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HMDB00254 HMDB HMDB00134 HMDB 6022 PubChem-compound HMDB02434 HMDB C23H38N7O17P3S Acetyl-CoA 809.1258 439161 PubChem-compound 937 ChemSpider Aconitate hydratase 1 lipoamide dehydrogenase HMDB01341 HMDB CHEBI:30797 ChEBI 439153 PubChem-compound 110-17-8 CAS Reaction2588 false Acetyl-CoA + Oxalacetic acid + Water → Citric acid + Coenzyme A + Hydrogen Ion LEFT_TO_RIGHT 4.2.1.3 false 4.2.1.3 Citric acid → Water + cis-Aconitic acid LEFT_TO_RIGHT 50 ChemSpider http://identifiers.org/smpdb/SMP00020 SMPDB 1.0 P0AC33 UniProt PW000054 PathWhiz P33940 UniProt NAD 1.0 OXALACETIC_ACID BioCyc 1.0 succinate dehydrogenase, FeS subunit Fumarate hydratase class I, anaerobic succinate:quinone oxidoreductase, FAD binding protein ATP BioCyc CHEBI:17594 ChEBI PW000051 PathWhiz 1.0 succinate dehydrogenase fumarate reductase, membrane anchor subunit succinate dehydrogenase http://identifiers.org/smpdb/SMP00037 SMPDB http://identifiers.org/smpdb/SMP00030 SMPDB http://identifiers.org/smpdb/SMP00032 SMPDB P0AC44 UniProt PW000046 PathWhiz PW000165 PathWhiz 1.0 HMDB01206 HMDB CHEBI:15380 ChEBI C00451 KEGG Compound 5742 ChemSpider C25H40N7O19P3S Succinyl-CoA 867.1312 PW000163 PathWhiz PW000162 PathWhiz CHEBI:16474 ChEBI http://identifiers.org/smpdb/SMP00040 SMPDB HMDB59597 HMDB P0AC41 UniProt 97-67-6 CAS HMDB00243 HMDB PW000155 PathWhiz C27H35N9O15P2 FADH 787.1728 2.0 Acetyl-CoA 945 ChemSpider PW000152 PathWhiz PW000030 PathWhiz 1010 ChemSpider SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCS http://identifiers.org/smpdb/SMP00051 SMPDB CHEBI:30769 ChEBI 1.1.1.42 false 1.1.1.42 D-threo-Isocitric acid + NADP → Carbon dioxide + NADPH + Oxoglutaric acid LEFT_TO_RIGHT Reaction2590 false Water + cis-Aconitic acid → D-threo-Isocitric acid LEFT_TO_RIGHT http://identifiers.org/smpdb/SMP00059 SMPDB PW000029 PathWhiz http://identifiers.org/smpdb/SMP00055 SMPDB 1.0 SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O TCA cycle (ubiquinol-0) 1.0 HMDB01423 HMDB Hydrogen Ion HMDB00217 HMDB C00472 KEGG Compound Cytosol Adenosine triphosphate SUC BioCyc Quinone Fumarate hydratase class II 24.0 Gluconeogenesis SubPathway HMDB00208 HMDB Oxidation of Branched Chain Fatty Acids SubPathway HMDB00221 HMDB C00009 KEGG Compound Ubiquinol-0 C00008 KEGG Compound HMDB00223 HMDB C00006 KEGG Compound CHEBI:18009 ChEBI C00001 KEGG Compound C00122 KEGG Compound SMILES CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=C(N2)C(=O)NC(=O)N1 C00005 KEGG Compound C00004 KEGG Compound CHEBI:18367 ChEBI C00003 KEGG Compound 1032 ChemSpider 1910-41-4 CAS C00002 KEGG Compound 1031 ChemSpider Reaction5886 false Succinic acid + Ubiquinone-0 → Fumaric acid + Ubiquinol-0 LEFT_TO_RIGHT 69068 PubChem-compound Urea Cycle SubPathway Tryptophan Metabolism SubPathway Mitochondrial Inner Membrane HMDB01429 HMDB Mitochondrial Electron Transport Chain SubPathway http://identifiers.org/smpdb/SMP00355 SMPDB PW002023 PathWhiz Pyruvic acid SubPathwayOutput SubPathwayInput C21H28N7O14P2 NAD 664.11694 http://identifiers.org/smpdb/SMP00006 SMPDB http://identifiers.org/smpdb/SMP00127 SMPDB SMILES COC1=C(OC)C(=O)C(C)=CC1=O C9H12O4 Ubiquinol-0 184.07356 http://identifiers.org/smpdb/SMP00128 SMPDB http://identifiers.org/smpdb/SMP00129 SMPDB C00011 KEGG Compound C00010 KEGG Compound Dihydrolipoyllysine-residue succinyltransferase component of 2-oxoglutarate dehydrogenase complex 1.0 2-oxoglutarate dehydrogenase E1 component NAD(P) BioCyc FADH SubPathwayInput H Hydrogen Ion 1.007825 C00149 KEGG Compound 388307 ChemSpider http://identifiers.org/smpdb/SMP00016 SMPDB C00022 KEGG Compound 56-65-5 CAS C01352 KEGG Compound 53-84-9 CAS C00026 KEGG Compound C00024 KEGG Compound Fumaric acid SubPathwayOutput 1.0 C6H6O2 Hydroquinone 110.03678 C00158 KEGG Compound Succinyl-CoA ligase [ADP-forming] subunit alpha C00036 KEGG Compound 328-50-7 CAS SMILES NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O Water SMILES OC(=O)CCC(O)=O SMILES OC(=O)C\C(=C\C(O)=O)C(O)=O HMDB01874 HMDB Citrate synthase monomer C00042 KEGG Compound Malate:quinone oxidoreductase 1.0 SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O 764 ChemSpider SMILES OC(=O)CC(O)(CC(O)=O)C(O)=O 604-98-8 CAS HMDB00538 HMDB 1.0 10197150 ChemSpider 785 PubChem-compound FUM BioCyc SMILES OC(=O)CC(=O)C(O)=O P69054 UniProt 7732-18-5 CAS CHEBI:18012 ChEBI Succinyl-CoA ligase [ADP-forming] subunit beta Fumarate hydratase class I, aerobic Malate dehydrogenase Aconitate hydratase 2 4.0 SMILES O[C@H]([C@H](CC(O)=O)C(O)=O)C(O)=O C6H4O2 Quinone 108.021126 C10H16N5O13P3 Adenosine triphosphate 506.99576 Hydroquinone 305 ChemSpider Aconitate hydratase 1 lipoamide dehydrogenase SMILES CC(=O)C(O)=O ReactionCatalysis2606 ACTIVATION Tyrosine Metabolism SubPathway HMDB01967 HMDB Glycolysis SubPathway Propanoate Metabolism SubPathway 962 PubChem-compound 2.0 6061-97-8 CAS 5800 ChemSpider CO2 Carbon dioxide 43.98983 CHEBI:27906 ChEBI Phosphate C00080 KEGG Compound Oxoglutaric acid Fumarate hydratase class I, anaerobic succinate:quinone oxidoreductase, FAD binding protein succinate dehydrogenase, FeS subunit ornithine metabolism SubPathway 14265-44-2 CAS PYRUVATE BioCyc 58-64-0 CAS 585-84-2 CAS C00091 KEGG Compound 1.0 succinate dehydrogenase fumarate reductase, membrane anchor subunit succinate dehydrogenase P61889 UniProt 444493 PubChem-compound 2.0 Succinic acid SubPathwayInput 22833512 PubChem-compound ACETYL-COA BioCyc H2O Water 18.010565 FADH2 BioCyc 1.0 NADH BioCyc NAD BioCyc Carbon dioxide 970 PubChem-compound CIS-ACONITATE BioCyc P0ABH7 UniProt SMILES OC(=O)\C=C\C(O)=O Acetyl-CoA SubPathwayOutput SubPathwayInput L-Malic acid P0A836 UniProt 1.0 C4H6O5 L-Malic acid 134.02153 17215925 ChemSpider 446013 PubChem-compound C4H4O5 Oxalacetic acid 132.00587 Malate-Aspartate Shuttle SubPathway SubPathwayInteraction3069 SubPathway3069Reaction SubPathwayReaction SubPathwayInteraction3067 SubPathwayReaction SubPathway3067Reaction SubPathwayInteraction3068 SubPathwayReaction SubPathway3068Reaction Succinic acid SubPathwayInteraction3076 SubPathway3076Reaction SubPathwayReaction NADH SubPathwayInteraction3077 SubPathway3077Reaction SubPathwayReaction cis-Aconitic acid SubPathwayInteraction3074 SubPathwayReaction SubPathway3074Reaction SubPathwayInteraction3075 SubPathway3075Reaction SubPathwayReaction SubPathwayInteraction3072 SubPathway3072Reaction SubPathwayReaction SubPathwayInteraction3073 SubPathwayReaction SubPathway3073Reaction 21883788 PubChem-compound SubPathwayInteraction3070 SubPathwayReaction SubPathway3070Reaction SMILES O C6H8O7 D-threo-Isocitric acid 192.02701 SubPathwayInteraction3071 SubPathway3071Reaction SubPathwayReaction CIT BioCyc Fatty acid Metabolism SubPathway Lysine Degradation SubPathway Ketone Body Metabolism SubPathway P14407 UniProt SubPathwayInteraction3078 SubPathway3078Reaction SubPathwayReaction SubPathwayInteraction3079 SubPathwayReaction SubPathway3079Reaction 1.0 SubPathwayInteraction3087 SubPathway3087Reaction SubPathwayReaction SubPathwayInteraction3088 SubPathway3088Reaction SubPathwayReaction 1.0 SubPathwayInteraction3085 SubPathwayReaction SubPathway3085Reaction SubPathwayInteraction3086 SubPathway3086Reaction SubPathwayReaction 328-42-7 CAS 6816 PubChem-compound SubPathwayInteraction3083 SubPathway3083Reaction SubPathwayReaction 4477081 ChemSpider 51 PubChem-compound CHEBI:60899 ChEBI SubPathwayInteraction3084 SubPathway3084Reaction SubPathwayReaction P0A9P0 UniProt SMILES O[C@@H](CC(O)=O)C(O)=O SubPathwayInteraction3081 SubPathwayReaction SubPathway3081Reaction SubPathwayInteraction3082 SubPathwayReaction SubPathway3082Reaction CHEBI:15846 ChEBI SubPathwayInteraction3080 SubPathway3080Reaction SubPathwayReaction ADP BioCyc C3H4O3 Pyruvic acid 88.016045 53-59-8 CAS Arginine and Proline Metabolism SubPathway 1.0 1038 PubChem-compound D-threo-Isocitric acid SubPathwayInteraction3089 SubPathway3089Reaction SubPathwayReaction GO:0005829 GENE ONTOLOGY ReactionCatalysis2558 ACTIVATION ReactionCatalysis2559 ACTIVATION SubPathwayInteraction3092 SubPathwayReaction SubPathway3092Reaction 274 ChemSpider SubPathwayInteraction3093 SubPathwayReaction SubPathway3093Reaction SubPathwayInteraction3090 SubPathway3090Reaction SubPathwayReaction P36683 UniProt C5H6O5 Oxoglutaric acid 146.02153 SubPathwayInteraction3091 SubPathway3091Reaction SubPathwayReaction HMDB00902 HMDB 393487 ChemSpider Dihydrolipoyllysine-residue succinyltransferase component of 2-oxoglutarate dehydrogenase complex 2-oxoglutarate dehydrogenase E1 component CHEBI:16908 ChEBI 1.0 Isocitrate dehydrogenase [NADP] O4P Phosphate 94.95342 Oxalacetic acid NADPH 4650 PubChem-compound 77-92-9 CAS 558863 ChemSpider Succinyl-CoA ligase [ADP-forming] subunit alpha NADP C21H30N7O17P3 NADPH 745.0911 ReactionCatalysis2561 ACTIVATION ReactionCatalysis2560 ACTIVATION C21H29N7O17P3 NADP 744.08325 glycolysis and pyruvate dehydrogenase SubPathway ReactionCatalysis2562 ACTIVATION Aspartate metabolism SubPathway ReactionCatalysis2564 ACTIVATION NADPH BioCyc PW000787 PathWhiz 643757 PubChem-compound PW000785 PathWhiz 236-TRICHLOROHYDROQUINONE BioCyc 58-68-4 CAS ReactionCatalysis2613 ACTIVATION ReactionCatalysis2612 ACTIVATION SMILES [O-]P([O-])([O-])=O SMILES OC(=O)CCC(=O)C(O)=O 2-oxoglutarate dehydrogenase 124-38-9 CAS CHEBI:30915 ChEBI 2.0 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 succinyl-CoA synthetase Succinyl-CoA ligase [ADP-forming] subunit beta 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 GO:0005759 GENE ONTOLOGY Fumaric acid C4H4O4 Fumaric acid 116.010956 2.0 succinate:quinone oxidoreductase ReactionCatalysis2620 ACTIVATION 53-57-6 CAS CHEBI:15741 ChEBI 1.2.4.2 false 1.2.4.2 Coenzyme A + NAD + Oxoglutaric acid → Carbon dioxide + NADH + Succinyl-CoA LEFT_TO_RIGHT http://identifiers.org/smpdb/SMP00809 SMPDB SMILES O=C=O 1110 PubChem-compound http://identifiers.org/smpdb/SMP00807 SMPDB P0AFG3 UniProt 2.0 P25516 UniProt C21H29N7O14P2 NADH 665.12476 fumarase hydratase 5957 PubChem-compound malate dehydrogenase GO:0005743 GENE ONTOLOGY Fumarate hydratase class I, aerobic CHEBI:151 ChEBI C4H6O4 Succinic acid 118.02661 C6H6O6 cis-Aconitic acid 174.01643 http://identifiers.org/smpdb/SMP00813 SMPDB SubPathwayInteraction3065 SubPathwayReaction SubPathway3065Reaction Citric acid Adenosine diphosphate SubPathwayInteraction3066 SubPathway3066Reaction SubPathwayReaction P0AFG6 UniProt SubPathwayInteraction3064 SubPathway3064Reaction SubPathwayReaction C10H15N5O10P2 Adenosine diphosphate 427.02942 12.0 C6H8O7 Citric acid 192.02701 C9H10O4 Ubiquinone-0 182.0579 1.0 HMDB00094 HMDB SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O CPD-8587 BioCyc 19782904 PubChem-compound 5682 ChemSpider HMDB03364 HMDB CHEBI:1146900 ChEBI Oxalacetic acid SubPathwayOutput SubPathwayInput 5318532 PubChem-compound 1.1.1.37 false 1.1.1.37 L-Malic acid + NAD → Hydrogen Ion + NADH + Oxalacetic acid LEFT_TO_RIGHT 4.2.1.2 false 4.2.1.2 Fumaric acid + Water → L-Malic acid LEFT_TO_RIGHT Mitochondrial Matrix 1.0 6.2.1.5 false 6.2.1.5 Adenosine diphosphate + Phosphate + Succinyl-CoA → Adenosine triphosphate + Coenzyme A + Succinic acid LEFT_TO_RIGHT CO-A BioCyc CHEBI:17877 ChEBI 222656 PubChem-compound 5675 ChemSpider 72-89-9 CAS 1078 ChemSpider HMDB01197 HMDB Fumarate hydratase class II Coenzyme A C21H36N7O16P3S Coenzyme A 767.11523 CHEBI:15422 ChEBI 6557 ChemSpider HMDB00072 HMDB SMILES CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N 388299 ChemSpider 1.0 127-17-3 CAS CHEBI:16509 ChEBI PW000791 PathWhiz 4489 ChemSpider 1.0 CHEBI:16526 ChEBI 1.0 1.0 CPD-8130 BioCyc CHEBI:16761 ChEBI P0AGE9 UniProt 123-31-9 CAS Reaction2630 false L-Malic acid + Quinone → Hydroquinone + Oxalacetic acid LEFT_TO_RIGHT PW000023 PathWhiz PW000142 PathWhiz PW000149 PathWhiz PW000028 PathWhiz 2-KETOGLUTARATE BioCyc SMILES COC1=C(O)C=C(C)C(O)=C1OC 6.0 392413 ChemSpider PW000146 PathWhiz 1.0 P05042 UniProt Oxoglutaric acid SubPathwayOutput SubPathwayInput 5893 PubChem-compound 1.0 HMDB02111 HMDB HMDB01022 HMDB 11183027 PubChem-compound http://identifiers.org/smpdb/SMP00060 SMPDB 110-15-6 CAS SMILES O=C1C=CC(=O)C=C1 http://identifiers.org/smpdb/SMP00067 SMPDB CHEBI:32816 ChEBI http://identifiers.org/smpdb/SMP00063 SMPDB CHEBI:15377 ChEBI CHEBI:15378 ChEBI SMILES [H+] PW000010 PathWhiz P08200 UniProt Succinyl-CoA Citrate hydro-lyase (cis-aconitate-forming) Citrate hydro-lyase SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O 5886 PubChem-compound citrate dehydrogenase citrate synthase http://identifiers.org/smpdb/SMP00071 SMPDB 1.0 http://identifiers.org/smpdb/SMP00072 SMPDB SMILES OC1=CC=C(O)C=C1 280 PubChem-compound CHEBI:30744 ChEBI ReactionCatalysis5850 ACTIVATION CHEBI:32805 ChEBI 2.0 HMDB01487 HMDB PW000002 PathWhiz HMDB00156 HMDB PW000001 PathWhiz Pyruvate Metabolism SubPathway C00417 KEGG Compound Malate:quinone oxidoreductase PW000003 PathWhiz Valine, Leucine and Isoleucine Degradation SubPathway Citrate synthase monomer 2.0 C00530 KEGG Compound Malate dehydrogenase Isocitrate dehydrogenase [NADP] 2.0 Aspartate Metabolism SubPathway 193317 ChemSpider Glutamate Metabolism SubPathway ReactionCatalysis2593 ACTIVATION Alanine Metabolism SubPathway 1.0 3-METHYLBENZYLSUCCINYL-COA BioCyc Ubiquinone-0 1060 PubChem-compound 1061 PubChem-compound 1.0 CPD-1941 BioCyc P07014 UniProt 106-51-4 CAS Glucose-Alanine Cycle SubPathway Aconitate hydratase 2 CHEBI:15351 ChEBI http://identifiers.org/smpdb/SMP02037 SMPDB 85-61-0 CAS Citrate synthase monomer Aconitate hydratase 1 Isocitrate dehydrogenase [NADP] 2-oxoglutarate dehydrogenase E1 component Dihydrolipoyllysine- residue succinyltransferase component of 2-oxoglutarate dehydrogenase complex lipoamide dehydrogenase Succinyl-CoA ligase [ADP-forming] subunit alpha Succinyl-CoA ligase [ADP-forming] subunit beta Fumarate hydratase class I, aerobic Fumarate hydratase class I, anaerobic Fumarate hydratase class II Malate dehydrogenase Malate:quinone oxidoreductase succinate:quinone oxidoreductase, FAD binding protein succinate dehydrogenase, FeS subunit succinate dehydrogenase succinate dehydrogenase fumarate reductase, membrane anchor subunit Oxalacetic acid H 2 O Acetyl-CoA Citric acid CoA H + H 2 O cis-Aconitic acid H 2 O D-threo- Isocitric acid NADP CO 2 NADPH Oxoglutaric acid NAD CoA NADH CO 2 Succinyl-CoA ADP P i ATP CoA Succinic acid Fumaric acid H 2 O L-Malic acid NAD Oxalacetic acid NADH H + Quinone Oxalacetic acid Hydroquinone Ubiquinone-0 Ubiquinol-0 4Fe-4S FAD ferroheme b 2Fe-2S 3Fe-4S iron-sulfur cluster Aconitate hydratase 1 Aspartate metabolism glycolysis and pyruvate dehydrogenase ornithine metabolism Aconitate hydratase 2 Aconitate hydratase 2
HMDB00254 HMDB HMDB00134 HMDB 6022 PubChem-compound HMDB02434 HMDB C23H38N7O17P3S Acetyl-CoA 809.1258 439161 PubChem-compound 937 ChemSpider Aconitate hydratase 1 lipoamide dehydrogenase HMDB01341 HMDB CHEBI:30797 ChEBI 439153 PubChem-compound 110-17-8 CAS Reaction2588 false Acetyl-CoA + Oxalacetic acid + Water → Citric acid + Coenzyme A + Hydrogen Ion LEFT_TO_RIGHT 4.2.1.3 false 4.2.1.3 Citric acid → Water + cis-Aconitic acid LEFT_TO_RIGHT 50 ChemSpider http://identifiers.org/smpdb/SMP00020 SMPDB 1.0 P0AC33 UniProt PW000054 PathWhiz P33940 UniProt NAD 1.0 OXALACETIC_ACID BioCyc 1.0 succinate dehydrogenase, FeS subunit Fumarate hydratase class I, anaerobic succinate:quinone oxidoreductase, FAD binding protein ATP BioCyc CHEBI:17594 ChEBI PW000051 PathWhiz 1.0 succinate dehydrogenase fumarate reductase, membrane anchor subunit succinate dehydrogenase http://identifiers.org/smpdb/SMP00037 SMPDB http://identifiers.org/smpdb/SMP00030 SMPDB http://identifiers.org/smpdb/SMP00032 SMPDB P0AC44 UniProt PW000046 PathWhiz PW000165 PathWhiz 1.0 HMDB01206 HMDB CHEBI:15380 ChEBI C00451 KEGG Compound 5742 ChemSpider C25H40N7O19P3S Succinyl-CoA 867.1312 PW000163 PathWhiz PW000162 PathWhiz CHEBI:16474 ChEBI http://identifiers.org/smpdb/SMP00040 SMPDB HMDB59597 HMDB P0AC41 UniProt 97-67-6 CAS HMDB00243 HMDB PW000155 PathWhiz C27H35N9O15P2 FADH 787.1728 2.0 Acetyl-CoA 945 ChemSpider PW000152 PathWhiz PW000030 PathWhiz 1010 ChemSpider SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCS http://identifiers.org/smpdb/SMP00051 SMPDB CHEBI:30769 ChEBI 1.1.1.42 false 1.1.1.42 D-threo-Isocitric acid + NADP → Carbon dioxide + NADPH + Oxoglutaric acid LEFT_TO_RIGHT Reaction2590 false Water + cis-Aconitic acid → D-threo-Isocitric acid LEFT_TO_RIGHT http://identifiers.org/smpdb/SMP00059 SMPDB PW000029 PathWhiz http://identifiers.org/smpdb/SMP00055 SMPDB 1.0 SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O TCA cycle (ubiquinol-0) 1.0 HMDB01423 HMDB Hydrogen Ion HMDB00217 HMDB C00472 KEGG Compound Cytosol Adenosine triphosphate SUC BioCyc Quinone Fumarate hydratase class II 24.0 Gluconeogenesis SubPathway HMDB00208 HMDB Oxidation of Branched Chain Fatty Acids SubPathway HMDB00221 HMDB C00009 KEGG Compound Ubiquinol-0 C00008 KEGG Compound HMDB00223 HMDB C00006 KEGG Compound CHEBI:18009 ChEBI C00001 KEGG Compound C00122 KEGG Compound SMILES CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=C(N2)C(=O)NC(=O)N1 C00005 KEGG Compound C00004 KEGG Compound CHEBI:18367 ChEBI C00003 KEGG Compound 1032 ChemSpider 1910-41-4 CAS C00002 KEGG Compound 1031 ChemSpider Reaction5886 false Succinic acid + Ubiquinone-0 → Fumaric acid + Ubiquinol-0 LEFT_TO_RIGHT 69068 PubChem-compound Urea Cycle SubPathway Tryptophan Metabolism SubPathway Mitochondrial Inner Membrane HMDB01429 HMDB Mitochondrial Electron Transport Chain SubPathway http://identifiers.org/smpdb/SMP00355 SMPDB PW002023 PathWhiz Pyruvic acid SubPathwayOutput SubPathwayInput C21H28N7O14P2 NAD 664.11694 http://identifiers.org/smpdb/SMP00006 SMPDB http://identifiers.org/smpdb/SMP00127 SMPDB SMILES COC1=C(OC)C(=O)C(C)=CC1=O C9H12O4 Ubiquinol-0 184.07356 http://identifiers.org/smpdb/SMP00128 SMPDB http://identifiers.org/smpdb/SMP00129 SMPDB C00011 KEGG Compound C00010 KEGG Compound Dihydrolipoyllysine-residue succinyltransferase component of 2-oxoglutarate dehydrogenase complex 1.0 2-oxoglutarate dehydrogenase E1 component NAD(P) BioCyc FADH SubPathwayInput H Hydrogen Ion 1.007825 C00149 KEGG Compound 388307 ChemSpider http://identifiers.org/smpdb/SMP00016 SMPDB C00022 KEGG Compound 56-65-5 CAS C01352 KEGG Compound 53-84-9 CAS C00026 KEGG Compound C00024 KEGG Compound Fumaric acid SubPathwayOutput 1.0 C6H6O2 Hydroquinone 110.03678 C00158 KEGG Compound Succinyl-CoA ligase [ADP-forming] subunit alpha C00036 KEGG Compound 328-50-7 CAS SMILES NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O Water SMILES OC(=O)CCC(O)=O SMILES OC(=O)C\C(=C\C(O)=O)C(O)=O HMDB01874 HMDB Citrate synthase monomer C00042 KEGG Compound Malate:quinone oxidoreductase 1.0 SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O 764 ChemSpider SMILES OC(=O)CC(O)(CC(O)=O)C(O)=O 604-98-8 CAS HMDB00538 HMDB 1.0 10197150 ChemSpider 785 PubChem-compound FUM BioCyc SMILES OC(=O)CC(=O)C(O)=O P69054 UniProt 7732-18-5 CAS CHEBI:18012 ChEBI Succinyl-CoA ligase [ADP-forming] subunit beta Fumarate hydratase class I, aerobic Malate dehydrogenase Aconitate hydratase 2 4.0 SMILES O[C@H]([C@H](CC(O)=O)C(O)=O)C(O)=O C6H4O2 Quinone 108.021126 C10H16N5O13P3 Adenosine triphosphate 506.99576 Hydroquinone 305 ChemSpider Aconitate hydratase 1 lipoamide dehydrogenase SMILES CC(=O)C(O)=O ReactionCatalysis2606 ACTIVATION Tyrosine Metabolism SubPathway HMDB01967 HMDB Glycolysis SubPathway Propanoate Metabolism SubPathway 962 PubChem-compound 2.0 6061-97-8 CAS 5800 ChemSpider CO2 Carbon dioxide 43.98983 CHEBI:27906 ChEBI Phosphate C00080 KEGG Compound Oxoglutaric acid Fumarate hydratase class I, anaerobic succinate:quinone oxidoreductase, FAD binding protein succinate dehydrogenase, FeS subunit ornithine metabolism SubPathway 14265-44-2 CAS PYRUVATE BioCyc 58-64-0 CAS 585-84-2 CAS C00091 KEGG Compound 1.0 succinate dehydrogenase fumarate reductase, membrane anchor subunit succinate dehydrogenase P61889 UniProt 444493 PubChem-compound 2.0 Succinic acid SubPathwayInput 22833512 PubChem-compound ACETYL-COA BioCyc H2O Water 18.010565 FADH2 BioCyc 1.0 NADH BioCyc NAD BioCyc Carbon dioxide 970 PubChem-compound CIS-ACONITATE BioCyc P0ABH7 UniProt SMILES OC(=O)\C=C\C(O)=O Acetyl-CoA SubPathwayOutput SubPathwayInput L-Malic acid P0A836 UniProt 1.0 C4H6O5 L-Malic acid 134.02153 17215925 ChemSpider 446013 PubChem-compound C4H4O5 Oxalacetic acid 132.00587 Malate-Aspartate Shuttle SubPathway SubPathwayInteraction3069 SubPathway3069Reaction SubPathwayReaction SubPathwayInteraction3067 SubPathwayReaction SubPathway3067Reaction SubPathwayInteraction3068 SubPathwayReaction SubPathway3068Reaction Succinic acid SubPathwayInteraction3076 SubPathway3076Reaction SubPathwayReaction NADH SubPathwayInteraction3077 SubPathway3077Reaction SubPathwayReaction cis-Aconitic acid SubPathwayInteraction3074 SubPathwayReaction SubPathway3074Reaction SubPathwayInteraction3075 SubPathway3075Reaction SubPathwayReaction SubPathwayInteraction3072 SubPathway3072Reaction SubPathwayReaction SubPathwayInteraction3073 SubPathwayReaction SubPathway3073Reaction 21883788 PubChem-compound SubPathwayInteraction3070 SubPathwayReaction SubPathway3070Reaction SMILES O C6H8O7 D-threo-Isocitric acid 192.02701 SubPathwayInteraction3071 SubPathway3071Reaction SubPathwayReaction CIT BioCyc Fatty acid Metabolism SubPathway Lysine Degradation SubPathway Ketone Body Metabolism SubPathway P14407 UniProt SubPathwayInteraction3078 SubPathway3078Reaction SubPathwayReaction SubPathwayInteraction3079 SubPathwayReaction SubPathway3079Reaction 1.0 SubPathwayInteraction3087 SubPathway3087Reaction SubPathwayReaction SubPathwayInteraction3088 SubPathway3088Reaction SubPathwayReaction 1.0 SubPathwayInteraction3085 SubPathwayReaction SubPathway3085Reaction SubPathwayInteraction3086 SubPathway3086Reaction SubPathwayReaction 328-42-7 CAS 6816 PubChem-compound SubPathwayInteraction3083 SubPathway3083Reaction SubPathwayReaction 4477081 ChemSpider 51 PubChem-compound CHEBI:60899 ChEBI SubPathwayInteraction3084 SubPathway3084Reaction SubPathwayReaction P0A9P0 UniProt SMILES O[C@@H](CC(O)=O)C(O)=O SubPathwayInteraction3081 SubPathwayReaction SubPathway3081Reaction SubPathwayInteraction3082 SubPathwayReaction SubPathway3082Reaction CHEBI:15846 ChEBI SubPathwayInteraction3080 SubPathway3080Reaction SubPathwayReaction ADP BioCyc C3H4O3 Pyruvic acid 88.016045 53-59-8 CAS Arginine and Proline Metabolism SubPathway 1.0 1038 PubChem-compound D-threo-Isocitric acid SubPathwayInteraction3089 SubPathway3089Reaction SubPathwayReaction GO:0005829 GENE ONTOLOGY ReactionCatalysis2558 ACTIVATION ReactionCatalysis2559 ACTIVATION SubPathwayInteraction3092 SubPathwayReaction SubPathway3092Reaction 274 ChemSpider SubPathwayInteraction3093 SubPathwayReaction SubPathway3093Reaction SubPathwayInteraction3090 SubPathway3090Reaction SubPathwayReaction P36683 UniProt C5H6O5 Oxoglutaric acid 146.02153 SubPathwayInteraction3091 SubPathway3091Reaction SubPathwayReaction HMDB00902 HMDB 393487 ChemSpider Dihydrolipoyllysine-residue succinyltransferase component of 2-oxoglutarate dehydrogenase complex 2-oxoglutarate dehydrogenase E1 component CHEBI:16908 ChEBI 1.0 Isocitrate dehydrogenase [NADP] O4P Phosphate 94.95342 Oxalacetic acid NADPH 4650 PubChem-compound 77-92-9 CAS 558863 ChemSpider Succinyl-CoA ligase [ADP-forming] subunit alpha NADP C21H30N7O17P3 NADPH 745.0911 ReactionCatalysis2561 ACTIVATION ReactionCatalysis2560 ACTIVATION C21H29N7O17P3 NADP 744.08325 glycolysis and pyruvate dehydrogenase SubPathway ReactionCatalysis2562 ACTIVATION Aspartate metabolism SubPathway ReactionCatalysis2564 ACTIVATION NADPH BioCyc PW000787 PathWhiz 643757 PubChem-compound PW000785 PathWhiz 236-TRICHLOROHYDROQUINONE BioCyc 58-68-4 CAS ReactionCatalysis2613 ACTIVATION ReactionCatalysis2612 ACTIVATION SMILES [O-]P([O-])([O-])=O SMILES OC(=O)CCC(=O)C(O)=O 2-oxoglutarate dehydrogenase 124-38-9 CAS CHEBI:30915 ChEBI 2.0 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 succinyl-CoA synthetase Succinyl-CoA ligase [ADP-forming] subunit beta 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 GO:0005759 GENE ONTOLOGY Fumaric acid C4H4O4 Fumaric acid 116.010956 2.0 succinate:quinone oxidoreductase ReactionCatalysis2620 ACTIVATION 53-57-6 CAS CHEBI:15741 ChEBI 1.2.4.2 false 1.2.4.2 Coenzyme A + NAD + Oxoglutaric acid → Carbon dioxide + NADH + Succinyl-CoA LEFT_TO_RIGHT http://identifiers.org/smpdb/SMP00809 SMPDB SMILES O=C=O 1110 PubChem-compound http://identifiers.org/smpdb/SMP00807 SMPDB P0AFG3 UniProt 2.0 P25516 UniProt C21H29N7O14P2 NADH 665.12476 fumarase hydratase 5957 PubChem-compound malate dehydrogenase GO:0005743 GENE ONTOLOGY Fumarate hydratase class I, aerobic CHEBI:151 ChEBI C4H6O4 Succinic acid 118.02661 C6H6O6 cis-Aconitic acid 174.01643 http://identifiers.org/smpdb/SMP00813 SMPDB SubPathwayInteraction3065 SubPathwayReaction SubPathway3065Reaction Citric acid Adenosine diphosphate SubPathwayInteraction3066 SubPathway3066Reaction SubPathwayReaction P0AFG6 UniProt SubPathwayInteraction3064 SubPathway3064Reaction SubPathwayReaction C10H15N5O10P2 Adenosine diphosphate 427.02942 12.0 C6H8O7 Citric acid 192.02701 C9H10O4 Ubiquinone-0 182.0579 1.0 HMDB00094 HMDB SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O CPD-8587 BioCyc 19782904 PubChem-compound 5682 ChemSpider HMDB03364 HMDB CHEBI:1146900 ChEBI Oxalacetic acid SubPathwayOutput SubPathwayInput 5318532 PubChem-compound 1.1.1.37 false 1.1.1.37 L-Malic acid + NAD → Hydrogen Ion + NADH + Oxalacetic acid LEFT_TO_RIGHT 4.2.1.2 false 4.2.1.2 Fumaric acid + Water → L-Malic acid LEFT_TO_RIGHT Mitochondrial Matrix 1.0 6.2.1.5 false 6.2.1.5 Adenosine diphosphate + Phosphate + Succinyl-CoA → Adenosine triphosphate + Coenzyme A + Succinic acid LEFT_TO_RIGHT CO-A BioCyc CHEBI:17877 ChEBI 222656 PubChem-compound 5675 ChemSpider 72-89-9 CAS 1078 ChemSpider HMDB01197 HMDB Fumarate hydratase class II Coenzyme A C21H36N7O16P3S Coenzyme A 767.11523 CHEBI:15422 ChEBI 6557 ChemSpider HMDB00072 HMDB SMILES CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N 388299 ChemSpider 1.0 127-17-3 CAS CHEBI:16509 ChEBI PW000791 PathWhiz 4489 ChemSpider 1.0 CHEBI:16526 ChEBI 1.0 1.0 CPD-8130 BioCyc CHEBI:16761 ChEBI P0AGE9 UniProt 123-31-9 CAS Reaction2630 false L-Malic acid + Quinone → Hydroquinone + Oxalacetic acid LEFT_TO_RIGHT PW000023 PathWhiz PW000142 PathWhiz PW000149 PathWhiz PW000028 PathWhiz 2-KETOGLUTARATE BioCyc SMILES COC1=C(O)C=C(C)C(O)=C1OC 6.0 392413 ChemSpider PW000146 PathWhiz 1.0 P05042 UniProt Oxoglutaric acid SubPathwayOutput SubPathwayInput 5893 PubChem-compound 1.0 HMDB02111 HMDB HMDB01022 HMDB 11183027 PubChem-compound http://identifiers.org/smpdb/SMP00060 SMPDB 110-15-6 CAS SMILES O=C1C=CC(=O)C=C1 http://identifiers.org/smpdb/SMP00067 SMPDB CHEBI:32816 ChEBI http://identifiers.org/smpdb/SMP00063 SMPDB CHEBI:15377 ChEBI CHEBI:15378 ChEBI SMILES [H+] PW000010 PathWhiz P08200 UniProt Succinyl-CoA Citrate hydro-lyase (cis-aconitate-forming) Citrate hydro-lyase SMILES NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O 5886 PubChem-compound citrate dehydrogenase citrate synthase http://identifiers.org/smpdb/SMP00071 SMPDB 1.0 http://identifiers.org/smpdb/SMP00072 SMPDB SMILES OC1=CC=C(O)C=C1 280 PubChem-compound CHEBI:30744 ChEBI ReactionCatalysis5850 ACTIVATION CHEBI:32805 ChEBI 2.0 HMDB01487 HMDB PW000002 PathWhiz HMDB00156 HMDB PW000001 PathWhiz Pyruvate Metabolism SubPathway C00417 KEGG Compound Malate:quinone oxidoreductase PW000003 PathWhiz Valine, Leucine and Isoleucine Degradation SubPathway Citrate synthase monomer 2.0 C00530 KEGG Compound Malate dehydrogenase Isocitrate dehydrogenase [NADP] 2.0 Aspartate Metabolism SubPathway 193317 ChemSpider Glutamate Metabolism SubPathway ReactionCatalysis2593 ACTIVATION Alanine Metabolism SubPathway 1.0 3-METHYLBENZYLSUCCINYL-COA BioCyc Ubiquinone-0 1060 PubChem-compound 1061 PubChem-compound 1.0 CPD-1941 BioCyc P07014 UniProt 106-51-4 CAS Glucose-Alanine Cycle SubPathway Aconitate hydratase 2 CHEBI:15351 ChEBI http://identifiers.org/smpdb/SMP02037 SMPDB 85-61-0 CAS