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1 References  













Arachidonic acid 5-hydroperoxide






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From Wikipedia, the free encyclopedia
  
(Redirected from 5-hydroperoxyeicosatetraenoic acid)
Arachidonic acid 5-hydroperoxide
Names
Preferred IUPAC name

(5S,6E,8Z,11Z,14Z)-5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid

Identifiers

CAS Number

3D model (JSmol)
ChemSpider

IUPHAR/BPS
MeSH Arachidonic+acid+5-hydroperoxide

PubChem CID

CompTox Dashboard (EPA)

  • InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+ checkY

    Key: JNUUNUQHXIOFDA-XTDASVJISA-N checkY

  • InChI=1/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+

    Key: JNUUNUQHXIOFDA-XTDASVJIBO

  • O=C(O)CCC[C@H](OO)/C=C/C=C\C\C=C/C\C=C/CCCCC

Properties

Chemical formula

 C20H32O4
Molar mass 336.466 g/mol

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

checkY verify (what is checkY☒N ?)

Infobox references

Arachidonic acid 5-hydroperoxide (5-hydroperoxyeicosatetraenoic acid, 5-HPETE) is an intermediate in the metabolism of arachidonic acid by the ALOX5 enzyme in humans or Alox5 enzyme in other mammals. The intermediate is then further metabolized to: a) leukotriene A4 which is then metabolized to the chemotactic factor for leukocytes, leukotriene B4, or to contractors of lung airways, leukotriene C4, leukotriene D4, and leukotriene E4; b) the leukocyte chemotactic factors, 5-hydroxyicosatetraenoic acid and 5-oxo-eicosatetraenoic acid; or c) the specialized pro-resolving mediators of inflammation, lipoxin A4 and lipoxin B4.[1][2]

Eicosanoid synthesis

References[edit]

  1. ^ Haeggström JZ, Funk CD (2011). "Lipoxygenase and leukotriene pathways: biochemistry, biology, and roles in disease". Chemical Reviews. 111 (10): 5866–98. doi:10.1021/cr200246d. PMID 21936577.
  • ^ Romano M, Cianci E, Simiele F, Recchiuti A (2015). "Lipoxins and aspirin-triggered lipoxins in resolution of inflammation". European Journal of Pharmacology. 760: 49–63. doi:10.1016/j.ejphar.2015.03.083. PMID 25895638.


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    • Retrieved from "https://en.wikipedia.org/w/index.php?title=Arachidonic_acid_5-hydroperoxide&oldid=1216768735"
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