChI=1S/C21H34O3/c1-3-4-14-17-20(22)18-15-12-10-8-6-5-7-9-11-13-16-19-21(23)24-2/h5-6,9-12,15,18,20,22H,3-4,7-8,13-14,16-17,19H2,1-2H3/b6-5-,11-9-,12-10-,18-15+/t20-/m0/s1
InChI key:InChIKey=ZGQAWLCSJFHXDF-QIOBGPQXSA-N
SMILES:[C@@H](/C=C/C=C\C/C=C\C/C=C\CCCC(OC)=O)(CCCCC)O
Synonyms:
  • 15-Hete methyl ester
  • 15-Hydroxy-5,8,11,13 eicosatetraenoic acid methyl ester
  • 5,8,11,13-Eicosatetraenoic acid, 15-hydroxy-, methyl ester, (5Z,8Z,11Z,13E,15S)-
  • 5,8,11,13-Eicosatetraenoic acid, 15-hydroxy-, methyl ester, (S,(E,Z,Z,Z))-
  • Methyl (5Z,8Z,11Z,13E,15S)-15-hydroxy-5,8,11,13-eicosatetraenoate
  • methyl (5E,8Z,11Z,13Z,15S)-15-hydroxyicosa-5,8,11,13-tetraenoate
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