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C23H38N7O17P3S Acetyl-CoA 809.1258 17220838 ChemSpider 937 ChemSpider HMDB00250 HMDB Dodecanoic acid SubPathwayOutput (2E)-Decenoyl-CoA 3-Oxodecanoyl-CoA 439153 PubChem-compound Trifunctional enzyme subunit alpha, mitochondrial Enoyl-CoA hydratase, mitochondrial 1.0 Transport115 false Dodecanoic acid (→) Transport: Homo sapiens, Cell, Cytosol to Homo sapiens, Cell, Mitochondrion LEFT_TO_RIGHT C33H58N7O17P3S Lauroyl-CoA 949.2823 CHEBI:16027 ChEBI Decanoyl-CoA (n-C10:0CoA) Hexanoyl-CoA SubPathwayInput ATP BioCyc PW000173 PathWhiz PW000172 PathWhiz PW000171 PathWhiz Mitochondrial carnitine/acylcarnitine carrier protein 559142 ChemSpider 1.0 PW000167 PathWhiz HMDB01206 HMDB 5742 ChemSpider CPD-196 BioCyc Lauroyl-CoA HMDB59597 HMDB 5858 ChemSpider 7-METHYL-3-OXOOCTANOYL-COA BioCyc Mitochondrial Beta-Oxidation of Medium Chain Saturated Fatty Acids 1010 ChemSpider Enoyl-CoA hydratase, mitochondrial 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 PPI BioCyc (2E)-Octenoyl-CoA SMP00057 SMPDB SMP00054 SMPDB C33H52N7O17P3S (2E)-Dodecenoyl-CoA 943.23535 HMDB01423 HMDB C27H46N7O17P3S Hexanoyl-CoA 865.18835 Trifunctional enzyme, mitochondrial Cytosol CHEBI:5086 ChEBI LAUROYLCOA-CPD BioCyc Medium-chain specific acyl-CoA dehydrogenase, mitochondrial Lauroyl-CoA SubPathwayOutput Adenosine monophosphate 1.0 Hexanoyl-CoA 53477508 PubChem-compound SubPathwayInteraction350 SubPathway350Reaction SubPathwayReaction SubPathwayInteraction351 SubPathway351Reaction SubPathwayReaction 3-ketoacyl-CoA thiolase, mitochondrial SubPathwayInteraction349 SubPathwayReaction SubPathway349Reaction SubPathwayInteraction347 SubPathway347Reaction SubPathwayReaction SubPathwayInteraction348 SubPathway348Reaction SubPathwayReaction C00001 KEGG Compound 1.0 CHEBI:18361 ChEBI NADH C00004 KEGG Compound C00003 KEGG Compound C00002 KEGG Compound P42765 UniProt Pyrophosphate Coenzyme A Mitochondrial Inner Membrane 1.0 HMDB03941 HMDB 389502 ChemSpider 389501 ChemSpider C29H50N7O17P3S Octanoyl-CoA 893.21967 HMDB03940 HMDB C02679 KEGG Compound C21H28N7O14P2 NAD 664.11694 389506 ChemSpider 389504 ChemSpider C00010 KEGG Compound C00013 KEGG Compound 1.0 SMP00480 SMPDB CHEBI:10723 ChEBI HMDB03938 HMDB 4.0 HMDB03939 HMDB HMDB03936 HMDB 389509 ChemSpider HMDB03937 HMDB Octanoyl-CoA SMP00481 SMPDB CHEBI:28264 ChEBI SMP00482 SMPDB H Hydrogen Ion 1.007825 HMDB03712 HMDB 56-65-5 CAS C00020 KEGG Compound 53-84-9 CAS 389510 ChemSpider 1.0 C00024 KEGG Compound (S)-Hydroxydecanoyl-CoA Trifunctional enzyme subunit beta, mitochondrial 1264-57-9 CAS Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial HMDB03949 HMDB CHEBI:28493 ChEBI HMDB03948 HMDB 72059-49-5 CAS CL:0000000 CELL TYPE ONTOLOGY 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 AMP BioCyc Citric Acid Cycle SubPathway Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids SubPathway SMILES [O-]P([O-])(=O)OP([O-])([O-])=O HMDB02845 HMDB 16061159 PubChem-compound 1.0 SMILES CCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(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=C(N)N=CN=C12 SMILES [H][C@](O)(CCCCC)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(O)[C@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N SMILES CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(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=C(N)N=CN=C12 SMILES CCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)C(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=C(N)N=CN=C12 SMILES CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(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=C(N)N=CN=C12 1.0 (S)-Hydroxyoctanoyl-CoA C31H54N7O17P3S Decanoyl-CoA (n-C10:0CoA) 921.251 1.0 SMILES CCCCCCC[C@H](O)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(O)[C@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12 HMDB00538 HMDB 7732-18-5 CAS 4.0 Acetyl-CoA 54684-64-9 CAS 61-19-8 CAS SMILES NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1 1.0 1.0 3-Oxooctanoyl-CoA O43772 UniProt BiologicalState17 (S)-Hydroxyoctanoyl-CoA 26330706 ChemSpider 1.0 C10H16N5O13P3 Adenosine triphosphate 506.99576 SMP00456 SMPDB 165436 PubChem-compound NAD Acyl-coenzyme A synthetase ACSM1, mitochondrial HMDB00638 HMDB 962 PubChem-compound 143-07-7 CAS C03221 KEGG Compound 1.0 C00080 KEGG Compound Water Hydrogen Ion 1.0 Enoyl-CoA hydratase, mitochondrial BiologicalState3 BiologicalState4 (2E)-Dodecenoyl-CoA 6245-70-1 CAS 1.0 1.0 1.0 1.0 1.0 6.0 1.0 1.0 1264-52-4 CAS (2E)-Octenoyl-CoA 644102 PubChem-compound 1.0 444493 PubChem-compound 6083 PubChem-compound 3-Oxododecanoyl-CoA ACETYL-COA BioCyc H2O Water 18.010565 SMILES CCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)C(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=C(N)N=CN=C12 SMILES CCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)C(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 P55084 UniProt NADH BioCyc NAD BioCyc 3756 ChemSpider Mitochondrial Beta-Oxidation of Long Chain Saturated Fatty Acids SubPathway (2E)-Decenoyl-CoA (2E)-Decenoyl-CoA Acetyl-CoA SubPathwayInput Trifunctional enzyme subunit alpha, mitochondrial Fatty Acid Biosynthesis SubPathway Fatty Acid Elongation In Mitochondria SubPathway Acyl-coenzyme A synthetase ACSM1, mitochondrial 1.1.1.35 false 1.1.1.35 (S)-3-Hydroxydodecanoyl-CoA + NAD ↔ 3-Oxododecanoyl-CoA + Hydrogen Ion + NADH REVERSIBLE ReactionCatalysis276 ACTIVATION 1.0 ReactionCatalysis277 ACTIVATION 2.3.1.16 false 2.3.1.16 Acetyl-CoA + Decanoyl-CoA (n-C10:0CoA) → 3-Oxododecanoyl-CoA + Coenzyme A LEFT_TO_RIGHT 1.1.1.35 false 1.1.1.35 (S)-Hydroxydecanoyl-CoA + NAD ↔ 3-Oxodecanoyl-CoA + Hydrogen Ion + NADH REVERSIBLE ReactionCatalysis272 ACTIVATION 78303-19-2 CAS 4.2.1.17 false 4.2.1.17 (S)-Hydroxydecanoyl-CoA ↔ (2E)-Decenoyl-CoA + Water REVERSIBLE ReactionCatalysis273 ACTIVATION Adenosine triphosphate SMILES O 2.3.1.16 false 2.3.1.16 Acetyl-CoA + Octanoyl-CoA ↔ 3-Oxodecanoyl-CoA + Coenzyme A REVERSIBLE 371 ChemSpider 1.1.1.35 false 1.1.1.35 (S)-Hydroxyoctanoyl-CoA + NAD ↔ 3-Oxooctanoyl-CoA + Hydrogen Ion + NADH REVERSIBLE 4.2.1.17 false 4.2.1.17 (S)-Hydroxyoctanoyl-CoA ↔ (2E)-Octenoyl-CoA + Water REVERSIBLE C10H14N5O7P Adenosine monophosphate 347.06308 2.3.1.16 false 2.3.1.16 Acetyl-CoA + Hexanoyl-CoA ↔ 3-Oxooctanoyl-CoA + Coenzyme A REVERSIBLE P40939 UniProt ReactionCatalysis267 ACTIVATION ReactionCatalysis268 ACTIVATION 6816 PubChem-compound 1.0 5060-32-2 CAS CHEBI:15846 ChEBI 4.2.1.17 false 4.2.1.17 (S)-3-Hydroxydodecanoyl-CoA ↔ (2E)-Dodecenoyl-CoA + Water REVERSIBLE NADH ReactionCatalysis299 ACTIVATION ReactionCatalysis297 ACTIVATION 440608 PubChem-compound Dodecanoic acid 440606 PubChem-compound 440604 PubChem-compound 380 PubChem-compound 440603 PubChem-compound 1038 PubChem-compound GO:0005829 GENE ONTOLOGY 3-Oxooctanoyl-CoA 1.3.8.7 false 1.3.8.7 Lauroyl-CoA + electron-transfer flavoprotein → (2E)-Dodecenoyl-CoA + Reduced electron-transfer flavoprotein LEFT_TO_RIGHT C12H24O2 Dodecanoic acid 200.17763 Reduced electron-transfer flavoprotein 1.3.8.7 false 1.3.8.7 Decanoyl-CoA (n-C10:0CoA) + electron-transfer flavoprotein → (2E)-Decenoyl-CoA + Reduced electron-transfer flavoprotein LEFT_TO_RIGHT HMDB00902 HMDB CHEBI:16908 ChEBI 1.0 1.0 1.0 45266564 PubChem-compound SMILES CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(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 NAD Coenzyme A Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial 3-Oxododecanoyl-CoA Mitochondrion CHEBI:15521 ChEBI electron-transfer flavoprotein 1.0 58-68-4 CAS C31H52N7O17P3S (2E)-Decenoyl-CoA 919.23535 C29H48N7O17P3S (2E)-Octenoyl-CoA 891.20404 SMILES CCCCCCCCCCCC(O)=O 4.0 P30084 UniProt 1.0 CHEBI:15533 ChEBI CHEBI:57330 ChEBI 440615 PubChem-compound 440611 PubChem-compound C05264 KEGG Compound C05263 KEGG Compound C05266 KEGG Compound C05265 KEGG Compound GO:0005759 GENE ONTOLOGY Octanoyl-CoA C05262 KEGG Compound CHEBI:27868 ChEBI Q08AH1 UniProt 1.0 Mitochondrial carnitine/acylcarnitine carrier protein Dodecanoic acid C05267 KEGG Compound 3893 PubChem-compound Hydrogen Ion 1.0 C05275 KEGG Compound O7P2 Pyrophosphate 173.91193 C05274 KEGG Compound C05276 KEGG Compound C21H29N7O14P2 NADH 665.12476 C05270 KEGG Compound 5957 PubChem-compound GO:0005743 GENE ONTOLOGY Decanoyl-CoA (n-C10:0CoA) (2E)-Dodecenoyl-CoA Water C33H58N7O18P3S (S)-3-Hydroxydodecanoyl-CoA 965.27716 GO:0005739 GENE ONTOLOGY C33H56N7O18P3S 3-Oxododecanoyl-CoA 963.26154 C31H54N7O18P3S (S)-Hydroxydecanoyl-CoA 937.2459 1.0 C31H52N7O18P3S 3-Oxodecanoyl-CoA 935.2302 C29H50N7O18P3S (S)-Hydroxyoctanoyl-CoA 909.2146 Decanoyl-CoA (n-C10:0CoA) C29H48N7O18P3S 3-Oxooctanoyl-CoA 907.1989 1.0 (S)-Hydroxydecanoyl-CoA 1.0 10018-95-8 CAS 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 electron-transfer flavoprotein 3-Oxodecanoyl-CoA 1.0 5682 ChemSpider SMILES CCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12 Reduced electron-transfer flavoprotein CHEBI:1146900 ChEBI 4.0 CHEBI:28528 ChEBI Mitochondrial Matrix 5280769 PubChem-compound 50411-91-1 CAS 14000-31-8 CAS 5280768 PubChem-compound HMDB06404 HMDB CO-A BioCyc (S)-3-Hydroxydodecanoyl-CoA 72-89-9 CAS CHEBI:28632 ChEBI C21H36N7O16P3S Coenzyme A 767.11523 CHEBI:27668 ChEBI 1.0 HMDB01070 HMDB 79171-48-5 CAS 6.2.1.2 false 6.2.1.2 Adenosine triphosphate + Coenzyme A + Dodecanoic acid → Adenosine monophosphate + Lauroyl-CoA + Pyrophosphate LEFT_TO_RIGHT Q16836 UniProt CHEBI:27540 ChEBI Cell Trifunctional enzyme subunit beta, mitochondrial C01944 KEGG Compound 1.0 1.0 CHEBI:15422 ChEBI 6557 ChemSpider 1.0 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 (2E)-Dodecenoyl-CoA 2.0 1.0 1.0 (S)-3-Hydroxydodecanoyl-CoA CHEBI:27537 ChEBI SMILES CCCCCCCCCCCC(=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=C(N)N=CN=C12 C01832 KEGG Compound P11310 UniProt Medium-chain specific acyl-CoA dehydrogenase, mitochondrial CHEBI:30805 ChEBI 1.0 9606 TAXONOMY T2-DECENOYL-COA BioCyc Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial PW000022 PathWhiz 392413 ChemSpider 3-ketoacyl-CoA thiolase, mitochondrial 145018 ChemSpider 5893 PubChem-compound HMDB02111 HMDB ReactionCatalysis1247 ACTIVATION CHEBI:28325 ChEBI ReactionCatalysis1245 ACTIVATION CHEBI:15377 ChEBI 3-ketoacyl-CoA thiolase, mitochondrial CHEBI:15378 ChEBI SMILES [H+] 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 HMDB03571 HMDB CPD-7222 BioCyc ReactionCatalysis1258 ACTIVATION ReactionCatalysis1257 ACTIVATION 1.0 ReactionCatalysis1259 ACTIVATION ReactionCatalysis1253 ACTIVATION ReactionCatalysis1256 ACTIVATION ReactionCatalysis1255 ACTIVATION HMDB01487 HMDB 1.0 4444334 ChemSpider 4444335 ChemSpider SMILES CCCCCC(=O)SCCN=C(O)CCN=C(O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12 1.0 PW000005 PathWhiz 6244-92-4 CAS SMILES CCCCCCCCC\C=C\C(=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 10018-94-7 CAS Medium-chain specific acyl-CoA dehydrogenase, mitochondrial ReactionCatalysis1260 ACTIVATION HMDB00045 HMDB 1066-12-2 CAS 1.0 1-CARBOXYCYCLOHEXANOYL-COA BioCyc CHEBI:15351 ChEBI TransportCatalysis81 ACTIVATION ReactionCatalysis1272 ACTIVATION 85-61-0 CAS ReactionCatalysis1273 ACTIVATION ReactionCatalysis1276 ACTIVATION ReactionCatalysis1275 ACTIVATION 1.0 Mitochondrial carnitine/acylcarnitine carrier protein Acyl-coenzyme A synthetase ACSM1, mitochondrial Enoyl-CoA hydratase, mitochondrial Trifunctional enzyme subunit alpha, mitochondrial Trifunctional enzyme subunit beta, mitochondrial Hydroxyacyl- coenzyme A dehydrogenase, mitochondrial Trifunctional enzyme subunit alpha, mitochondrial Trifunctional enzyme subunit beta, mitochondrial 3-ketoacyl-CoA thiolase, mitochondrial Trifunctional enzyme subunit alpha, mitochondrial Trifunctional enzyme subunit beta, mitochondrial Enoyl-CoA hydratase, mitochondrial Trifunctional enzyme subunit alpha, mitochondrial Trifunctional enzyme subunit beta, mitochondrial Hydroxyacyl- coenzyme A dehydrogenase, mitochondrial Trifunctional enzyme subunit alpha, mitochondrial Trifunctional enzyme subunit beta, mitochondrial 3-ketoacyl-CoA thiolase, mitochondrial Trifunctional enzyme subunit alpha, mitochondrial Trifunctional enzyme subunit beta, mitochondrial Enoyl-CoA hydratase, mitochondrial Trifunctional enzyme subunit alpha, mitochondrial Trifunctional enzyme subunit beta, mitochondrial Hydroxyacyl- coenzyme A dehydrogenase, mitochondrial Trifunctional enzyme subunit alpha, mitochondrial Trifunctional enzyme subunit beta, mitochondrial 3-ketoacyl-CoA thiolase, mitochondrial Trifunctional enzyme subunit alpha, mitochondrial Trifunctional enzyme subunit beta, mitochondrial Medium-chain specific acyl-CoA dehydrogenase, mitochondrial Medium-chain specific acyl-CoA dehydrogenase, mitochondrial Medium-chain specific acyl-CoA dehydrogenase, mitochondrial Dodecanoic acid Lauroyl-CoA Acetyl-CoA Acetyl-CoA Acetyl-CoA Hexanoyl-CoA Dodecanoic acid ATP CoA AMP PP i (S)-3-Hydroxydodecanoyl-CoA (2E)-Dodecenoyl-CoA H 2 O H 2 O NAD 3-Oxododecanoyl-CoA NADH H + NAD NADH H + Decanoyl-CoA (n-C10:0CoA) CoA CoA (S)-Hydroxydecanoyl-CoA (2E)-Decenoyl-CoA H 2 O H 2 O NAD 3-Oxodecanoyl-CoA H + NADH NAD H + NAD Octanoyl-CoA CoA CoA (S)-Hydroxyoctanoyl-CoA (2E)-Octenoyl-CoA H 2 O H 2 O NAD 3-Oxooctanoyl-CoA H + NADH NAD H + NADH CoA CoA Magnesium FAD FAD FAD electron- transfer flavoprotein Reduced electron- transfer flavoprotein electron- transfer flavoprotein Reduced electron- transfer flavoprotein electron- transfer flavoprotein Reduced electron- transfer flavoprotein Fatty Acid Biosynthesis Fatty Acid Elongation In Mitochondria Mitochondrial Beta-Oxidation of Long Chain Saturated Fatty Acids Citric Acid Cycle Citric Acid Cycle Citric Acid Cycle Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids Mitochondrial Inner Membrane Mitochondrial Outer Membrane Mitochondrial Inner Membrane Mitochondrial Matrix Mitochondria Extracellular Space Intracellular Space
C23H38N7O17P3S Acetyl-CoA 809.1258 17220838 ChemSpider 937 ChemSpider HMDB00250 HMDB Dodecanoic acid SubPathwayOutput (2E)-Decenoyl-CoA 3-Oxodecanoyl-CoA 439153 PubChem-compound Trifunctional enzyme subunit alpha, mitochondrial Enoyl-CoA hydratase, mitochondrial 1.0 Transport115 false Dodecanoic acid (→) Transport: Homo sapiens, Cell, Cytosol to Homo sapiens, Cell, Mitochondrion LEFT_TO_RIGHT C33H58N7O17P3S Lauroyl-CoA 949.2823 CHEBI:16027 ChEBI Decanoyl-CoA (n-C10:0CoA) Hexanoyl-CoA SubPathwayInput ATP BioCyc PW000173 PathWhiz PW000172 PathWhiz PW000171 PathWhiz Mitochondrial carnitine/acylcarnitine carrier protein 559142 ChemSpider 1.0 PW000167 PathWhiz HMDB01206 HMDB 5742 ChemSpider CPD-196 BioCyc Lauroyl-CoA HMDB59597 HMDB 5858 ChemSpider 7-METHYL-3-OXOOCTANOYL-COA BioCyc Mitochondrial Beta-Oxidation of Medium Chain Saturated Fatty Acids 1010 ChemSpider Enoyl-CoA hydratase, mitochondrial 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 PPI BioCyc (2E)-Octenoyl-CoA SMP00057 SMPDB SMP00054 SMPDB C33H52N7O17P3S (2E)-Dodecenoyl-CoA 943.23535 HMDB01423 HMDB C27H46N7O17P3S Hexanoyl-CoA 865.18835 Trifunctional enzyme, mitochondrial Cytosol CHEBI:5086 ChEBI LAUROYLCOA-CPD BioCyc Medium-chain specific acyl-CoA dehydrogenase, mitochondrial Lauroyl-CoA SubPathwayOutput Adenosine monophosphate 1.0 Hexanoyl-CoA 53477508 PubChem-compound SubPathwayInteraction350 SubPathway350Reaction SubPathwayReaction SubPathwayInteraction351 SubPathway351Reaction SubPathwayReaction 3-ketoacyl-CoA thiolase, mitochondrial SubPathwayInteraction349 SubPathwayReaction SubPathway349Reaction SubPathwayInteraction347 SubPathway347Reaction SubPathwayReaction SubPathwayInteraction348 SubPathway348Reaction SubPathwayReaction C00001 KEGG Compound 1.0 CHEBI:18361 ChEBI NADH C00004 KEGG Compound C00003 KEGG Compound C00002 KEGG Compound P42765 UniProt Pyrophosphate Coenzyme A Mitochondrial Inner Membrane 1.0 HMDB03941 HMDB 389502 ChemSpider 389501 ChemSpider C29H50N7O17P3S Octanoyl-CoA 893.21967 HMDB03940 HMDB C02679 KEGG Compound C21H28N7O14P2 NAD 664.11694 389506 ChemSpider 389504 ChemSpider C00010 KEGG Compound C00013 KEGG Compound 1.0 SMP00480 SMPDB CHEBI:10723 ChEBI HMDB03938 HMDB 4.0 HMDB03939 HMDB HMDB03936 HMDB 389509 ChemSpider HMDB03937 HMDB Octanoyl-CoA SMP00481 SMPDB CHEBI:28264 ChEBI SMP00482 SMPDB H Hydrogen Ion 1.007825 HMDB03712 HMDB 56-65-5 CAS C00020 KEGG Compound 53-84-9 CAS 389510 ChemSpider 1.0 C00024 KEGG Compound (S)-Hydroxydecanoyl-CoA Trifunctional enzyme subunit beta, mitochondrial 1264-57-9 CAS Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial HMDB03949 HMDB CHEBI:28493 ChEBI HMDB03948 HMDB 72059-49-5 CAS CL:0000000 CELL TYPE ONTOLOGY 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 AMP BioCyc Citric Acid Cycle SubPathway Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids SubPathway SMILES [O-]P([O-])(=O)OP([O-])([O-])=O HMDB02845 HMDB 16061159 PubChem-compound 1.0 SMILES CCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(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=C(N)N=CN=C12 SMILES [H][C@](O)(CCCCC)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(O)[C@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N SMILES CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(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=C(N)N=CN=C12 SMILES CCCCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)C(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=C(N)N=CN=C12 SMILES CCCCCCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(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=C(N)N=CN=C12 1.0 (S)-Hydroxyoctanoyl-CoA C31H54N7O17P3S Decanoyl-CoA (n-C10:0CoA) 921.251 1.0 SMILES CCCCCCC[C@H](O)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(O)[C@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12 HMDB00538 HMDB 7732-18-5 CAS 4.0 Acetyl-CoA 54684-64-9 CAS 61-19-8 CAS SMILES NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1 1.0 1.0 3-Oxooctanoyl-CoA O43772 UniProt BiologicalState17 (S)-Hydroxyoctanoyl-CoA 26330706 ChemSpider 1.0 C10H16N5O13P3 Adenosine triphosphate 506.99576 SMP00456 SMPDB 165436 PubChem-compound NAD Acyl-coenzyme A synthetase ACSM1, mitochondrial HMDB00638 HMDB 962 PubChem-compound 143-07-7 CAS C03221 KEGG Compound 1.0 C00080 KEGG Compound Water Hydrogen Ion 1.0 Enoyl-CoA hydratase, mitochondrial BiologicalState3 BiologicalState4 (2E)-Dodecenoyl-CoA 6245-70-1 CAS 1.0 1.0 1.0 1.0 1.0 6.0 1.0 1.0 1264-52-4 CAS (2E)-Octenoyl-CoA 644102 PubChem-compound 1.0 444493 PubChem-compound 6083 PubChem-compound 3-Oxododecanoyl-CoA ACETYL-COA BioCyc H2O Water 18.010565 SMILES CCCCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)C(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=C(N)N=CN=C12 SMILES CCCCC\C=C\C(=O)SCCNC(=O)CCNC(=O)C(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 P55084 UniProt NADH BioCyc NAD BioCyc 3756 ChemSpider Mitochondrial Beta-Oxidation of Long Chain Saturated Fatty Acids SubPathway (2E)-Decenoyl-CoA (2E)-Decenoyl-CoA Acetyl-CoA SubPathwayInput Trifunctional enzyme subunit alpha, mitochondrial Fatty Acid Biosynthesis SubPathway Fatty Acid Elongation In Mitochondria SubPathway Acyl-coenzyme A synthetase ACSM1, mitochondrial 1.1.1.35 false 1.1.1.35 (S)-3-Hydroxydodecanoyl-CoA + NAD ↔ 3-Oxododecanoyl-CoA + Hydrogen Ion + NADH REVERSIBLE ReactionCatalysis276 ACTIVATION 1.0 ReactionCatalysis277 ACTIVATION 2.3.1.16 false 2.3.1.16 Acetyl-CoA + Decanoyl-CoA (n-C10:0CoA) → 3-Oxododecanoyl-CoA + Coenzyme A LEFT_TO_RIGHT 1.1.1.35 false 1.1.1.35 (S)-Hydroxydecanoyl-CoA + NAD ↔ 3-Oxodecanoyl-CoA + Hydrogen Ion + NADH REVERSIBLE ReactionCatalysis272 ACTIVATION 78303-19-2 CAS 4.2.1.17 false 4.2.1.17 (S)-Hydroxydecanoyl-CoA ↔ (2E)-Decenoyl-CoA + Water REVERSIBLE ReactionCatalysis273 ACTIVATION Adenosine triphosphate SMILES O 2.3.1.16 false 2.3.1.16 Acetyl-CoA + Octanoyl-CoA ↔ 3-Oxodecanoyl-CoA + Coenzyme A REVERSIBLE 371 ChemSpider 1.1.1.35 false 1.1.1.35 (S)-Hydroxyoctanoyl-CoA + NAD ↔ 3-Oxooctanoyl-CoA + Hydrogen Ion + NADH REVERSIBLE 4.2.1.17 false 4.2.1.17 (S)-Hydroxyoctanoyl-CoA ↔ (2E)-Octenoyl-CoA + Water REVERSIBLE C10H14N5O7P Adenosine monophosphate 347.06308 2.3.1.16 false 2.3.1.16 Acetyl-CoA + Hexanoyl-CoA ↔ 3-Oxooctanoyl-CoA + Coenzyme A REVERSIBLE P40939 UniProt ReactionCatalysis267 ACTIVATION ReactionCatalysis268 ACTIVATION 6816 PubChem-compound 1.0 5060-32-2 CAS CHEBI:15846 ChEBI 4.2.1.17 false 4.2.1.17 (S)-3-Hydroxydodecanoyl-CoA ↔ (2E)-Dodecenoyl-CoA + Water REVERSIBLE NADH ReactionCatalysis299 ACTIVATION ReactionCatalysis297 ACTIVATION 440608 PubChem-compound Dodecanoic acid 440606 PubChem-compound 440604 PubChem-compound 380 PubChem-compound 440603 PubChem-compound 1038 PubChem-compound GO:0005829 GENE ONTOLOGY 3-Oxooctanoyl-CoA 1.3.8.7 false 1.3.8.7 Lauroyl-CoA + electron-transfer flavoprotein → (2E)-Dodecenoyl-CoA + Reduced electron-transfer flavoprotein LEFT_TO_RIGHT C12H24O2 Dodecanoic acid 200.17763 Reduced electron-transfer flavoprotein 1.3.8.7 false 1.3.8.7 Decanoyl-CoA (n-C10:0CoA) + electron-transfer flavoprotein → (2E)-Decenoyl-CoA + Reduced electron-transfer flavoprotein LEFT_TO_RIGHT HMDB00902 HMDB CHEBI:16908 ChEBI 1.0 1.0 1.0 45266564 PubChem-compound SMILES CCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(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 NAD Coenzyme A Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial 3-Oxododecanoyl-CoA Mitochondrion CHEBI:15521 ChEBI electron-transfer flavoprotein 1.0 58-68-4 CAS C31H52N7O17P3S (2E)-Decenoyl-CoA 919.23535 C29H48N7O17P3S (2E)-Octenoyl-CoA 891.20404 SMILES CCCCCCCCCCCC(O)=O 4.0 P30084 UniProt 1.0 CHEBI:15533 ChEBI CHEBI:57330 ChEBI 440615 PubChem-compound 440611 PubChem-compound C05264 KEGG Compound C05263 KEGG Compound C05266 KEGG Compound C05265 KEGG Compound GO:0005759 GENE ONTOLOGY Octanoyl-CoA C05262 KEGG Compound CHEBI:27868 ChEBI Q08AH1 UniProt 1.0 Mitochondrial carnitine/acylcarnitine carrier protein Dodecanoic acid C05267 KEGG Compound 3893 PubChem-compound Hydrogen Ion 1.0 C05275 KEGG Compound O7P2 Pyrophosphate 173.91193 C05274 KEGG Compound C05276 KEGG Compound C21H29N7O14P2 NADH 665.12476 C05270 KEGG Compound 5957 PubChem-compound GO:0005743 GENE ONTOLOGY Decanoyl-CoA (n-C10:0CoA) (2E)-Dodecenoyl-CoA Water C33H58N7O18P3S (S)-3-Hydroxydodecanoyl-CoA 965.27716 GO:0005739 GENE ONTOLOGY C33H56N7O18P3S 3-Oxododecanoyl-CoA 963.26154 C31H54N7O18P3S (S)-Hydroxydecanoyl-CoA 937.2459 1.0 C31H52N7O18P3S 3-Oxodecanoyl-CoA 935.2302 C29H50N7O18P3S (S)-Hydroxyoctanoyl-CoA 909.2146 Decanoyl-CoA (n-C10:0CoA) C29H48N7O18P3S 3-Oxooctanoyl-CoA 907.1989 1.0 (S)-Hydroxydecanoyl-CoA 1.0 10018-95-8 CAS 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 electron-transfer flavoprotein 3-Oxodecanoyl-CoA 1.0 5682 ChemSpider SMILES CCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12 Reduced electron-transfer flavoprotein CHEBI:1146900 ChEBI 4.0 CHEBI:28528 ChEBI Mitochondrial Matrix 5280769 PubChem-compound 50411-91-1 CAS 14000-31-8 CAS 5280768 PubChem-compound HMDB06404 HMDB CO-A BioCyc (S)-3-Hydroxydodecanoyl-CoA 72-89-9 CAS CHEBI:28632 ChEBI C21H36N7O16P3S Coenzyme A 767.11523 CHEBI:27668 ChEBI 1.0 HMDB01070 HMDB 79171-48-5 CAS 6.2.1.2 false 6.2.1.2 Adenosine triphosphate + Coenzyme A + Dodecanoic acid → Adenosine monophosphate + Lauroyl-CoA + Pyrophosphate LEFT_TO_RIGHT Q16836 UniProt CHEBI:27540 ChEBI Cell Trifunctional enzyme subunit beta, mitochondrial C01944 KEGG Compound 1.0 1.0 CHEBI:15422 ChEBI 6557 ChemSpider 1.0 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 (2E)-Dodecenoyl-CoA 2.0 1.0 1.0 (S)-3-Hydroxydodecanoyl-CoA CHEBI:27537 ChEBI SMILES CCCCCCCCCCCC(=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=C(N)N=CN=C12 C01832 KEGG Compound P11310 UniProt Medium-chain specific acyl-CoA dehydrogenase, mitochondrial CHEBI:30805 ChEBI 1.0 9606 TAXONOMY T2-DECENOYL-COA BioCyc Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial PW000022 PathWhiz 392413 ChemSpider 3-ketoacyl-CoA thiolase, mitochondrial 145018 ChemSpider 5893 PubChem-compound HMDB02111 HMDB ReactionCatalysis1247 ACTIVATION CHEBI:28325 ChEBI ReactionCatalysis1245 ACTIVATION CHEBI:15377 ChEBI 3-ketoacyl-CoA thiolase, mitochondrial CHEBI:15378 ChEBI SMILES [H+] 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 HMDB03571 HMDB CPD-7222 BioCyc ReactionCatalysis1258 ACTIVATION ReactionCatalysis1257 ACTIVATION 1.0 ReactionCatalysis1259 ACTIVATION ReactionCatalysis1253 ACTIVATION ReactionCatalysis1256 ACTIVATION ReactionCatalysis1255 ACTIVATION HMDB01487 HMDB 1.0 4444334 ChemSpider 4444335 ChemSpider SMILES CCCCCC(=O)SCCN=C(O)CCN=C(O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12 1.0 PW000005 PathWhiz 6244-92-4 CAS SMILES CCCCCCCCC\C=C\C(=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 10018-94-7 CAS Medium-chain specific acyl-CoA dehydrogenase, mitochondrial ReactionCatalysis1260 ACTIVATION HMDB00045 HMDB 1066-12-2 CAS 1.0 1-CARBOXYCYCLOHEXANOYL-COA BioCyc CHEBI:15351 ChEBI TransportCatalysis81 ACTIVATION ReactionCatalysis1272 ACTIVATION 85-61-0 CAS ReactionCatalysis1273 ACTIVATION ReactionCatalysis1276 ACTIVATION ReactionCatalysis1275 ACTIVATION 1.0