Quantitative metabolomics services for biomarker discovery and validation.
Specializing in ready to use metabolomics kits.
Your source for quantitative metabolomics technologies and bioinformatics.

Loading Pathway...

Transport111 false Caproic acid (→) Transport: Homo sapiens, Cell, Cytosol to Homo sapiens, Cell, Mitochondrial Matrix LEFT_TO_RIGHT C23H38N7O17P3S Acetyl-CoA 809.1258 142-62-1 CAS 937 ChemSpider Adenosine triphosphate 8552 ChemSpider 388353 ChemSpider 439153 PubChem-compound HMDB0000535 HMDB SMILES O ReactionCatalysis707 ACTIVATION Enoyl-CoA hydratase, mitochondrial C10H14N5O7P Adenosine monophosphate 347.06308 ReactionCatalysis1201 ACTIVATION ReactionCatalysis1200 ACTIVATION CHEBI:16027 ChEBI ReactionCatalysis263 ACTIVATION Hexanoyl-CoA ReactionCatalysis261 ACTIVATION CHEBI:57371 ChEBI HMDB0000538 HMDB Acyl-CoA synthetase short-chain family member 3, mitochondrial ATP BioCyc PW000172 PathWhiz PW000171 PathWhiz 1.0 6816 PubChem-compound HMDB0002845 HMDB 5060-32-2 CAS 559142 ChemSpider CHEBI:15846 ChEBI 102680-35-3 CAS 1.0 PW000167 PathWhiz ReactionCatalysis177 ACTIVATION 1.0 ReactionCatalysis176 ACTIVATION Hexanoyl-CoA SubPathwayOutput 1.3.8.1 false 1.3.8.1 Hexanoyl-CoA + electron-transfer flavoprotein → Reduced electron-transfer flavoprotein + trans-2-Hexenoyl-CoA LEFT_TO_RIGHT 5742 ChemSpider 5280381 PubChem-compound 1038 PubChem-compound 265 PubChem-compound Caproic acid SubPathwayOutput C00332 KEGG Compound CHEBI:30776 ChEBI GO:0005829 GENE ONTOLOGY HMDB0003942 HMDB Fatty Acid Elongation in Mitochondria SubPathway 440045 PubChem-compound HMDB0003943 HMDB HMDB0003944 HMDB Q99714 UniProt C25H40N7O17P3S Crotonoyl-CoA 835.1414 Reduced electron-transfer flavoprotein Butyryl-CoA CHEBI:16908 ChEBI HMDB0001088 HMDB Citric Acid Cycle SubPathway 5858 ChemSpider K-HEXANOYL-COA BioCyc 4.0 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@@H](O)C(=O)NCCC(=O)NCCS 1.0 Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial PPI BioCyc 260 ChemSpider Mitochondrion Caproic acid C27H46N7O17P3S Hexanoyl-CoA 865.18835 electron-transfer flavoprotein C27H46N7O18P3S (S)-Hydroxyhexanoyl-CoA 881.1833 C27H44N7O18P3S 3-Oxohexanoyl-CoA 879.16766 Cytosol C27H44N7O17P3S trans-2-Hexenoyl-CoA 863.1727 P16219 UniProt CHEBI:5086 ChEBI 4444072 ChemSpider 58-68-4 CAS Short-chain specific acyl-CoA dehydrogenase, mitochondrial HMDB0001423 HMDB Adenosine monophosphate 1.0 SMILES C\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 2.3.1.16 false 2.3.1.16 Acetoacetyl-CoA + Coenzyme A → 2 Acetyl-CoA LEFT_TO_RIGHT P30084 UniProt 10140154 ChemSpider Q9H6R3 UniProt 1.0 3-ketoacyl-CoA thiolase, mitochondrial 3-Oxohexanoyl-CoA Acetyl-CoA acetyltransferase, mitochondrial C00001 KEGG Compound 1.0 CHEBI:28706 ChEBI CHEBI:18361 ChEBI Long-chain specific acyl-CoA dehydrogenase, mitochondrial NADH C00004 KEGG Compound CPD-1083 BioCyc 3-hydroxyacyl-CoA dehydrogenase type-2 C00003 KEGG Compound C00002 KEGG Compound 440610 PubChem-compound Acetyl-CoA acetyltransferase, mitochondrial 4.0 P42765 UniProt 2.0 Mitochondrial Beta-Oxidation of Medium Chain Saturated Fatty Acids SubPathway Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids GO:0005759 GENE ONTOLOGY Pyrophosphate Coenzyme A P24752 UniProt SMP0000057 SMPDB 19774-86-8 CAS SMP0000054 SMPDB CHEBI:28276 ChEBI SMILES C[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=C1N=CN=C2N C21H28N7O14P2 NAD 664.11694 C01585 KEGG Compound C00010 KEGG Compound HMDB0000902 HMDB C05268 KEGG Compound 11966160 PubChem-compound SubPathwayInteraction819 SubPathwayReaction SubPathway819Reaction C00136 KEGG Compound trans-2-Hexenoyl-CoA C00013 KEGG Compound C05269 KEGG Compound Hydrogen Ion 1.0 O7P2 Pyrophosphate 173.91193 C25H40N7O18P3S Acetoacetyl-CoA 851.13635 C05271 KEGG Compound C21H29N7O14P2 NADH 665.12476 C05270 KEGG Compound 4.0 5957 PubChem-compound HMDB0001206 HMDB 389508 ChemSpider P28330 UniProt H Hydrogen Ion 1.007825 4.2.1.17 false 4.2.1.17 (S)-Hydroxyhexanoyl-CoA ↔ Water + trans-2-Hexenoyl-CoA REVERSIBLE C25H42N7O17P3S Butyryl-CoA 837.15704 8892 PubChem-compound 2.3.1.16 false 2.3.1.16 Acetyl-CoA + Butyryl-CoA → 3-Oxohexanoyl-CoA + Coenzyme A LEFT_TO_RIGHT Reaction747 false (S)-Hydroxyhexanoyl-CoA + NAD ↔ 3-Oxohexanoyl-CoA + Hydrogen Ion + NADH REVERSIBLE 56-65-5 CAS C00020 KEGG Compound 53-84-9 CAS 1.0 C00024 KEGG Compound Short-chain specific acyl-CoA dehydrogenase, mitochondrial GO:0005739 GENE ONTOLOGY 3-hydroxyacyl-CoA dehydrogenase type-2 1.0 Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial SubPathwayInteraction313 SubPathway313Reaction SubPathwayReaction SubPathwayInteraction311 SubPathwayReaction SubPathway311Reaction SubPathwayInteraction314 SubPathway314Reaction SubPathwayReaction 1.0 79171-47-4 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 1.0 5682 ChemSpider 2-METHYL-3-HYDROXY-BUTYRYL-COA BioCyc Short-chain specific acyl-CoA dehydrogenase, mitochondrial 5280765 PubChem-compound 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 Reduced electron-transfer flavoprotein SMP0000480 SMPDB CHEBI:1146900 ChEBI AMP BioCyc 2871-66-1 CAS SMILES CC(=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=C1N=CN=C2N 4.0 ReactionCatalysis309 ACTIVATION Mitochondrial Matrix HMDB0000250 HMDB ReactionCatalysis305 ACTIVATION SMILES [O-]P([O-])(=O)OP([O-])([O-])=O SMP0000481 SMPDB 14000-31-8 CAS 395736 ChemSpider CO-A BioCyc 72-89-9 CAS CPD-12174 BioCyc CHEBI:15452 ChEBI 1.0 389056 ChemSpider SMILES CCCC(=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=C1N=CN=C2N C21H36N7O16P3S Coenzyme A 767.11523 SMILES CCC[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@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N C03561 KEGG Compound 4.0 3-Hydroxybutyryl-CoA Q16836 UniProt CHEBI:27540 ChEBI ACETOACETYL-COA BioCyc CHEBI:15422 ChEBI 6557 ChemSpider 1.0 Homo sapiens 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 7732-18-5 CAS 388299 ChemSpider 61-19-8 CAS HMDB0001487 HMDB Crotonoyl-CoA 2140-48-9 CAS SMILES NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1 2.0 439214 PubChem-compound 1.0 1.0 Acetoacetyl-CoA 1.0 Fatty Acid Biosynthesis SubPathway HMDB0001484 HMDB Acyl-CoA synthetase short-chain family member 3, mitochondrial 1.0 ReactionCatalysis1191 ACTIVATION C10H16N5O13P3 Adenosine triphosphate 506.99576 C6H12O2 Caproic acid 116.08373 ReactionCatalysis1193 ACTIVATION 449118 PubChem-compound NAD HMDB0000045 HMDB 1.0 CHEBI:27648 ChEBI ReactionCatalysis1194 ACTIVATION (S)-Hydroxyhexanoyl-CoA ReactionCatalysis1199 ACTIVATION 9606 TAXONOMY 962 PubChem-compound C00877 KEGG Compound Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial PW000022 PathWhiz 1.3.8.8 false 1.3.8.8 Butyryl-CoA + electron-transfer flavoprotein ↔ Crotonoyl-CoA + Reduced electron-transfer flavoprotein REVERSIBLE 4.2.1.17 false 4.2.1.17 3-Hydroxybutyryl-CoA ↔ Crotonoyl-CoA + Water REVERSIBLE 392413 ChemSpider 3-ketoacyl-CoA thiolase, mitochondrial trans-2-Hexenoyl-CoA 10018-93-6 CAS 3-hydroxyacyl-CoA dehydrogenase type-2 5893 PubChem-compound C25H42N7O18P3S 3-Hydroxybutyryl-CoA 853.152 C00080 KEGG Compound Water 1.0 Enoyl-CoA hydratase, mitochondrial HMDB0002111 HMDB 1420-36-6 CAS Butyryl-CoA CHEBI:15377 ChEBI 3-ketoacyl-CoA thiolase, mitochondrial CHEBI:15378 ChEBI SMILES [H+] SMP0000456 SMPDB 1.0 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 SMILES CCCCCC(O)=O 1.0 6.0 Reaction680 false 3-Hydroxybutyryl-CoA + NAD → Acetoacetyl-CoA + Hydrogen Ion + NADH LEFT_TO_RIGHT HMDB0002009 HMDB 1.0 SMILES CCCCCC(=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 644102 PubChem-compound CHEBI:15345 ChEBI 444493 PubChem-compound PW000005 PathWhiz 6083 PubChem-compound 4444331 ChemSpider Long-chain specific acyl-CoA dehydrogenase, mitochondrial SMILES CCCC(=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 CCC\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 Crotonoyl-CoA ACETYL-COA BioCyc H2O Water 18.010565 1.0 NADH BioCyc 6.2.1.1 false 6.2.1.1 Adenosine triphosphate + Caproic acid + Coenzyme A → Adenosine monophosphate + Hexanoyl-CoA + Pyrophosphate LEFT_TO_RIGHT HMDB0001166 HMDB NAD BioCyc 1.0 Long-chain specific acyl-CoA dehydrogenase, mitochondrial Acetyl-CoA acetyltransferase, mitochondrial HMDB0059597 HMDB CHEBI:15351 ChEBI CHEBI:15473 ChEBI Acetyl-CoA SubPathwayInput 85-61-0 CAS Acyl-CoA synthetase short-chain family member 3, mitochondrial Enoyl-CoA hydratase, mitochondrial 3- hydroxyacyl- CoA dehydrogenase type-2 Hydroxyacyl- coenzyme A dehydrogenase, mitochondrial Acetyl-CoA acetyltransferase, mitochondrial Enoyl-CoA hydratase, mitochondrial 3- hydroxyacyl- CoA dehydrogenase type-2 Hydroxyacyl- coenzyme A dehydrogenase, mitochondrial 3-ketoacyl-CoA thiolase, mitochondrial Acetyl-CoA acetyltransferase, mitochondrial 3-ketoacyl-CoA thiolase, mitochondrial Short-chain specific acyl-CoA dehydrogenase, mitochondrial Long-chain specific acyl-CoA dehydrogenase, mitochondrial Acetyl-CoA Acetyl-CoA Caproic acid Hexanoyl-CoA Caproic acid ATP CoA AMP PP i (S)-Hydroxyhexanoyl-CoA trans-2-Hexenoyl-CoA H 2 O NAD 3-Oxohexanoyl-CoA NADH H + NAD NADH H + Butyryl-CoA CoA 3-Hydroxybutyryl-CoA Crotonoyl-CoA H 2 O NAD Acetoacetyl-CoA NADH H + NAD NADH H + CoA CoA CoA FAD FAD electron- transfer flavoprotein Reduced electron- transfer flavoprotein electron- transfer flavoprotein Reduced electron- transfer flavoprotein Citric Acid Cycle Citric Acid Cycle Fatty Acid Biosynthesis Fatty Acid Elongation in Mitochondria Mitochondrial Beta-Oxidation of Medium Chain Saturated Fatty Acids Mitochondrial Outer Membrane Mitochondrial Inner Membrane Mitochondrial Matrix Cytosol
Transport111 false Caproic acid (→) Transport: Homo sapiens, Cell, Cytosol to Homo sapiens, Cell, Mitochondrial Matrix LEFT_TO_RIGHT C23H38N7O17P3S Acetyl-CoA 809.1258 142-62-1 CAS 937 ChemSpider Adenosine triphosphate 8552 ChemSpider 388353 ChemSpider 439153 PubChem-compound HMDB0000535 HMDB SMILES O ReactionCatalysis707 ACTIVATION Enoyl-CoA hydratase, mitochondrial C10H14N5O7P Adenosine monophosphate 347.06308 ReactionCatalysis1201 ACTIVATION ReactionCatalysis1200 ACTIVATION CHEBI:16027 ChEBI ReactionCatalysis263 ACTIVATION Hexanoyl-CoA ReactionCatalysis261 ACTIVATION CHEBI:57371 ChEBI HMDB0000538 HMDB Acyl-CoA synthetase short-chain family member 3, mitochondrial ATP BioCyc PW000172 PathWhiz PW000171 PathWhiz 1.0 6816 PubChem-compound HMDB0002845 HMDB 5060-32-2 CAS 559142 ChemSpider CHEBI:15846 ChEBI 102680-35-3 CAS 1.0 PW000167 PathWhiz ReactionCatalysis177 ACTIVATION 1.0 ReactionCatalysis176 ACTIVATION Hexanoyl-CoA SubPathwayOutput 1.3.8.1 false 1.3.8.1 Hexanoyl-CoA + electron-transfer flavoprotein → Reduced electron-transfer flavoprotein + trans-2-Hexenoyl-CoA LEFT_TO_RIGHT 5742 ChemSpider 5280381 PubChem-compound 1038 PubChem-compound 265 PubChem-compound Caproic acid SubPathwayOutput C00332 KEGG Compound CHEBI:30776 ChEBI GO:0005829 GENE ONTOLOGY HMDB0003942 HMDB Fatty Acid Elongation in Mitochondria SubPathway 440045 PubChem-compound HMDB0003943 HMDB HMDB0003944 HMDB Q99714 UniProt C25H40N7O17P3S Crotonoyl-CoA 835.1414 Reduced electron-transfer flavoprotein Butyryl-CoA CHEBI:16908 ChEBI HMDB0001088 HMDB Citric Acid Cycle SubPathway 5858 ChemSpider K-HEXANOYL-COA BioCyc 4.0 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@@H](O)C(=O)NCCC(=O)NCCS 1.0 Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial PPI BioCyc 260 ChemSpider Mitochondrion Caproic acid C27H46N7O17P3S Hexanoyl-CoA 865.18835 electron-transfer flavoprotein C27H46N7O18P3S (S)-Hydroxyhexanoyl-CoA 881.1833 C27H44N7O18P3S 3-Oxohexanoyl-CoA 879.16766 Cytosol C27H44N7O17P3S trans-2-Hexenoyl-CoA 863.1727 P16219 UniProt CHEBI:5086 ChEBI 4444072 ChemSpider 58-68-4 CAS Short-chain specific acyl-CoA dehydrogenase, mitochondrial HMDB0001423 HMDB Adenosine monophosphate 1.0 SMILES C\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 2.3.1.16 false 2.3.1.16 Acetoacetyl-CoA + Coenzyme A → 2 Acetyl-CoA LEFT_TO_RIGHT P30084 UniProt 10140154 ChemSpider Q9H6R3 UniProt 1.0 3-ketoacyl-CoA thiolase, mitochondrial 3-Oxohexanoyl-CoA Acetyl-CoA acetyltransferase, mitochondrial C00001 KEGG Compound 1.0 CHEBI:28706 ChEBI CHEBI:18361 ChEBI Long-chain specific acyl-CoA dehydrogenase, mitochondrial NADH C00004 KEGG Compound CPD-1083 BioCyc 3-hydroxyacyl-CoA dehydrogenase type-2 C00003 KEGG Compound C00002 KEGG Compound 440610 PubChem-compound Acetyl-CoA acetyltransferase, mitochondrial 4.0 P42765 UniProt 2.0 Mitochondrial Beta-Oxidation of Medium Chain Saturated Fatty Acids SubPathway Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids GO:0005759 GENE ONTOLOGY Pyrophosphate Coenzyme A P24752 UniProt SMP0000057 SMPDB 19774-86-8 CAS SMP0000054 SMPDB CHEBI:28276 ChEBI SMILES C[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=C1N=CN=C2N C21H28N7O14P2 NAD 664.11694 C01585 KEGG Compound C00010 KEGG Compound HMDB0000902 HMDB C05268 KEGG Compound 11966160 PubChem-compound SubPathwayInteraction819 SubPathwayReaction SubPathway819Reaction C00136 KEGG Compound trans-2-Hexenoyl-CoA C00013 KEGG Compound C05269 KEGG Compound Hydrogen Ion 1.0 O7P2 Pyrophosphate 173.91193 C25H40N7O18P3S Acetoacetyl-CoA 851.13635 C05271 KEGG Compound C21H29N7O14P2 NADH 665.12476 C05270 KEGG Compound 4.0 5957 PubChem-compound HMDB0001206 HMDB 389508 ChemSpider P28330 UniProt H Hydrogen Ion 1.007825 4.2.1.17 false 4.2.1.17 (S)-Hydroxyhexanoyl-CoA ↔ Water + trans-2-Hexenoyl-CoA REVERSIBLE C25H42N7O17P3S Butyryl-CoA 837.15704 8892 PubChem-compound 2.3.1.16 false 2.3.1.16 Acetyl-CoA + Butyryl-CoA → 3-Oxohexanoyl-CoA + Coenzyme A LEFT_TO_RIGHT Reaction747 false (S)-Hydroxyhexanoyl-CoA + NAD ↔ 3-Oxohexanoyl-CoA + Hydrogen Ion + NADH REVERSIBLE 56-65-5 CAS C00020 KEGG Compound 53-84-9 CAS 1.0 C00024 KEGG Compound Short-chain specific acyl-CoA dehydrogenase, mitochondrial GO:0005739 GENE ONTOLOGY 3-hydroxyacyl-CoA dehydrogenase type-2 1.0 Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial SubPathwayInteraction313 SubPathway313Reaction SubPathwayReaction SubPathwayInteraction311 SubPathwayReaction SubPathway311Reaction SubPathwayInteraction314 SubPathway314Reaction SubPathwayReaction 1.0 79171-47-4 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 1.0 5682 ChemSpider 2-METHYL-3-HYDROXY-BUTYRYL-COA BioCyc Short-chain specific acyl-CoA dehydrogenase, mitochondrial 5280765 PubChem-compound 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 Reduced electron-transfer flavoprotein SMP0000480 SMPDB CHEBI:1146900 ChEBI AMP BioCyc 2871-66-1 CAS SMILES CC(=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=C1N=CN=C2N 4.0 ReactionCatalysis309 ACTIVATION Mitochondrial Matrix HMDB0000250 HMDB ReactionCatalysis305 ACTIVATION SMILES [O-]P([O-])(=O)OP([O-])([O-])=O SMP0000481 SMPDB 14000-31-8 CAS 395736 ChemSpider CO-A BioCyc 72-89-9 CAS CPD-12174 BioCyc CHEBI:15452 ChEBI 1.0 389056 ChemSpider SMILES CCCC(=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=C1N=CN=C2N C21H36N7O16P3S Coenzyme A 767.11523 SMILES CCC[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@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N C03561 KEGG Compound 4.0 3-Hydroxybutyryl-CoA Q16836 UniProt CHEBI:27540 ChEBI ACETOACETYL-COA BioCyc CHEBI:15422 ChEBI 6557 ChemSpider 1.0 Homo sapiens 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 7732-18-5 CAS 388299 ChemSpider 61-19-8 CAS HMDB0001487 HMDB Crotonoyl-CoA 2140-48-9 CAS SMILES NC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1 2.0 439214 PubChem-compound 1.0 1.0 Acetoacetyl-CoA 1.0 Fatty Acid Biosynthesis SubPathway HMDB0001484 HMDB Acyl-CoA synthetase short-chain family member 3, mitochondrial 1.0 ReactionCatalysis1191 ACTIVATION C10H16N5O13P3 Adenosine triphosphate 506.99576 C6H12O2 Caproic acid 116.08373 ReactionCatalysis1193 ACTIVATION 449118 PubChem-compound NAD HMDB0000045 HMDB 1.0 CHEBI:27648 ChEBI ReactionCatalysis1194 ACTIVATION (S)-Hydroxyhexanoyl-CoA ReactionCatalysis1199 ACTIVATION 9606 TAXONOMY 962 PubChem-compound C00877 KEGG Compound Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial PW000022 PathWhiz 1.3.8.8 false 1.3.8.8 Butyryl-CoA + electron-transfer flavoprotein ↔ Crotonoyl-CoA + Reduced electron-transfer flavoprotein REVERSIBLE 4.2.1.17 false 4.2.1.17 3-Hydroxybutyryl-CoA ↔ Crotonoyl-CoA + Water REVERSIBLE 392413 ChemSpider 3-ketoacyl-CoA thiolase, mitochondrial trans-2-Hexenoyl-CoA 10018-93-6 CAS 3-hydroxyacyl-CoA dehydrogenase type-2 5893 PubChem-compound C25H42N7O18P3S 3-Hydroxybutyryl-CoA 853.152 C00080 KEGG Compound Water 1.0 Enoyl-CoA hydratase, mitochondrial HMDB0002111 HMDB 1420-36-6 CAS Butyryl-CoA CHEBI:15377 ChEBI 3-ketoacyl-CoA thiolase, mitochondrial CHEBI:15378 ChEBI SMILES [H+] SMP0000456 SMPDB 1.0 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 SMILES CCCCCC(O)=O 1.0 6.0 Reaction680 false 3-Hydroxybutyryl-CoA + NAD → Acetoacetyl-CoA + Hydrogen Ion + NADH LEFT_TO_RIGHT HMDB0002009 HMDB 1.0 SMILES CCCCCC(=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 644102 PubChem-compound CHEBI:15345 ChEBI 444493 PubChem-compound PW000005 PathWhiz 6083 PubChem-compound 4444331 ChemSpider Long-chain specific acyl-CoA dehydrogenase, mitochondrial SMILES CCCC(=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 CCC\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 Crotonoyl-CoA ACETYL-COA BioCyc H2O Water 18.010565 1.0 NADH BioCyc 6.2.1.1 false 6.2.1.1 Adenosine triphosphate + Caproic acid + Coenzyme A → Adenosine monophosphate + Hexanoyl-CoA + Pyrophosphate LEFT_TO_RIGHT HMDB0001166 HMDB NAD BioCyc 1.0 Long-chain specific acyl-CoA dehydrogenase, mitochondrial Acetyl-CoA acetyltransferase, mitochondrial HMDB0059597 HMDB CHEBI:15351 ChEBI CHEBI:15473 ChEBI Acetyl-CoA SubPathwayInput 85-61-0 CAS Mitochondria ACSS3 ECHS1 HSD17B10 HADH ACAT1 ECHS1 HSD17B10 HADH ACAA2 ACAT1 ACAA2 ACADS ACADL Acetyl-CoA Acetyl-CoA Caproic acid Hexanoyl-CoA Caproic acid Adenosine triphosphate Coenzyme A Adenosine monophosphate Pyrophosphate (S)- Hydroxyhexanoyl- CoA trans-2- Hexenoyl-CoA Water NAD 3- Oxohexanoyl- CoA NADH Hydrogen Ion NAD NADH Hydrogen Ion Butyryl-CoA Coenzyme A 3- Hydroxybutyryl- CoA Crotonoyl-CoA Water NAD Acetoacetyl-CoA NADH Hydrogen Ion NAD NADH Hydrogen Ion Coenzyme A Coenzyme A Coenzyme A electron- transfer flavoprotein Reduced electron- transfer flavoprotein electron- transfer flavoprotein Reduced electron- transfer flavoprotein Citric Acid Cycle Citric Acid Cycle Fatty Acid Biosynthesis Fatty Acid Elongation in Mitochondria Mitochondrial Beta-Oxidation of Medium Chain Saturated Fatty Acids