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CAS 27415-25-4

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8-Isoprostaglandin E2

Description:
8-Isoprostaglandin E2, also known as 8-iso-PGE2, is a bioactive lipid compound that is a derivative of prostaglandin E2 (PGE2). It is characterized by the presence of an isoprostane structure, which arises from the non-enzymatic oxidation of arachidonic acid, a polyunsaturated fatty acid. This compound is known for its role in various physiological processes, including inflammation and vascular function. 8-Isoprostaglandin E2 exhibits potent biological activity, influencing cellular signaling pathways and modulating the immune response. It is often studied in the context of oxidative stress and its implications in various diseases, including cardiovascular disorders and cancer. The compound is typically analyzed using advanced techniques such as mass spectrometry and chromatography due to its complex structure and the need for precise quantification in biological samples. Its stability and reactivity can vary depending on environmental conditions, making careful handling and storage essential for accurate research outcomes.
Formula:C20H32O5
InChI:InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16-,17+,19+/m0/s1
InChI key:InChIKey=XEYBRNLFEZDVAW-CLQOMRTCSA-N
SMILES:C(/C=C\CCCC(O)=O)[C@H]1[C@@H](/C=C/[C@H](CCCCC)O)[C@H](O)CC1=O
Synonyms:
  • 8-Iso-PGE2
  • 8-Isoprostaglandin E2
  • (5Z,8β,11α,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-oic acid
  • Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,8β,11α,13E,15S)-
  • 5-Heptenoic acid, 7-[3-hydroxy-2-(3-hydroxy-1-octenyl)-5-oxocyclopentyl]-, stereoisomer
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