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 → (2E)-Hexenoyl-CoA + Reduced electron-transfer flavoprotein
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
3-Hydroxyhexanoyl-CoA
881.1833
C27H44N7O18P3S
3-oxohexanoyl-CoA
879.16766
Cytosol
C27H44N7O17P3S
(2E)-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@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
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@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
C21H27N7O14P2
NAD
663.10913
C01585
KEGG Compound
C00010
KEGG Compound
HMDB0000902
HMDB
C05268
KEGG Compound
11966160
PubChem-compound
SubPathwayInteraction819
SubPathwayReaction
SubPathway819Reaction
C00136
KEGG Compound
(2E)-Hexenoyl-CoA
C00013
KEGG Compound
C05269
KEGG Compound
Hydrogen Ion
1.0
H4O7P2
Pyrophosphate
177.94322
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
3-Hydroxyhexanoyl-CoA ↔ (2E)-Hexenoyl-CoA + Water
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
3-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@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
4.0
ReactionCatalysis309
ACTIVATION
Mitochondrial Matrix
HMDB0000250
HMDB
ReactionCatalysis305
ACTIVATION
SMILES
OP(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@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
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
3-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
(2E)-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@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
SMILES
CCC\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
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