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CHEBI:16015 ChEBI Arachidonic Acid Metabolism HMDB02311 HMDB HMDB02314 HMDB 79551-86-3 CAS C20H32O2 Arachidonic acid 304.24023 3.0 HMDB01220 HMDB 1.0 1.0 HMDB00148 HMDB C04805 KEGG Compound 14,15-Epoxy-5,8,11-eicosatrienoic acid 24778634 PubChem-compound NADPH 1.0 Leukotriene B4 20-HYDROXY-LEUKOTRIENE-E4 BioCyc C22H46NO7P LysoPC(14:0) 467.30118 Cytochrome P450 4A11 Leukotriene A4 5,6-Epoxy-8,11,14-eicosatrienoic acid P07203 UniProt 1.0 BTO:0000759 BRENDA TISSUE ONTOLOGY 1.0 C00219 KEGG Compound 1.0 60203-57-8 CAS C00696 KEGG Compound CHEBI:16474 ChEBI Q8TBF2 UniProt SMILES CCCCC\C=C/C[C@@H](OO)\C=C\C=C/C\C=C/CCCC(O)=O SMILES CCCCC\C=C/C\C=C/C\C=C/C=C/C(CCCC(O)=O)OO SMILES CCCCC\C=C/C\C=C/C\C=C/C=C/[C@@H](O)CCCC(O)=O SMILES CCCCC[C@H](O)\C=C\[C@H]1[C@@H](O)CC(O)C1C\C=C/CCCC(O)=O SMILES C[C@H](O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O SMILES CCCCC\C=C/C\C=C/C=C/[C@@H](O)C\C=C/CCCC(O)=O SMILES CCCC[C@@H](O)\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O SMILES CCCCC[C@H](O)\C=C\C(O)C(O)C\C=C/C\C=C/CCCC(O)=O SMILES [H][C@](O)(CCCCC)\C=C\[C@@]1([H])C(=O)C[C@]([H])(O)[C@]1([H])C\C=C/CCCC(O)=O P16152 UniProt SMILES CCCCC\C=C\CC1OC1C\C=C\C\C=C\CCCC(O)=O HMDB03876 HMDB HMDB00125 HMDB C01312 KEGG Compound HMDB01452 HMDB SMILES CCCCC\C=C/C\C=C/C=C/[C@H](C\C=C/CCCC(O)=O)OO SMILES CCCCCC1OC1\C=C\C(O)C\C=C/C\C=C/CCCC(O)=O 77667-09-5 CAS 1.0 SMILES CCCCCC(O)C(O)\C=C\C(O)C\C=C/C\C=C/CCCC(O)=O 58962-34-8 CAS HMDB02752 HMDB 6-Ketoprostaglandin E1 5283154 PubChem-compound 5283155 PubChem-compound 5283156 PubChem-compound 124886 PubChem-compound L-Glutamic acid 2.0 P51589 UniProt 5283157 PubChem-compound 5283159 PubChem-compound 1.0 1.0 9548884 PubChem-compound 9548883 PubChem-compound C00007 KEGG Compound C00006 KEGG Compound 9548885 PubChem-compound 5283142 PubChem-compound 1.0 CHEBI:18009 ChEBI 5283144 PubChem-compound C00001 KEGG Compound NADP C00005 KEGG Compound 9548880 PubChem-compound 1.0 C20H34O6 6-Keto-prostaglandin F1a 370.23553 NADP Aldo-keto reductase family 1 member C3 5283146 PubChem-compound 5283147 PubChem-compound HMDB10379 HMDB 5283171 PubChem-compound BiologicalState49 HMDB01403 HMDB 11954058 PubChem-compound ReactionCatalysis2192 ACTIVATION 11954059 PubChem-compound C05949 KEGG Compound C04853 KEGG Compound HMDB61111 HMDB 17395793 PubChem-compound CHEBI:28269 ChEBI 17395792 PubChem-compound HMDB13633 HMDB Cytochrome P450 2E1 1.0 1.0 1.0 SMILES CCCCC[C@H](O)\C=C\C1=CCC(=O)[C@@H]1C\C=C/CCCC(O)=O SMILES CCCCC[C@H](O)\C=C\C=C/C=C/C=C/[C@@H]1O[C@H]1CCCC(O)=O 11954060 PubChem-compound SMILES CCCCC\C=C/C[C@@H](O)\C=C\C=C/C\C=C/CCCC(O)=O 5283162 PubChem-compound SMILES CCCCC\C=C/C[C@H](O)\C=C\C=C/C\C=C/CCCC(O)=O C05958 KEGG Compound C20H32O4 Leukotriene B4 336.23007 C05957 KEGG Compound C05959 KEGG Compound C05954 KEGG Compound C05953 KEGG Compound C05956 KEGG Compound C05955 KEGG Compound C05950 KEGG Compound C00025 KEGG Compound C05951 KEGG Compound 12-KETE SMILES CCCCC\C=C/CC(=O)\C=C\C=C/C\C=C/CCCC(O)=O 1.0 1.0 ALPHA11-ALPHA-EPOXY-15-HYDROXYTHROMBA BioCyc Arachidonic acid Cytosolic phospholipase A2 beta 15(S)-HPETE HMDB02710 HMDB 87893-54-7 CAS C20H32O3 8,9-Epoxyeicosatrienoic acid 320.23514 C05965 KEGG Compound CL:0000000 CELL TYPE ONTOLOGY C05964 KEGG Compound C05966 KEGG Compound C42H76NO8P PC(14:0/20:4(5Z,8Z,11Z,14Z)) 753.5309 SMILES CCCCC[C@H](OO)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O C05961 KEGG Compound C05963 KEGG Compound C05962 KEGG Compound SMILES CCCCCC1OC1C\C=C/C\C=C/C\C=C/CCCC(O)=O PC(14:0/20:4(5Z,8Z,11Z,14Z)) HMDB61377 HMDB Prostamide/prostaglandin F synthase 1.0 HMDB61119 HMDB HMDB61118 HMDB Leukotriene C4 synthase SMILES CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@@H]2OC(C[C@H]12)=CCCCC(O)=O 1.0 C20H32O3 20-Hydroxyeicosatetraenoic acid 320.23514 460604 PubChem-compound C20H34O4 14,15-DiHETrE 338.2457 Reaction2296 false Arachidonic acid + NADPH + Oxygen → 20-Hydroxyeicosatetraenoic acid + NADP + Water LEFT_TO_RIGHT 1.0 C00051 KEGG Compound 1.0 SMILES CCCCC\C=C/C\C=C/C=C/C=C/[C@@H]1O[C@H]1CCCC(O)=O C20H34O5 Prostaglandin F2a 354.24063 67675-13-2 CAS HMDB06059 HMDB 1.0 Prostaglandin F2a Leukotriene A4 12-Keto-leukotriene B4 Prostacyclin synthase 1.0 5283137 PubChem-compound BiologicalState10 1.0 C20H32O3 15(S)-HETE 320.23514 1.0 Prostaglandin E2 HMDB61378 HMDB BiologicalState18 SMILES CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(O)=O SMILES CCCCC[C@H](O)\C=C\[C@H]1OC(=O)C[C@H](O)[C@@H]1C\C=C\CCCC(O)=O SMILES CCCCC\C=C/C[C@H](OO)\C=C\C=C/C\C=C/CCCC(O)=O 1.0 SMILES CCCCC[C@H](O)C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O 8-Isoprostane Oxidized glutathione P20813 UniProt 962 PubChem-compound 11-Epi-PGF2a 1.0 C20H30O6 20-Carboxy-leukotriene B4 366.20422 SMILES O=O C20H34O4 8,9-DiHETrE 338.2457 C20H34O4 11,12-DiHETrE 338.2457 Prostaglandin I2 SMILES CCCCC\C=C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O SMILES CCCCC[C@H](O)\C=C\[C@H]1[C@H]2C[C@H](OO2)[C@@H]1C\C=C/CCCC(O)=O BiologicalState8 5,6-Epoxy-8,11,14-eicosatrienoic acid 81246-85-7 CAS Leukotriene C4 synthase 22833602 PubChem-compound CHEBI:34306 ChEBI SMILES [H][C@@]1(CCCCCCC)CCC[C@]1([H])CCCCCCCC Arachidonate 15-lipoxygenase C25H40N2O6S Leukotriene D4 496.2607 20-Hydroxy-leukotriene B4 506-32-1 CAS Prostaglandin G2 977 PubChem-compound 1.0 C04230 KEGG Compound SMILES CCCCC[C@H](O)\C=C\C1OC1C\C=C/C\C=C/CCCC(O)=O Glutathione peroxidase 1 HMDB60095 HMDB 1.0 CHEBI:28099 ChEBI 73836-78-9 CAS 4444399 ChemSpider 30572 ChemSpider 17215925 ChemSpider PROSTAGLANDIN-H2 BioCyc Cytochrome P450 2U1 Thromboxane A2 CHEBI:34487 ChEBI Cytochrome P450 2E1 6-Keto-prostaglandin F1a CHEBI:34486 ChEBI 11,12-Epoxyeicosatrienoic acid 19(S)-HETE Cytochrome P450 4F8 C20H32O5 Thromboxane A2 352.22498 HMDB03080 HMDB Prostaglandin G/H synthase 1 4446324 ChemSpider 4446326 ChemSpider 74581-83-2 CAS 4446323 ChemSpider Cytochrome P450 2B6 CHEBI:34230 ChEBI LysoPC(14:0) SMILES O[C@@H](CCCC(O)=O)\C=C/C=C/C=C/[C@H](O)C\C=C/CCCCC(O)=O Water 5282411 PubChem-compound CHEBI:34229 ChEBI 4444133 ChemSpider 4444132 ChemSpider 4444137 ChemSpider 1.0 Cytochrome P450 4F8 C20H34O4 5,6-DHET 338.2457 Cytochrome P450 2J2 SMILES CCCCCCCCCCCCCC(=O)OC[C@]([H])(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC Cytochrome P450 2C8 1.0 5.3.99.5 false 5.3.99.5 Prostaglandin H2 → Thromboxane A2 LEFT_TO_RIGHT 20-Hydroxy-leukotriene B4 P35354 UniProt Leukotriene C4 Cytochrome P450 4A11 1.0 5Z13E-15S-9-ALPHA11-ALPHA15-TRIHY BioCyc 8(S)-HPETE 5280493 PubChem-compound Prostaglandin-H2 D-isomerase 551-11-1 CAS 5280492 PubChem-compound SMILES CCCCCC(O)C(O)C\C=C/C\C=C/C\C=C/CCCC(O)=O CHEBI:34450 ChEBI CPD-8892 BioCyc SMILES OCCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O 2,3-Dinor-8iso prostaglandin F1alpha SMILES CCCCCC=CCC=CC=CC=CC(SCC(N)C(=O)NCC(O)=O)C(O)CCCC(O)=O 5280497 PubChem-compound 1.0 1.0 C00909 KEGG Compound NADPH BioCyc Leukotriene A4 CHEBI:16856 ChEBI CHEBI:64095 ChEBI SMILES CCCCC\C=C/C\C=C/C\C=C/CC(O)C(O)CCCC(O)=O CPD-6641 BioCyc Bifunctional epoxide hydrolase 2 Thromboxane-A synthase HMDB07883 HMDB C20H32O5 20-Hydroxy-leukotriene B4 352.22498 42935-17-1 CAS HMDB02190 HMDB 1.0 1.0 Prostaglandin G/H synthase 2 Prostaglandin-c2 16(R)-HETE NADPH Liver C10H17N3O6S Glutathione 307.0838 11-Dehydro-thromboxane B2 97008 ChemSpider CHEBI:607727 ChEBI 2.0 Cytochrome P450 2U1 HMDB01085 HMDB 448457 PubChem-compound Leukotriene A-4 hydrolase C18H32O5 2,3-Dinor-8iso prostaglandin F2alpha 328.22498 SMILES CCCCC\C=C/CC(O)C(O)C\C=C/C\C=C/CCCC(O)=O C18H32O5 2,3-Dinor-8iso prostaglandin F1alpha 328.22498 SMILES CCCCC\C=C/C\C=C/CC(O)C(O)C\C=C/CCCC(O)=O 1.0 Aldo-keto reductase family 1 member C3 Thromboxane A2 1.0 1.0 1.0 CHEBI:34490 ChEBI 1.0 1.0 79516-82-8 CAS Arachidonic acid GO:0005737 GENE ONTOLOGY 15(S)-HPETE 4510033 ChemSpider 70-18-8 CAS 4444314 ChemSpider 1.0 1.0 81276-03-1 CAS 5280884 PubChem-compound CHEBI:27555 ChEBI 14,15-DiHETrE 5280885 PubChem-compound 5280882 PubChem-compound 5280883 PubChem-compound 5Z13E-15S-9-ALPHA15-DIHYDROXY-11-O BioCyc 1.0 392692 ChemSpider 1.14.99.1 false 1.14.99.1 Prostaglandin G2 → Prostaglandin H2 + Water LEFT_TO_RIGHT 5280888 PubChem-compound 5280889 PubChem-compound 11954043 PubChem-compound Prostaglandin E synthase 11954042 PubChem-compound Glutathione peroxidase 1 Carbonyl reductase [NADPH] 1 1.0 HMDB03252 HMDB SMILES CCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O 5675 ChemSpider 5280876 PubChem-compound Water 5280877 PubChem-compound Cell 4444307 ChemSpider Thromboxane-A synthase 5288144 PubChem-compound 70981-96-3 CAS SMILES CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O C13809 KEGG Compound Cytosolic phospholipase A2 beta HMDB01043 HMDB 8,9-DiHETrE 1.0 GO:0005789 GENE ONTOLOGY 15(S)-HPETE Reaction377 false Arachidonic acid + Oxygen → 12(S)-HPETE LEFT_TO_RIGHT Reaction378 false Arachidonic acid + Oxygen → 15(S)-HPETE LEFT_TO_RIGHT GO:0005783 GENE ONTOLOGY 3.3.2.6 false 3.3.2.6 Leukotriene A4 + Water → Leukotriene B4 LEFT_TO_RIGHT C5H9NO4 L-Glutamic acid 147.05316 33032 PubChem-compound CHEBI:15553 ChEBI CHEBI:15552 ChEBI CHEBI:15555 ChEBI HMDB03235 HMDB CHEBI:15554 ChEBI 1.0 CHEBI:15558 ChEBI Prostacyclin synthase CHEBI:15551 ChEBI 7782-44-7 CAS 5280893 PubChem-compound 5-HETE SMILES [H][C@@](O)(COC(=O)CCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C 5280892 PubChem-compound 4.4.1.20 false 4.4.1.20 Glutathione + Leukotriene A4 → Leukotriene C4 LEFT_TO_RIGHT Reaction385 false Arachidonic acid + Oxygen → 8(S)-HPETE LEFT_TO_RIGHT 9606 TAXONOMY ReactionCatalysis476 ACTIVATION ReactionCatalysis477 ACTIVATION ReactionCatalysis474 ACTIVATION P10632 UniProt ReactionCatalysis475 ACTIVATION ReactionCatalysis473 ACTIVATION ReactionCatalysis470 ACTIVATION ReactionCatalysis471 ACTIVATION 1.0 192461-96-4 CAS HMDB02111 HMDB SMILES CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C\CCCC(O)=O C20H30O4 12-Keto-leukotriene B4 334.21442 C20H30O4 Prostaglandin B2 334.21442 CHEBI:28209 ChEBI 51982-36-6 CAS ReactionCatalysis469 ACTIVATION P19440 UniProt CHEBI:27595 ChEBI ReactionCatalysis467 ACTIVATION ReactionCatalysis468 ACTIVATION CHEBI:15377 ChEBI ReactionCatalysis465 ACTIVATION ReactionCatalysis466 ACTIVATION CHEBI:15379 ChEBI ReactionCatalysis463 ACTIVATION 70608-72-9 CAS ReactionCatalysis464 ACTIVATION ReactionCatalysis461 ACTIVATION ReactionCatalysis462 ACTIVATION Reaction326 false 8,9-Epoxyeicosatrienoic acid + Water → 8,9-DiHETrE LEFT_TO_RIGHT Reaction327 false 5,6-Epoxy-8,11,14-eicosatrienoic acid + Water → 5,6-DHET LEFT_TO_RIGHT Epoxide hydratase 2 SMILES CCCCC[C@H](O)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O SMILES CCCCC\C=C/C\C=C/CC1OC1C\C=C/CCCC(O)=O C20H30O3 5-KETE 318.21948 C05356 KEGG Compound Reaction325 false 14,15-Epoxy-5,8,11-eicosatrienoic acid + Water → 14,15-DiHETrE LEFT_TO_RIGHT 111188 ChemSpider ReactionCatalysis498 ACTIVATION 80434-82-8 CAS ReactionCatalysis496 ACTIVATION 30776537 ChemSpider ReactionCatalysis497 ACTIVATION 72025-60-6 CAS ReactionCatalysis494 ACTIVATION 27025-41-8 CAS ReactionCatalysis495 ACTIVATION ReactionCatalysis493 ACTIVATION ReactionCatalysis490 ACTIVATION 1.0 ReactionCatalysis491 ACTIVATION 1.0 1.0 CHEBI:28667 ChEBI ReactionCatalysis489 ACTIVATION ReactionCatalysis487 ACTIVATION ReactionCatalysis485 ACTIVATION ReactionCatalysis486 ACTIVATION ReactionCatalysis484 ACTIVATION 4444320 ChemSpider ReactionCatalysis481 ACTIVATION ReactionCatalysis482 ACTIVATION ReactionCatalysis480 ACTIVATION SMILES CCCCCC(O)C=CC1C(O)CC(O)C1CC(=O)CCCCC(O)=O HMDB02343 HMDB Prostaglandin G/H synthase 1 CHEBI:27562 ChEBI ReactionCatalysis478 ACTIVATION ReactionCatalysis479 ACTIVATION 57576-52-0 CAS P09960 UniProt 5283078 PubChem-compound 937 ChemSpider 53477781 PubChem-compound C20H32O5 Prostaglandin E2 352.22498 12(S)-HPETE P41222 UniProt C14717 KEGG Compound P0C869 UniProt 17216212 ChemSpider 5353269 PubChem-compound 3.0 1.0 Q02928 UniProt 71160-24-2 CAS P34913 UniProt 1.0 1.0 CHEBI:1044940 ChEBI Q7Z449 UniProt PW000044 PathWhiz 67910-12-7 CAS 1.0 1.0 Prostaglandin D2 192461-95-3 CAS 952 ChemSpider 950 ChemSpider 4450370 ChemSpider HMDB11137 HMDB HMDB11136 HMDB HMDB11135 HMDB HMDB11134 HMDB C14732 KEGG Compound Leukotriene-B(4) omega-hydroxylase 1 Leukotriene D4 C30H47N3O9S Leukotriene C4 625.3033 HMDB01335 HMDB HMDB01337 HMDB 11,14,15-THETA C00584 KEGG Compound 1.0 Q08477 UniProt O14684 UniProt 363-24-6 CAS C14749 KEGG Compound C14748 KEGG Compound 1.0 4940074 ChemSpider 11H-14,15-EETA 1.0 CHEBI:27485 ChEBI 1.0 HMDB00217 HMDB 1.0 1.0 PHOSPHATIDYLCHOLINE BioCyc HMDB00221 HMDB HMDB02886 HMDB C00127 KEGG Compound C14770 KEGG Compound 136696-10-1 CAS 11,12-DiHETrE 1.0 C20H32N6O12S2 Oxidized glutathione 612.152 SMILES CCCCC\C=C/C\C=C/C=C/C=C/[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)[C@@H](O)CCCC(O)=O CHEBI:28158 ChEBI C14769 KEGG Compound C14768 KEGG Compound 6435286 PubChem-compound ReactionCatalysis738 ACTIVATION Oxygen 79551-85-2 CAS C14781 KEGG Compound Gamma-glutamyltranspeptidase 1 5-HPETE 11,12,15-THETA 444899 PubChem-compound C20H32O6 Prostaglandin G2 368.21988 NAD(P) BioCyc SMILES CCCCC\C=C/CC(=O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O SMILES CCCCC[C@@H](O)\C=C\C1=C(C\C=C/CCCC(O)=O)C(=O)CC1 CHEBI:52449 ChEBI Cytochrome P450 2J2 C14774 KEGG Compound C14773 KEGG Compound C14772 KEGG Compound C14771 KEGG Compound 1.0 C14778 KEGG Compound 21467087 ChemSpider C14777 KEGG Compound C14776 KEGG Compound C14775 KEGG Compound P98187 UniProt 392800 ChemSpider C20H34O6 Thromboxane B2 370.23553 C04742 KEGG Compound SMILES CCCCC\C=C/C\C=C/C\C=C/C=C/C(=O)CCCC(O)=O CHEBI:28130 ChEBI C14782 KEGG Compound Reaction915 true 12(S)-HPETE → 12(S)-HETE LEFT_TO_RIGHT 3.1.1.4 false 3.1.1.4 PC(14:0/20:4(5Z,8Z,11Z,14Z)) + Water ↔ Arachidonic acid + LysoPC(14:0) REVERSIBLE 1.14.15.3 false 1.14.15.3 Arachidonic acid + Oxygen → 20-Hydroxyeicosatetraenoic acid + Water LEFT_TO_RIGHT Reaction914 true 12(S)-HPETE → 12-KETE LEFT_TO_RIGHT OXIDIZED-GLUTATHIONE BioCyc Reaction911 true 8-Isoprostane → 2,3-Dinor-8iso prostaglandin F1alpha LEFT_TO_RIGHT 1.0 Reaction912 true 8-Isoprostane → 2,3-Dinor-8iso prostaglandin F2alpha LEFT_TO_RIGHT HMDB10217 HMDB Reaction910 true Arachidonic acid → 8-Isoprostane LEFT_TO_RIGHT 4446295 ChemSpider C00157 KEGG Compound 67786-53-2 CAS 4446283 ChemSpider 4446286 ChemSpider 4446280 ChemSpider 4446281 ChemSpider 5311211 PubChem-compound 4.0 HMDB01509 HMDB Bifunctional epoxide hydrolase 2 87893-55-8 CAS 4446278 ChemSpider 4446279 ChemSpider 1.0 7732-18-5 CAS 13367-85-6 CAS 4446270 ChemSpider 126432-17-5 CAS 4446271 ChemSpider Water SMILES CCCCC[C@H](O)\C=C\[C@H]1O[C@H]2C[C@H](O2)[C@@H]1C\C=C/CCCC(O)=O 56-86-0 CAS Prostaglandin B2 Prostaglandin D2 4446266 ChemSpider 4446268 ChemSpider 4446261 ChemSpider 1.0 Gamma-glutamyltranspeptidase 1 5Z13E-15S-69-ALPHA-EPOXY-11-ALPHA BioCyc Prostaglandin H2 P09917 UniProt Leukotriene B4 8-HETE 1.0 12(R)-HETE SMILES CCCCCC(O)\C=C\[C@H]1C(O)CC(O)[C@H]1CCCCC(O)=O SMILES CCCCCC(O)\C=C\[C@H]1C(O)CC(O)[C@H]1CCCCC(O)=O 20-Hydroxyeicosatetraenoic acid 5Z13E-15S-1115-DIHYDROXY-9-OXOPROS BioCyc SMILES N[C@@H](CCC(O)=O)C(O)=O Glutathione 8,9-Epoxyeicosatrienoic acid CHEBI:64489 ChEBI 12(S)-HETE 7827808 ChemSpider 7827807 ChemSpider 7827806 ChemSpider C20H30O4 Prostaglandin J2 334.21442 HMDB05079 HMDB 395250 ChemSpider 2.0 7827803 ChemSpider 54845-95-3 CAS 20-Hydroxyeicosatetraenoic acid Prostaglandin I2 Leukotriene C4 synthase 22833512 PubChem-compound 81246-84-6 CAS H2O Water 18.010565 SMILES OCCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O 35121-78-9 CAS 1.14.13.- false 1.14.13.- Arachidonic acid + Oxygen → 5,6-Epoxy-8,11,14-eicosatrienoic acid + Water LEFT_TO_RIGHT 1.11.1.9 false 1.11.1.9 5-HPETE + 2 Glutathione → 5-HETE + Oxidized glutathione + Water LEFT_TO_RIGHT 1.14.13.- false 1.14.13.- Arachidonic acid + Oxygen → 8,9-Epoxyeicosatrienoic acid + Water LEFT_TO_RIGHT 1.13.11.34 false 1.13.11.34 5-HPETE + Oxygen → Leukotriene A4 + Water LEFT_TO_RIGHT Glutathione 1.13.11.34 false 1.13.11.34 Arachidonic acid + Oxygen → 5-HPETE + Water LEFT_TO_RIGHT 219535-29-2 CAS 12(R)-HPETE 1.0 8,9-Epoxyeicosatrienoic acid C02165 KEGG Compound 5,6-DHET Reaction908 true 8(S)-HPETE → 8-HETE LEFT_TO_RIGHT C02166 KEGG Compound Reaction909 true 12(R)-HPETE → 12(R)-HETE LEFT_TO_RIGHT Reaction906 false Arachidonic acid + Oxygen → 19(S)-HETE + Water LEFT_TO_RIGHT 1.0 ARACHIDONIC_ACID BioCyc HMDB05050 HMDB SMILES N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O 5283202 PubChem-compound 5283203 PubChem-compound 5283205 PubChem-compound Reaction878 true Delta-12-Prostaglandin J2 → 15-Deoxy-d-12,14-PGJ2 LEFT_TO_RIGHT CHEBI:15843 ChEBI Reaction879 true 6-Keto-prostaglandin F1a → 6-Ketoprostaglandin E1 LEFT_TO_RIGHT Reaction876 true 15(S)-HPETE → 5,6-Epoxytetraene LEFT_TO_RIGHT 1.11.1.9 false 1.11.1.9 15(S)-HPETE + 2 Glutathione → 15(S)-HETE + Oxidized glutathione + Water LEFT_TO_RIGHT 6Z8E10E14Z-5S12R-512-DIHYDROXYI BioCyc 445049 PubChem-compound 5280360 PubChem-compound 155976-51-5 CAS SMILES O 72059-45-1 CAS Reaction874 false Leukotriene C4 + Water → L-Glutamic acid + Leukotriene D4 LEFT_TO_RIGHT Reaction875 true 5,6-Epoxytetraene → Leukotriene A4 LEFT_TO_RIGHT Reaction872 false Leukotriene B4 + NADPH + Oxygen → 20-Hydroxy-leukotriene B4 + NADP + Water LEFT_TO_RIGHT Reaction873 true Leukotriene B4 → 12-Keto-leukotriene B4 LEFT_TO_RIGHT Reaction871 true 20-Hydroxy-leukotriene B4 → 20-Carboxy-leukotriene B4 LEFT_TO_RIGHT 4446204 ChemSpider Reaction889 true Prostaglandin-c2 → Prostaglandin B2 LEFT_TO_RIGHT Reaction887 true Prostaglandin A2 → Prostaglandin-c2 LEFT_TO_RIGHT LEUKOTRIENE-C4 BioCyc Reaction888 true Thromboxane A2 → Thromboxane B2 LEFT_TO_RIGHT CHEBI:27814 ChEBI Leukotriene-B(4) omega-hydroxylase 2 Leukotriene-B(4) omega-hydroxylase 1 20-Carboxy-leukotriene B4 Leukotriene A-4 hydrolase CHEBI:33023 ChEBI C20H30O4 Delta-12-Prostaglandin J2 334.21442 15-Deoxy-d-12,14-PGJ2 P24557 UniProt C20H32O6 6-Ketoprostaglandin E1 368.21988 1.0 C20H32O6 11-Dehydro-thromboxane B2 368.21988 Reaction885 false NADPH + Prostaglandin E2 → NADP + Prostaglandin F2a LEFT_TO_RIGHT Reaction886 true Prostaglandin E2 → Prostaglandin A2 LEFT_TO_RIGHT Reaction883 true Prostaglandin D2 → Prostaglandin J2 LEFT_TO_RIGHT Reaction884 false NADPH + Prostaglandin D2 → 11-Epi-PGF2a + NADP LEFT_TO_RIGHT Reaction881 true Prostaglandin J2 → Delta-12-Prostaglandin J2 LEFT_TO_RIGHT Reaction882 true Prostaglandin I2 → 6-Keto-prostaglandin F1a LEFT_TO_RIGHT 877878-78-9 CAS Reaction880 true 5-HETE → 5-KETE LEFT_TO_RIGHT 53-59-8 CAS 1.14.13.- false 1.14.13.- Arachidonic acid + Oxygen → 11,12-Epoxyeicosatrienoic acid + Water LEFT_TO_RIGHT Arachidonic acid Reaction899 false 11,12-Epoxyeicosatrienoic acid + Water → 11,12-DiHETrE LEFT_TO_RIGHT 108437-64-5 CAS 5280383 PubChem-compound C20H30O4 Prostaglandin A2 334.21442 1.0 1.0 C02198 KEGG Compound 1.0 1.0 1.0 1.14.14.1 false 1.14.14.1 Arachidonic acid + Oxygen → 16(R)-HETE + Water LEFT_TO_RIGHT 1.14.13.- false 1.14.13.- Arachidonic acid + Oxygen → 14,15-Epoxy-5,8,11-eicosatrienoic acid + Water LEFT_TO_RIGHT 1.14.14.1 false 1.14.14.1 15H-11,12-EETA + Oxygen → 11,12,15-THETA + Water LEFT_TO_RIGHT 1.14.14.1 false 1.14.14.1 11H-14,15-EETA + Oxygen → 11,14,15-THETA + Water LEFT_TO_RIGHT 1.14.14.1 false 1.14.14.1 15(S)-HPETE + Oxygen → 15H-11,12-EETA + Water LEFT_TO_RIGHT Reaction890 true Thromboxane B2 → 11-Dehydro-thromboxane B2 LEFT_TO_RIGHT Q16647 UniProt 1.14.14.1 false 1.14.14.1 15(S)-HPETE + Oxygen → 11H-14,15-EETA + Water LEFT_TO_RIGHT Carbonyl reductase [NADPH] 1 11,12-Epoxyeicosatrienoic acid Prostamide/prostaglandin F synthase 1.0 1.0 2.0 54397-83-0 CAS C20H32O3 5,6-Epoxy-8,11,14-eicosatrienoic acid 320.23514 C21H30N7O17P3 NADPH 745.0911 C21H29N7O17P3 NADP 744.08325 1.0 CHEBI:34162 ChEBI CHEBI:15647 ChEBI CHEBI:16978 ChEBI 24766559 ChemSpider CHEBI:15646 ChEBI 5-KETE ReactionCatalysis191 ACTIVATION ReactionCatalysis192 ACTIVATION SMILES CCCCC[C@H](O)\C=C\C1C=CC(=O)C1C\C=C\CCCC(O)=O 4444074 ChemSpider 1.0 Prostaglandin J2 Prostaglandin E2 1.0 Prostaglandin A2 213382-49-1 CAS CHEBI:15651 ChEBI Oxygen ReactionCatalysis188 ACTIVATION CHEBI:34151 ChEBI ReactionCatalysis187 ACTIVATION Arachidonate 15-lipoxygenase Arachidonate 12-lipoxygenase, 12S-type HMDB04264 HMDB CHEBI:34157 ChEBI Arachidonate 15-lipoxygenase B Prostaglandin G/H synthase 1 Prostaglandin G/H synthase 2 Arachidonate 5-lipoxygenase SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O SMILES NC(=O)C1=CN(C=CC1)[C@H]1O[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2O[C@@H]([C@@H](OP(O)(O)=O)[C@H]2O)N2C=NC3=C(N)N=CN=C23)[C@H](O)[C@@H]1O SMILES CCCCC\C=C/C\C=C/C\C=C/CC1OC1CCCC(O)=O C20H32O4 15H-11,12-EETA 336.23007 5,6-Epoxytetraene GLT BioCyc 53-57-6 CAS HMDB04238 HMDB 1.0 Oxygen HMDB04236 HMDB 4444059 ChemSpider C20H32O4 12(S)-HPETE 336.23007 C20H32O4 15(S)-HPETE 336.23007 CHEBI:34146 ChEBI ReactionCatalysis73 ACTIVATION HMDB04234 HMDB Prostaglandin-H2 D-isomerase 13345-50-1 CAS ReactionCatalysis76 ACTIVATION CHEBI:34145 ChEBI ReactionCatalysis77 ACTIVATION Prostaglandin E2 CHEBI:34144 ChEBI P23219 UniProt Delta-12-Prostaglandin J2 SMILES CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](C\C=C/CCCC(O)=O)C=CC1=O C20H32O3 14,15-Epoxy-5,8,11-eicosatrienoic acid 320.23514 1.0 Prostaglandin E synthase Cytochrome P450 2B6 126873-49-2 CAS 14,15-Epoxy-5,8,11-eicosatrienoic acid HMDB04241 HMDB C20H32O5 Prostaglandin I2 352.22498 HMDB04242 HMDB 405289 ChemSpider O15296 UniProt HMDB04243 HMDB HMDB04244 HMDB C20H30O3 Leukotriene A4 318.21948 1.0 54397-85-2 CAS CHEBI:15627 ChEBI CHEBI:15626 ChEBI CHEBI:15628 ChEBI 98462-03-4 CAS HMDB04699 HMDB 1.0 Endoplasmic Reticulum Endoplasmic Reticulum Membrane HMDB04692 HMDB HMDB04693 HMDB HMDB04694 HMDB SMILES [H][C@@](CCCCC)(OO)\C=C\[C@@]1([H])[C@@]2([H])C[C@]([H])(OO2)[C@]1([H])C\C=C/CCCC(O)=O C20H34O5 11,12,15-THETA 354.24063 C20H32O4 5-HPETE 336.23007 C20H32O3 19(S)-HETE 320.23514 5255796 PubChem-compound C20H32O3 5-HETE 320.23514 C20H32O4 12(R)-HPETE 336.23007 C20H34O5 11-Epi-PGF2a 354.24063 1.0 C20H32O3 11,12-Epoxyeicosatrienoic acid 320.23514 C20H32O3 8-HETE 320.23514 Glutathione peroxidase 1 C20H32O3 16(R)-HETE 320.23514 C20H30O4 5,6-Epoxytetraene 334.21442 C20H32O5 Prostaglandin D2 352.22498 4470730 ChemSpider C20H30O4 Prostaglandin-c2 334.21442 C20H32O3 12(S)-HETE 320.23514 53480669 PubChem-compound 1.0 C20H32O3 12(R)-HETE 320.23514 1.0 SMILES CCCCC[C@H](O)\C=C\[C@H]1OC(O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O 1.0 HMDB01198 HMDB Arachidonate 12-lipoxygenase, 12S-type Cytoplasm C20H32O4 11H-14,15-EETA 336.23007 C20H34O5 11,14,15-THETA 354.24063 10128355 ChemSpider NADPH 10128354 ChemSpider C20H32O4 8(S)-HPETE 336.23007 10128353 ChemSpider 4444411 ChemSpider Cytochrome P450 2C8 HMDB04679 HMDB 4444412 ChemSpider SMILES CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O CHEBI:34185 ChEBI HMDB04673 HMDB O2 Oxygen 31.98983 C20H28O3 15-Deoxy-d-12,14-PGJ2 316.20386 C20H32O5 Prostaglandin H2 352.22498 P78329 UniProt Arachidonate 15-lipoxygenase B P18054 UniProt 4444415 ChemSpider 4444416 ChemSpider 4444400 ChemSpider CHEBI:17858 ChEBI CHEBI:28728 ChEBI HMDB04680 HMDB 107873 PubChem-compound 15H-11,12-EETA HMDB04684 HMDB HMDB02265 HMDB C20H40 8-Isoprostane 280.313 CHEBI:27647 ChEBI 4444407 ChemSpider 4444408 ChemSpider 4444405 ChemSpider 4444406 ChemSpider 4445566 ChemSpider C00639 KEGG Compound HMDB04659 HMDB 1.0 Thromboxane B2 HMDB01381 HMDB 5-HETE HMDB02232 HMDB 1.0 Leukotriene-B(4) omega-hydroxylase 2 P16050 UniProt 5280724 PubChem-compound 15(S)-HETE CHEBI:63970 ChEBI HMDB03337 HMDB HMDB05998 HMDB Q16873 UniProt 12(S)-HPETE 8(S)-HPETE 5886 PubChem-compound C20H30O3 12-KETE 318.21948 1.0 1.0 C14807 KEGG Compound CHEBI:63969 ChEBI CHEBI:63966 ChEBI Leukotriene C4 SMP00075 SMPDB P05181 UniProt 41598-07-6 CAS 81276-02-0 CAS C14815 KEGG Compound 5.3.99.4 false 5.3.99.4 Prostaglandin H2 → Prostaglandin I2 LEFT_TO_RIGHT 5.3.99.3 false 5.3.99.3 Prostaglandin H2 → Prostaglandin E2 LEFT_TO_RIGHT 1.0 C14814 KEGG Compound P42330 UniProt C14813 KEGG Compound C14812 KEGG Compound 1.0 Prostaglandin H2 Prostaglandin E synthase 1.14.99.1 false 1.14.99.1 Arachidonic acid + 2 Oxygen → Prostaglandin G2 LEFT_TO_RIGHT 5.3.99.2 false 5.3.99.2 Prostaglandin H2 → Prostaglandin D2 LEFT_TO_RIGHT CHEBI:63974 ChEBI 1.11.1.20 false 1.11.1.20 Prostaglandin H2 → Prostaglandin F2a LEFT_TO_RIGHT 5280745 PubChem-compound 20-OH-LTB4 BioCyc NADP HMDB01377 HMDB C00427 KEGG Compound HMDB01139 HMDB 1.0 1.0 SMILES NC(CCC(=O)NC(CSSCC(NC(=O)CCC(N)C(O)=O)C(=O)NCC(O)=O)C(=O)NCC(O)=O)C(O)=O 5280733 PubChem-compound C14823 KEGG Compound 10128338 ChemSpider Arachidonate 5-lipoxygenase 10128337 ChemSpider C14822 KEGG Compound 2,3-Dinor-8iso prostaglandin F2alpha