KEGG   PATHWAY: ko00590
Entry
ko00590                     Pathway                                
Name
Arachidonic acid metabolism
Class
Metabolism; Lipid metabolism
Pathway map
ko00590  Arachidonic acid metabolism
ko00590

Drug
D03410  Carprofen (USP/INN)
Other DBs
GO: 0019369
Orthology
K01047  secretory phospholipase A2 [EC:3.1.1.4]
K16342  cytosolic phospholipase A2 [EC:3.1.1.4]
K16343  calcium-independent phospholipase A2 [EC:3.1.1.4]
K14621  phospholipase B1, membrane-associated [EC:3.1.1.4 3.1.1.5]
K14674  TAG lipase / steryl ester hydrolase / phospholipase A2 / LPA acyltransferase [EC:3.1.1.3 3.1.1.13 3.1.1.4 2.3.1.51]
K16817  HRAS-like suppressor 3 [EC:3.1.1.32 3.1.1.4]
K01058  phospholipase A1/A2 [EC:3.1.1.32 3.1.1.4]
K00509  prostaglandin-endoperoxide synthase 1 [EC:1.14.99.1]
K11987  prostaglandin-endoperoxide synthase 2 [EC:1.14.99.1]
K15729  microsomal prostaglandin-E synthase 1 [EC:5.3.99.3]
K05309  microsomal prostaglandin-E synthase 2 [EC:5.3.99.3]
K15730  cytosolic prostaglandin-E synthase [EC:5.3.99.3]
K00079  carbonyl reductase 1 [EC:1.1.1.184 1.1.1.189 1.1.1.197]
K00081  carbonyl reductase 2 [EC:1.1.1.184]
K00084  carbonyl reductase 3 [EC:1.1.1.184]
K15717  prostamide/prostaglandin F2alpha synthase [EC:1.11.1.20]
K23486  9,11-endoperoxide prostaglandin H2 reductase [EC:1.1.1.-]
K00069  15-hydroxyprostaglandin dehydrogenase (NAD) [EC:1.1.1.141]
K01832  thromboxane-A synthase [EC:5.3.99.5]
K01830  prostaglandin-H2 D-isomerase [EC:5.3.99.2]
K04097  prostaglandin-H2 D-isomerase / glutathione transferase [EC:5.3.99.2 2.5.1.18]
K04119  aldo-keto reductase family 1 member C3 [EC:1.1.1.51 1.1.1.188 1.1.1.213 1.1.1.357]
K01831  prostacyclin synthase [EC:5.3.99.4]
K00461  arachidonate 5-lipoxygenase [EC:1.13.11.34]
K01254  leukotriene-A4 hydrolase [EC:3.3.2.6]
K07119  prostaglandin reductase 3 [EC:1.3.1.48]
K13949  prostaglandin reductase 2 [EC:1.3.1.48]
K13948  prostaglandin reductase 1 [EC:1.3.1.74 1.3.1.48]
K17726  phylloquinone omega-hydroxylase / docosahexaenoic acid omega-hydroxylase / leukotriene-B4 20-monooxygenase [EC:1.14.14.78 1.14.14.79 1.14.14.94]
K00807  leukotriene-C4 synthase [EC:4.4.1.20]
K18592  gamma-glutamyltranspeptidase / glutathione hydrolase / leukotriene-C4 hydrolase [EC:2.3.2.2 3.4.19.13 3.4.19.14]
K05361  phospholipid-hydroperoxide glutathione peroxidase [EC:1.11.1.12]
K07415  cytochrome P450 family 2 subfamily E1 [EC:1.14.14.-]
K07418  cytochrome P450 family 2 subfamily J [EC:1.14.14.1 1.14.14.73 1.14.14.74 1.14.14.75]
K07422  long-chain fatty acid omega-monooxygenase [EC:1.14.14.80]
K07425  long-chain fatty acid omega-monooxygenase [EC:1.14.14.80]
K17721  cytochrome P450 family 2 subfamily C19 [EC:1.14.14.51 1.14.14.52 1.14.14.53 1.14.14.75 1.14.14.-]
K17728  cytochrome P450 family 4 subfamily F8 [EC:1.14.14.1]
K00458  arachidonate 12-lipoxygenase [EC:1.13.11.31]
K18684  hydroperoxy icosatetraenoate dehydratase/isomerase [EC:4.2.1.152 5.4.4.7]
K08021  arachidonate 12-lipoxygenase (R-type) [EC:1.13.11.-]
K08022  arachidonate 15-lipoxygenase (second type) / 8-lipoxygenase (S-type) [EC:1.13.11.33 1.13.11.-]
K26082  arachidonate 8-lipoxygenase / allene oxide synthase [EC:1.13.11.40 4.2.1.-]
K17709  cytochrome P450 family 2 subfamily B6 [EC:1.14.14.-]
K07412  cytochrome P450 family 2 subfamily B [EC:1.14.14.1]
K07413  cytochrome P450 family 2 subfamily C [EC:1.14.14.1]
K17718  cytochrome P450 family 2 subfamily C8 [EC:1.14.14.1]
K17719  cytochrome P450 family 2 subfamily C9 [EC:1.14.14.51 1.14.14.52 1.14.14.53 1.14.14.-]
K08726  soluble epoxide hydrolase / lipid-phosphate phosphatase [EC:3.3.2.10 3.1.3.76]
K00460  arachidonate 15-lipoxygenase [EC:1.13.11.33]
K19246  arachidonate 15-lipoxygenase [EC:1.13.11.33]
Compound
C00157  Phosphatidylcholine
C00219  Arachidonate
C00427  Prostaglandin H2
C00584  Prostaglandin E2
C00639  Prostaglandin F2alpha
C00696  Prostaglandin D2
C00909  Leukotriene A4
C01312  Prostaglandin I2
C02165  Leukotriene B4
C02166  Leukotriene C4
C02198  Thromboxane A2
C03577  20-Hydroxyleukotriene E4
C04577  15-OxoETE
C04671  (5Z)-11alpha-Hydroxy-9,15-dioxoprostanoate
C04707  (5Z,13E)-11alpha-Hydroxy-9,15-dioxoprost-5,13-dienoate
C04742  (15S)-15-Hydroxy-5,8,11-cis-13-trans-eicosatetraenoate
C04758  (5Z,13E)-9alpha-Hydroxy-11,15-dioxoprosta-5,13-dienoate
C04805  5(S)-HETE
C04822  8(R)-HPETE
C04835  (5Z,13E)-6,9alpha-Epoxy-11alpha-hydroxy-15-oxoprosta-5,13-dienoate
C04853  20-OH-Leukotriene B4
C05356  5(S)-HPETE
C05949  12-Keto-leukotriene B4
C05950  20-COOH-Leukotriene B4
C05951  Leukotriene D4
C05952  Leukotriene E4
C05953  Prostaglandin A2
C05954  Prostaglandin B2
C05955  Prostaglandin C2
C05956  Prostaglandin G2
C05957  Prostaglandin J2
C05958  Delta-12-Prostaglandin J2
C05959  11-epi-Prostaglandin F2alpha
C05960  15-Keto-prostaglandin F2alpha
C05961  6-Keto-prostaglandin F1alpha
C05962  6-Keto-prostaglandin E1
C05963  Thromboxane B2
C05964  11-Dehydro-thromboxane B2
C05965  12(S)-HPETE
C05966  15(S)-HPETE
C06314  Lipoxin A4
C06315  Lipoxin B4
C06462  Leukotriene F4
C13809  9,11,15-Trihydroxy-prosta-5,13-dien-1-oic acid
C14717  15-Deoxy-Delta12,14-PGJ2
C14732  5-OxoETE
C14748  20-HETE
C14749  19(S)-HETE
C14768  5,6-EET
C14769  8,9-EET
C14770  11,12-EET
C14771  14,15-EET
C14772  5,6-DHET
C14773  8,9-DHET
C14774  11,12-DHET
C14775  14,15-DHET
C14776  8(S)-HETE
C14777  12(S)-HETE
C14778  16(R)-HETE
C14779  9(S)-HETE
C14780  11(R)-HETE
C14781  15H-11,12-EETA
C14782  11,12,15-THETA
C14794  2,3-Dinor-8-iso prostaglandin F2alpha
C14795  2,3-Dinor-8-iso prostaglandin F1alpha
C14807  12-OxoETE
C14808  Hepoxilin A3
C14809  Trioxilin A3
C14810  Hepoxilin B3
C14811  Trioxilin B3
C14812  12(R)-HPETE
C14813  11H-14,15-EETA
C14814  11,14,15-THETA
C14815  5,6-Epoxytetraene
C14820  11(R)-HPETE
C14821  9(S)-HPETE
C14822  12(R)-HETE
C14823  8(S)-HPETE
C14824  8(R)-HETE
Reference
  Authors
Spector AA, Fang X, Snyder GD, Weintraub NL.
  Title
Epoxyeicosatrienoic acids (EETs): metabolism and biochemical function.
  Journal
Prog Lipid Res 43:55-90 (2004)
DOI:10.1016/S0163-7827(03)00049-3
Reference
  Authors
Harman CA, Rieke CJ, Garavito RM, Smith WL.
  Title
Crystal structure of arachidonic acid bound to a mutant of prostaglandin endoperoxide H synthase-1 that forms predominantly 11-hydroperoxyeicosatetraenoic acid.
  Journal
J Biol Chem 279:42929-35 (2004)
DOI:10.1074/jbc.M403013200
Reference
  Authors
Poloyac SM, Tortorici MA, Przychodzin DI, Reynolds RB, Xie W, Frye RF, Zemaitis MA.
  Title
The effect of isoniazid on CYP2E1- and CYP4A-mediated hydroxylation of arachidonic acid in the rat liver and kidney.
  Journal
Drug Metab Dispos 32:727-33 (2004)
DOI:10.1124/dmd.32.7.727
Reference
  Authors
Chuang SS, Helvig C, Taimi M, Ramshaw HA, Collop AH, Amad M, White JA, Petkovich M, Jones G, Korczak B.
  Title
CYP2U1, a novel human thymus- and brain-specific cytochrome P450, catalyzes omega- and (omega-1)-hydroxylation of fatty acids.
  Journal
J Biol Chem 279:6305-14 (2004)
DOI:10.1074/jbc.M311830200
Reference
  Authors
Sacerdoti D, Gatta A, McGiff JC.
  Title
Role of cytochrome P450-dependent arachidonic acid metabolites in liver physiology and pathophysiology.
  Journal
Prostaglandins Other Lipid Mediat 72:51-71 (2003)
DOI:10.1016/S1098-8823(03)00077-7
Reference
  Authors
Pfister SL, Spitzbarth N, Zeldin DC, Lafite P, Mansuy D, Campbell WB.
  Title
Rabbit aorta converts 15-HPETE to trihydroxyeicosatrienoic acids: potential role of cytochrome P450.
  Journal
Arch Biochem Biophys 420:142-52 (2003)
DOI:10.1016/j.abb.2003.09.026
Reference
  Authors
Fleming I.
  Title
Cytochrome p450 and vascular homeostasis.
  Journal
Circ Res 89:753-62 (2001)
DOI:10.1161/hh2101.099268
Reference
  Authors
Qu W, Bradbury JA, Tsao CC, Maronpot R, Harry GJ, Parker CE, Davis LS, Breyer MD, Waalkes MP, Falck JR, Chen J, Rosenberg RL, Zeldin DC.
  Title
Cytochrome P450 CYP2J9, a new mouse arachidonic acid omega-1 hydroxylase predominantly expressed in brain.
  Journal
J Biol Chem 276:25467-79 (2001)
DOI:10.1074/jbc.M100545200
Reference
  Authors
Tsao CC, Foley J, Coulter SJ, Maronpot R, Zeldin DC, Goldstein JA.
  Title
CYP2C40, a unique arachidonic acid 16-hydroxylase, is the major CYP2C in murine intestinal tract.
  Journal
Mol Pharmacol 58:279-87 (2000)
DOI:10.1124/mol.58.2.279
Reference
PMID:9812980
  Authors
Pfister SL, Spitzbarth N, Nithipatikom K, Edgemond WS, Falck JR, Campbell WB.
  Title
Identification of the 11,14,15- and 11,12, 15-trihydroxyeicosatrienoic acids as endothelium-derived relaxing factors of rabbit aorta.
  Journal
J Biol Chem 273:30879-87 (1998)
DOI:10.1074/jbc.273.47.30879
Related
pathway
ko00591  Linoleic acid metabolism
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