KEGG PATHWAY: hsa00590

PATHWAY: hsa00590

Entry

hsa00590 Pathway

Name

Arachidonic acid metabolism - Homo sapiens (human)

Class

Metabolism; Lipid metabolism

Pathway map

hsa00590

Arachidonic acid metabolism

Disease

H00490	Diaphyseal dysplasia with anemia (Ghosal)
H00734	Lamellar ichthyosis (LI) and Non-bullous congenital ichthyosiform erythroderma (NBCIE)
H00833	Neurodegeneration with brain iron accumulation (NBIA)

Drug

D00109	Aspirin (JP16/USP)
D00118	Naproxen (JP16/USP/INN)
D00120	Sulindac (JP16/USP/INN)
D00126	Ibuprofen (JP16/USP/INN)
D00127	Piroxicam (JP16/USP/INN)
D00130	Diflunisal (JAN/USP/INN)
D00132	Ketoprofen (JP16/USP/INN)
D00141	Indometacin (JP16/INN)
D00151	Mefenamic acid (JP16/USP/INN)
D00158	Tolmetin sodium (JAN/USP)
D00169	Meclofenamate sodium (USP)
D00315	Etodolac (JP16/USP/INN)
D00330	Flurbiprofen (JP16/USP/INN)
D00414	Zileuton (USP/INN)
D00425	Nabumetone (JP16/USP/INN)
D00428	Sasapyrine (JAN)
D00463	Oxaprozin (JP16/USAN/INN)
D00510	Phenylbutazone (JP16/USP/INN)
D00566	Sodium salicylate (JP16/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 (JP16/USP)
D00968	Fenoprofen calcium (JAN/USP)
D00969	Meloxicam (JAN/USAN/INN)
D00970	Naproxen sodium (USP)
D01049	Nimesulide (JAN/INN)
D01122	Ibuprofen piconol (JP16/USAN)
D01183	Tolfenamic acid (JAN/INN)
D01220	Trapidil (JP16/INN)
D01267	Floctafenine (JAN/USAN/INN)
D01325	Tiaprofenic acid (JAN/INN)
D01397	Ampiroxicam (JAN/INN)
D01410	Benzydamine hydrochloride (JAN/USAN)
D01475	Flurbiprofen axetil (JAN)
D01513	Alminoprofen (JP16/INN)
D01545	Aceclofenac (JAN/INN)
D01547	Zaltoprofen (JP16/INN)
D01565	Indometacin farnesil (JAN)
D01578	Pranoprofen (JP16/INN)
D01581	Flufenamic acid (JAN/USAN/INN)
D01582	Acemetacin (JP16/INN)
D01675	Felbinac (JP16/USAN/INN)
D01683	Ozagrel hydrochloride hydrate (JAN)
D01684	Ozagrel sodium (JP16)
D01709	Loxoprofen sodium hydrate (JP16)
D01718	Mofezolac (JAN/INN)
D01765	Proglumetacin maleate (JAN)
D01767	Tenoxicam (JAN/USAN/INN)
D01773	Oxatomide (JAN/USAN/INN)
D01788	Amfenac sodium hydrate (JAN)
D01811	Salicylamide (JAN/USP/INN)
D01841	Felbinac ethyl (JAN)
D01866	Lornoxicam (JAN/USAN/INN)
D01974	Tilmacoxib (JAN/USAN/INN)
D02110	Indometacin sodium (JAN)
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 hydrate (JAN)
D03254	Flufenamate aluminum (JAN)
D03652	Darbufelone mesylate (USAN)
D03661	Dazmegrel (USAN/INN)
D03663	Dazoxiben hydrochloride (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 (JP16)
D05319	Oxyphenbutazone hydrate
D05451	Phenbutazone sodium glycerate (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)
D06600	Giripladib (USAN)
D06606	Ibuprofen lysine (USAN)
D06674	Efipladib (USAN)
D07141	Indobufen (INN)
D07142	Triflusal (INN)
D07269	Dexketoprofen (INN)
D07421	Aloxiprin (INN)
D07443	Amfenac (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 (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)
D08657	Apricoxib (USAN/INN)
D09667	Setileuton (USAN/INN)
D09760	Ibuprofen sodium (USAN)
D10017	Naproxen etemesil (USAN)

Other DBs

BSID:

82991

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 (pancreas) [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 (platelets, synovial fluid) [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 (cytosolic, calcium-dependent) [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 (cytosolic) [KO:K16342] [EC:3.1.1.4]
8605	PLA2G4C; phospholipase A2, group IVC (cytosolic, calcium-independent) [KO:K16342] [EC:3.1.1.4]
283748	PLA2G4D; phospholipase A2, group IVD (cytosolic) [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 (cytosolic, calcium-independent) [KO:K16343] [EC:3.1.1.4]
151056	PLB1; phospholipase B1 [KO:K14621] [EC:3.1.1.5 3.1.1.4]
11145	PLA2G16; phospholipase A2, group XVI [KO:K16817] [EC:3.1.1.4 3.1.1.32]
239	ALOX12; arachidonate 12-lipoxygenase [KO:K00458] [EC:1.13.11.31]
242	ALOX12B; arachidonate 12-lipoxygenase, 12R type [KO:K08021] [EC:1.13.11.-]
246	ALOX15; arachidonate 15-lipoxygenase [KO:K00460] [EC:1.13.11.33]
257202	GPX6; glutathione peroxidase 6 (olfactory) [KO:K00432] [EC:1.11.1.9]
2882	GPX7; glutathione peroxidase 7 [KO:K00432] [EC:1.11.1.9]
2877	GPX2; glutathione peroxidase 2 (gastrointestinal) [KO:K00432] [EC:1.11.1.9]
2878	GPX3; glutathione peroxidase 3 (plasma) [KO:K00432] [EC:1.11.1.9]
2876	GPX1; glutathione peroxidase 1 [KO:K00432] [EC:1.11.1.9]
2880	GPX5; glutathione peroxidase 5 (epididymal androgen-related protein) [KO:K00432] [EC:1.11.1.9]
1558	CYP2C8; cytochrome P450, family 2, subfamily C, polypeptide 8 [KO:K07413] [EC:1.14.14.1]
1562	CYP2C18; cytochrome P450, family 2, subfamily C, polypeptide 18 [KO:K07413] [EC:1.14.14.1]
1557	CYP2C19; cytochrome P450, family 2, subfamily C, polypeptide 19 [KO:K07413] [EC:1.14.14.1]
1559	CYP2C9; cytochrome P450, family 2, subfamily C, polypeptide 9 [KO:K07413] [EC:1.14.14.1]
1573	CYP2J2; cytochrome P450, family 2, subfamily J, polypeptide 2 [KO:K07418] [EC:1.14.14.1]
240	ALOX5; arachidonate 5-lipoxygenase [KO:K00461] [EC:1.13.11.34]
4056	LTC4S; leukotriene C4 synthase [KO:K00807] [EC:4.4.1.20]
2686	GGT7; gamma-glutamyltransferase 7 [KO:K00681] [EC:2.3.2.2]
2678	GGT1; gamma-glutamyltransferase 1 [KO:K00681] [EC:2.3.2.2]
2687	GGT5; gamma-glutamyltransferase 5 [KO:K00681] [EC:2.3.2.2]
124975	GGT6; gamma-glutamyltransferase 6 [KO:K00681] [EC:2.3.2.2]
4048	LTA4H; leukotriene A4 hydrolase [KO:K01254] [EC:3.3.2.6]
8529	CYP4F2; cytochrome P450, family 4, subfamily F, polypeptide 2 [KO:K00490] [EC:1.14.13.30]
4051	CYP4F3; cytochrome P450, family 4, subfamily F, polypeptide 3 [KO:K00490] [EC:1.14.13.30]
57834	CYP4F11; cytochrome P450, family 4, subfamily F, polypeptide 11 [KO:K00490] [EC:1.14.13.30]
126410	CYP4F22; cytochrome P450, family 4, subfamily F, polypeptide 22 [KO:K00490] [EC:1.14.13.30]
11283	CYP4F8; cytochrome P450, family 4, subfamily F, polypeptide 8 [KO:K00490] [EC:1.14.13.30]
5742	PTGS1; prostaglandin-endoperoxide synthase 1 (prostaglandin G/H synthase and cyclooxygenase) [KO:K00509] [EC:1.14.99.1]
5743	PTGS2; prostaglandin-endoperoxide synthase 2 (prostaglandin G/H synthase and cyclooxygenase) [KO:K11987] [EC:1.14.99.1]
27306	HPGDS; hematopoietic prostaglandin D synthase [KO:K01830] [EC:5.3.99.2]
5730	PTGDS; prostaglandin D2 synthase 21kDa (brain) [KO:K01830] [EC:5.3.99.2]
8644	AKR1C3; aldo-keto reductase family 1, member C3 [KO:K04119] [EC:1.1.1.213 1.1.1.188 1.1.1.64]
5740	PTGIS; prostaglandin I2 (prostacyclin) synthase [KO:K01831] [EC:5.3.99.4]
6916	TBXAS1; thromboxane A synthase 1 (platelet) [KO:K01832] [EC:5.3.99.5]
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 (cytosolic) [KO:K15730] [EC:5.3.99.3]
873	CBR1; carbonyl reductase 1 [KO:K00079] [EC:1.1.1.197 1.1.1.189 1.1.1.184]
874	CBR3; carbonyl reductase 3 [KO:K00084] [EC:1.1.1.184]
127281	FAM213B; family with sequence similarity 213, member B [KO:K15717] [EC:1.11.1.20]
247	ALOX15B; arachidonate 15-lipoxygenase, type B [KO:K08022] [EC:1.13.11.- 1.13.11.33]
1571	CYP2E1; cytochrome P450, family 2, subfamily E, polypeptide 1 [KO:K07415] [EC:1.14.14.1]
113612	CYP2U1; cytochrome P450, family 2, subfamily U, polypeptide 1 [KO:K07422]
1579	CYP4A11; cytochrome P450, family 4, subfamily A, polypeptide 11 [KO:K07425] [EC:1.14.15.3]
284541	CYP4A22; cytochrome P450, family 4, subfamily A, polypeptide 22 [KO:K07425] [EC:1.14.15.3]
1555	CYP2B6; cytochrome P450, family 2, subfamily B, polypeptide 6 [KO:K07412] [EC:1.14.14.1]
2053	EPHX2; epoxide hydrolase 2, cytoplasmic [KO:K08726] [EC:3.3.2.10]

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-delta-12,14-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

PMID:14636671

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)

Reference

PMID:15292194

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)

Reference

PMID:15205388

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)

Reference

PMID:14660610

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)

Reference

PMID:14626496

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)

Reference

PMID:14622984

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)

Reference

PMID:11679404

Authors

Fleming I.

Title

Cytochrome p450 and vascular homeostasis.

Journal

Circ Res 89:753-62 (2001)

Reference

PMID:11328810

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)

Reference

PMID:10908295

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)

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)

KO pathway

ko00590

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Ontology (1)   
   KEGG BRITE (1)   
Pathway (1)   
   BioSystems (1)   
Disease (3)   
   KEGG DISEASE (3)   
Drug (137)   
   KEGG DRUG (137)   
Genome (1)   
   KEGG GENOME (1)   
Gene (67)   
   KEGG GENES (67)   
All databases (210)   

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