Arachidonic acid 5-hydroperoxide
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Preferred IUPAC name (5S,6E,8Z,11Z,14Z)-5-Hydroperoxyicosa-6,8,11,14-tetraenoic acid | |
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MeSH | Arachidonic+acid+5-hydroperoxide |
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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). Y verify (what is YN ?) 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]
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Prostaglandins (PG) |
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Eoxins |
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- Lipoxins (LX) (A4, B4)
- Virodhamine
- bronchoconstriction
- PGD2
- TXA2
- LTC4
- LTD4
- LTE4
- vasoconstriction
- PGF2α
- TXA2
- TXB2
- vasodilation
- PGE2
- PGI2
- LTC4
- LTD4
- LTE4
- platelets: induce
- TXA2
- inhibit
- PGD2
- PGI2
- leukocytes: induce
- TXA2
- LTB4
- inhibit
- PGD2
- PGE2
- fever stimulation:
- PGE2
- labor stimulation:
- PGE2 (Dinoprostone)
- PGF2α (Dinoprost)
References
- ^ 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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