KEGG   PATHWAY: hsa00590Help
Entry
hsa00590                    Pathway                                

Name
Arachidonic acid metabolism - Homo sapiens (human)
Class
Metabolism; Lipid metabolism
BRITE hierarchy
Pathway map
hsa00590  Arachidonic acid metabolism
hsa00590

Ortholog table
Disease
H00490  Diaphyseal dysplasia with anemia
H02284  Leukotriene C4 synthase deficiency
Drug
D00109  Aspirin (JP17/USP)
D00118  Naproxen (JP17/USP/INN)
D00120  Sulindac (JP17/USP/INN)
D00126  Ibuprofen (JP17/USP/INN)
D00127  Piroxicam (JP17/USP/INN)
D00130  Diflunisal (JAN/USP/INN)
D00132  Ketoprofen (JP17/USP/INN)
D00141  Indomethacin (USP)
D00151  Mefenamic acid (JP17/USP/INN)
D00158  Tolmetin sodium (JAN/USP)
D00169  Meclofenamate sodium (USP)
D00217  Acetaminophen (JP17/USP)
D00315  Etodolac (JP17/USP/INN)
D00330  Flurbiprofen (JP17/USP/INN)
D00414  Zileuton (USP/INN)
D00425  Nabumetone (JP17/USP/INN)
D00428  Salsalate (USP/INN)
D00463  Oxaprozin (JP17/USAN/INN)
D00510  Phenylbutazone (JP17/USP/INN)
D00566  Sodium salicylate (JP17/USP)
D00567  Celecoxib (JAN/USAN/INN)
D00568  Rofecoxib (JAN/USAN/INN)
D00810  Choline salicylate (JAN/USAN/INN)
D00813  Ketorolac tromethamine (USP)
D00827  Magnesium salicylate (USP)
D00903  Diclofenac potassium (USAN)
D00904  Diclofenac sodium (JP17/USP)
D00968  Fenoprofen calcium (JAN/USP)
D00969  Meloxicam (JAN/USAN/INN)
D00970  Naproxen sodium (USP)
D01049  Nimesulide (JAN/INN)
D01122  Ibuprofen piconol (JP17/USAN)
D01183  Tolfenamic acid (JAN/INN)
D01252  Alclofenac (JAN/USP/INN)
D01271  Bufexamac (JAN/INN)
D01325  Tiaprofenic acid (JAN/INN)
D01344  Fenbufen (JP17/USAN/INN)
D01397  Ampiroxicam (JP17/INN)
D01410  Benzydamine hydrochloride (JAN/USAN)
D01475  Flurbiprofen axetil (JAN)
D01513  Alminoprofen (JP17/INN)
D01527  Epidihydrocholesterin (JAN)
D01545  Aceclofenac (JAN/INN)
D01547  Zaltoprofen (JP17/INN)
D01557  Glycol salicylate (JAN)
D01565  Indometacin farnesil (JAN)
D01578  Pranoprofen (JP17/INN)
D01581  Flufenamic acid (JAN/USAN/INN)
D01582  Acemetacin (JP17/INN)
D01675  Felbinac (JP17/USAN/INN)
D01683  Ozagrel hydrochloride hydrate (JAN)
D01684  Ozagrel sodium (JP17)
D01709  Loxoprofen sodium hydrate (JP17)
D01718  Mofezolac (JAN/INN)
D01765  Proglumetacin maleate (JAN)
D01767  Tenoxicam (JAN/USAN/INN)
D01773  Oxatomide (JAN/USAN/INN)
D01788  Amfenac sodium (USAN)
D01811  Salicylamide (JAN/USP/INN)
D01823  Ufenamate (JAN/INN)
D01841  Felbinac ethyl (JAN)
D01866  Lornoxicam (JAN/USAN/INN)
D01974  Tilmacoxib (JAN/USAN/INN)
D02110  Indomethacin sodium (USP)
D02290  Flurbiprofen sodium (USP)
D02341  Meclofenamic acid (USAN/INN)
D02350  Fenoprofen (USAN/INN)
D02355  Tolmetin (USAN/INN)
D02709  Valdecoxib (USAN/INN)
D02755  Acivicin (USAN/INN)
D03010  Atreleuton (USAN/INN)
D03080  Benoxaprofen (USAN/INN)
D03163  Bromfenac sodium (USAN)
D03254  Flufenamate aluminum (JAN)
D03652  Darbufelone mesylate (USAN)
D03661  Dazmegrel (USAN/INN)
D03663  Dazoxiben hydrochloride (USAN)
D03689  Deracoxib (USAN)
D03710  Etoricoxib (USAN/INN)
D03712  Firocoxib (USAN/INN)
D03714  Lumiracoxib (USAN/INN)
D03715  Dexibuprofen (USAN/INN)
D03716  Parecoxib (USAN/INN)
D03717  Parecoxib sodium (USAN)
D03718  Dexibuprofen lysine (USAN)
D03882  Docebenone (USAN/INN)
D03938  Ecopladib (USAN/INN)
D03990  Enazadrem phosphate (USAN)
D04102  Etofenamate (USAN/INN)
D04151  Fenleuton (USAN/INN)
D04276  Furegrelate sodium (USAN)
D04490  Ibuprofen aluminum (USAN)
D04770  Lonapalene (USAN)
D04863  Mavacoxib (USAN)
D05143  Nepafenac (JAN/USAN/INN)
D05181  Aspirin aluminum (JP17)
D05275  Orpanoxin (USAN/INN)
D05319  Oxyphenbutazone hydrate
D05451  Phenbutazone sodium glycerate (USAN)
D05498  Piriprost (USAN/INN)
D05499  Piriprost potassium (USAN)
D05502  Pirmagrel (USAN/INN)
D05511  Piroxicam betadex (USAN)
D05512  Piroxicam cinnamate (USAN)
D05513  Piroxicam olamine (USAN)
D05598  Pravadoline maleate (USAN)
D05727  Ridogrel (USAN/INN)
D05791  Salicylate meglumine (USAN)
D06017  Tebufelone (USAN/INN)
D06072  Tenidap (USAN/INN)
D06073  Tenidap sodium (USAN)
D06075  Tepoxalin (USAN/INN)
D06364  Zidometacin (USAN/INN)
D06600  Giripladib (USAN)
D06606  Ibuprofen lysine (USAN)
D06674  Efipladib (USAN)
D07141  Indobufen (INN)
D07142  Triflusal (INN)
D07267  Droxicam (INN)
D07268  Ibuproxam (INN)
D07269  Dexketoprofen (INN)
D07294  Propacetamol (INN)
D07421  Aloxiprin (INN)
D07443  Amfenac (INN)
D07453  Amtolmetin guacil (INN)
D07516  Benzydamine (INN)
D07517  Benzydamine salicylate
D07541  Bromfenac (INN)
D07579  Aspirin calcium salt
D07580  Aspirin DL-lysine (JAN)
D07581  Aspirin magnesium salt
D07582  Aspirin sodium
D07816  Diclofenac (USAN/INN)
D07817  Diclofenac diethylamine
D07818  Diclofenac hydroxyethylpyrrolidine
D07819  Diclofenac calcium
D07888  Eltenac (INN)
D08058  Ibuprofen arginine salt
D08059  Ibuprofen sodium
D08102  Ketoprofen lysine
D08103  Ketoprofen sodium
D08104  Ketorolac (INN)
D08149  Loxoprofen (INN)
D08162  Meclofenamate sodium
D08275  Niflumic acid (INN)
D08324  Oxyphenbutazone (INN)
D08327  Ozagrel (INN)
D08363  Phenylbutazone calcium
D08364  Phenylbutazone sodium
D08374  Piketoprofen (INN)
D08375  Piketoprofen hydrochloride
D08427  Proglumetacin (INN)
D08434  Propacetamol hydrochloride
D08501  Trolamine salicylate (USP)
D08657  Apricoxib (USAN/INN)
D09568  Naproxcinod (USAN/INN)
D09667  Setileuton (USAN/INN)
D09760  Ibuprofen sodium (USAN)
D10017  Naproxen etemesil (USAN)
D10254  Esflurbiprofen (JAN)
D10656  Polmacoxib (USAN/INN)
Other DBs
GO: 0019369
Organism
Homo sapiens (human) [GN:hsa]
Gene
8399  PLA2G10; phospholipase A2 group X [KO:K01047] [EC:3.1.1.4]
26279  PLA2G2D; phospholipase A2 group IID [KO:K01047] [EC:3.1.1.4]
30814  PLA2G2E; phospholipase A2 group IIE [KO:K01047] [EC:3.1.1.4]
50487  PLA2G3; phospholipase A2 group III [KO:K01047] [EC:3.1.1.4]
64600  PLA2G2F; phospholipase A2 group IIF [KO:K01047] [EC:3.1.1.4]
81579  PLA2G12A; phospholipase A2 group XIIA [KO:K01047] [EC:3.1.1.4]
84647  PLA2G12B; phospholipase A2 group XIIB [KO:K01047] [EC:3.1.1.4]
5319  PLA2G1B; phospholipase A2 group IB [KO:K01047] [EC:3.1.1.4]
5322  PLA2G5; phospholipase A2 group V [KO:K01047] [EC:3.1.1.4]
5320  PLA2G2A; phospholipase A2 group IIA [KO:K01047] [EC:3.1.1.4]
391013  PLA2G2C; phospholipase A2 group IIC [KO:K01047] [EC:3.1.1.4]
123745  PLA2G4E; phospholipase A2 group IVE [KO:K16342] [EC:3.1.1.4]
5321  PLA2G4A; phospholipase A2 group IVA [KO:K16342] [EC:3.1.1.4]
8681  JMJD7-PLA2G4B; JMJD7-PLA2G4B readthrough [KO:K16342] [EC:3.1.1.4]
100137049  PLA2G4B; phospholipase A2 group IVB [KO:K16342] [EC:3.1.1.4]
8605  PLA2G4C; phospholipase A2 group IVC [KO:K16342] [EC:3.1.1.4]
283748  PLA2G4D; phospholipase A2 group IVD [KO:K16342] [EC:3.1.1.4]
255189  PLA2G4F; phospholipase A2 group IVF [KO:K16342] [EC:3.1.1.4]
8398  PLA2G6; phospholipase A2 group VI [KO:K16343] [EC:3.1.1.4]
151056  PLB1; phospholipase B1 [KO:K14621] [EC:3.1.1.4 3.1.1.5]
11145  PLAAT3; phospholipase A and acyltransferase 3 [KO:K16817] [EC:3.1.1.32 3.1.1.4]
5742  PTGS1; prostaglandin-endoperoxide synthase 1 [KO:K00509] [EC:1.14.99.1]
5743  PTGS2; prostaglandin-endoperoxide synthase 2 [KO:K11987] [EC:1.14.99.1]
9536  PTGES; prostaglandin E synthase [KO:K15729] [EC:5.3.99.3]
80142  PTGES2; prostaglandin E synthase 2 [KO:K05309] [EC:5.3.99.3]
10728  PTGES3; prostaglandin E synthase 3 [KO:K15730] [EC:5.3.99.3]
873  CBR1; carbonyl reductase 1 [KO:K00079] [EC:1.1.1.184 1.1.1.189 1.1.1.197]
874  CBR3; carbonyl reductase 3 [KO:K00084] [EC:1.1.1.184]
127281  PRXL2B; peroxiredoxin like 2B [KO:K15717] [EC:1.11.1.20]
6916  TBXAS1; thromboxane A synthase 1 [KO:K01832] [EC:5.3.99.5]
5730  PTGDS; prostaglandin D2 synthase [KO:K01830] [EC:5.3.99.2]
27306  HPGDS; hematopoietic prostaglandin D synthase [KO:K04097] [EC:5.3.99.2 2.5.1.18]
8644  AKR1C3; aldo-keto reductase family 1 member C3 [KO:K04119] [EC:1.1.1.51 1.1.1.188 1.1.1.213 1.1.1.357]
5740  PTGIS; prostaglandin I2 synthase [KO:K01831] [EC:5.3.99.4]
240  ALOX5; arachidonate 5-lipoxygenase [KO:K00461] [EC:1.13.11.34]
4048  LTA4H; leukotriene A4 hydrolase [KO:K01254] [EC:3.3.2.6]
8529  CYP4F2; cytochrome P450 family 4 subfamily F member 2 [KO:K17726] [EC:1.14.14.78 1.14.14.79 1.14.14.94]
4051  CYP4F3; cytochrome P450 family 4 subfamily F member 3 [KO:K17726] [EC:1.14.14.78 1.14.14.79 1.14.14.94]
4056  LTC4S; leukotriene C4 synthase [KO:K00807] [EC:4.4.1.20]
2678  GGT1; gamma-glutamyltransferase 1 [KO:K18592] [EC:2.3.2.2 3.4.19.13 3.4.19.14]
2687  GGT5; gamma-glutamyltransferase 5 [KO:K18592] [EC:2.3.2.2 3.4.19.13 3.4.19.14]
257202  GPX6; glutathione peroxidase 6 [KO:K00432] [EC:1.11.1.9]
2882  GPX7; glutathione peroxidase 7 [KO:K00432] [EC:1.11.1.9]
2877  GPX2; glutathione peroxidase 2 [KO:K00432] [EC:1.11.1.9]
2878  GPX3; glutathione peroxidase 3 [KO:K00432] [EC:1.11.1.9]
2876  GPX1; glutathione peroxidase 1 [KO:K00432] [EC:1.11.1.9]
2880  GPX5; glutathione peroxidase 5 [KO:K00432] [EC:1.11.1.9]
493869  GPX8; glutathione peroxidase 8 (putative) [KO:K00432] [EC:1.11.1.9]
1571  CYP2E1; cytochrome P450 family 2 subfamily E member 1 [KO:K07415] [EC:1.14.13.-]
1573  CYP2J2; cytochrome P450 family 2 subfamily J member 2 [KO:K07418] [EC:1.14.14.1 1.14.14.73 1.14.14.74 1.14.14.75]
113612  CYP2U1; cytochrome P450 family 2 subfamily U member 1 [KO:K07422]
1579  CYP4A11; cytochrome P450 family 4 subfamily A member 11 [KO:K07425] [EC:1.14.14.80]
284541  CYP4A22; cytochrome P450 family 4 subfamily A member 22 [KO:K07425] [EC:1.14.14.80]
1557  CYP2C19; cytochrome P450 family 2 subfamily C member 19 [KO:K17721] [EC:1.14.14.51 1.14.14.52 1.14.14.53 1.14.14.75 1.14.14.-]
11283  CYP4F8; cytochrome P450 family 4 subfamily F member 8 [KO:K17728] [EC:1.14.14.1]
239  ALOX12; arachidonate 12-lipoxygenase, 12S type [KO:K00458] [EC:1.13.11.31]
242  ALOX12B; arachidonate 12-lipoxygenase, 12R type [KO:K08021] [EC:1.13.11.-]
247  ALOX15B; arachidonate 15-lipoxygenase type B [KO:K08022] [EC:1.13.11.33 1.13.11.-]
1555  CYP2B6; cytochrome P450 family 2 subfamily B member 6 [KO:K17709] [EC:1.14.13.-]
1558  CYP2C8; cytochrome P450 family 2 subfamily C member 8 [KO:K17718] [EC:1.14.14.1]
1559  CYP2C9; cytochrome P450 family 2 subfamily C member 9 [KO:K17719] [EC:1.14.14.51 1.14.14.52 1.14.14.53 1.14.14.-]
2053  EPHX2; epoxide hydrolase 2 [KO:K08726] [EC:3.3.2.10 3.1.3.76]
246  ALOX15; arachidonate 15-lipoxygenase [KO:K00460] [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
C04742  (15S)-15-Hydroxy-5,8,11-cis-13-trans-eicosatetraenoate
C04805  5(S)-HETE
C04822  8(R)-HPETE
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
KO pathway
ko00590   
LinkDB All DBs

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