6022
PubChem-compound
C23H38N7O17P3S
Acetyl-CoA
809.1258
439161
PubChem-compound
937
ChemSpider
8138335
ChemSpider
Aconitate hydratase 1
lipoamide dehydrogenase
CHEBI:30797
ChEBI
439153
PubChem-compound
110-17-8
CAS
HMDB0000094
HMDB
Reaction2588
false
Acetyl-CoA + Oxalacetic acid + Water → Citric acid + Coenzyme A + Hydrogen Ion
LEFT_TO_RIGHT
50
ChemSpider
1.0
HMDB0003364
HMDB
P0AC33
UniProt
P33940
UniProt
NAD
1.0
1.0
OXALACETIC_ACID
BioCyc
succinate dehydrogenase, FeS subunit
succinate:quinone oxidoreductase, FAD binding protein
Fumarate hydratase class I, anaerobic
ATP
BioCyc
CHEBI:17594
ChEBI
1.0
succinate dehydrogenase fumarate reductase, membrane anchor subunit
succinate dehydrogenase
C59H92O4
Ubiquinol-10
864.6996
Ubiquinol-10
P0AC44
UniProt
1.0
CHEBI:15380
ChEBI
C00451
KEGG Compound
5742
ChemSpider
PW001010
PathWhiz
C25H40N7O19P3S
Succinyl-CoA
867.1312
CHEBI:16474
ChEBI
P0AC41
UniProt
97-67-6
CAS
2.0
9962735
PubChem-compound
Acetyl-CoA
945
ChemSpider
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@@H](O)C(=O)NCCC(=O)NCCS
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
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
1.0
Hydrogen Ion
C00472
KEGG Compound
Cytosol
Adenosine triphosphate
SUC
BioCyc
Quinone
Fumarate hydratase class II
24.0
C00009
KEGG Compound
C00008
KEGG Compound
C00006
KEGG Compound
CHEBI:18009
ChEBI
C00001
KEGG Compound
C00122
KEGG Compound
C00005
KEGG Compound
C00004
KEGG Compound
CHEBI:18367
ChEBI
C00003
KEGG Compound
1032
ChemSpider
C00002
KEGG Compound
Aspartate Metabolism
SubPathway
Glycolysis and Pyruvate Dehydrogenase
SubPathway
C21H28N7O14P2
NAD
664.11694
C00011
KEGG Compound
C00010
KEGG Compound
HMDB0000902
HMDB
Dihydrolipoyllysine-residue succinyltransferase component of 2-oxoglutarate dehydrogenase complex
2-oxoglutarate dehydrogenase E1 component
1.0
NAD(P)
BioCyc
562
TAXONOMY
H
Hydrogen Ion
1.007825
C00149
KEGG Compound
388307
ChemSpider
Ornithine Metabolism
SubPathway
56-65-5
CAS
53-84-9
CAS
C00026
KEGG Compound
C00024
KEGG Compound
1.0
C6H6O2
Hydroquinone
110.03678
SMP0000809
SMPDB
SMP0000807
SMPDB
Succinyl-CoA ligase [ADP-forming] subunit alpha
C00158
KEGG Compound
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
HMDB0002434
HMDB
HMDB0000134
HMDB
HMDB0000254
HMDB
Water
SMILES
OC(=O)CCC(O)=O
Oxalacetic acid
SubPathwayOutput
SMILES
OC(=O)C\C(=C\C(O)=O)C(O)=O
HMDB0001341
HMDB
SMP0000813
SMPDB
CHEBI:64183
ChEBI
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
604-98-8
CAS
SMILES
OC(=O)CC(O)(CC(O)=O)C(O)=O
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
HMDB0001487
HMDB
HMDB0000156
HMDB
Malate dehydrogenase
Fumarate hydratase class I, aerobic
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
SMILES
COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O
HMDB0013111
HMDB
305
ChemSpider
Aconitate hydratase 1
lipoamide dehydrogenase
ReactionCatalysis2606
ACTIVATION
962
PubChem-compound
2.0
6061-97-8
CAS
5800
ChemSpider
CO2
Carbon dioxide
43.98983
Phosphate
C00080
KEGG Compound
Oxoglutaric acid
succinate:quinone oxidoreductase, FAD binding protein
Fumarate hydratase class I, anaerobic
succinate dehydrogenase, FeS subunit
HMDB0002111
HMDB
HMDB0001022
HMDB
14265-44-2
CAS
58-64-0
CAS
585-84-2
CAS
C00091
KEGG Compound
succinate dehydrogenase fumarate reductase, membrane anchor subunit
succinate dehydrogenase
P61889
UniProt
444493
PubChem-compound
2.0
22833512
PubChem-compound
ACETYL-COA
BioCyc
H2O
Water
18.010565
HMDB0000072
HMDB
1.0
NADH
BioCyc
NAD
BioCyc
HMDB0059597
HMDB
Carbon dioxide
CIS-ACONITATE
BioCyc
970
PubChem-compound
P0ABH7
UniProt
SMILES
OC(=O)\C=C\C(O)=O
L-Malic acid
P0A836
UniProt
C4H6O5
L-Malic acid
134.02153
1.0
17215925
ChemSpider
C4H4O5
Oxalacetic acid
132.00587
Succinic acid
NADH
cis-Aconitic acid
21883788
PubChem-compound
SMILES
O
C6H8O7
D-threo-Isocitric acid
192.02701
CIT
BioCyc
Acetyl-CoA
SubPathwayOutput
1.0
HMDB0000538
HMDB
P14407
UniProt
1.0
HMDB0001874
HMDB
1.0
6816
PubChem-compound
328-42-7
CAS
4477081
ChemSpider
51
PubChem-compound
P0A9P0
UniProt
SMILES
O[C@@H](CC(O)=O)C(O)=O
CHEBI:15846
ChEBI
ADP
BioCyc
53-59-8
CAS
1.0
Ubiquinone-10
1038
PubChem-compound
D-threo-Isocitric acid
1.0
GO:0005829
GENE ONTOLOGY
ReactionCatalysis2558
ACTIVATION
ReactionCatalysis2559
ACTIVATION
274
ChemSpider
P36683
UniProt
C5H6O5
Oxoglutaric acid
146.02153
Dihydrolipoyllysine-residue succinyltransferase component of 2-oxoglutarate dehydrogenase complex
TCA Cycle (Ubiquinol-10)
2-oxoglutarate dehydrogenase E1 component
CHEBI:16908
ChEBI
Isocitrate dehydrogenase [NADP]
O4P
Phosphate
94.95342
Oxalacetic acid
NADPH
4650
PubChem-compound
558863
ChemSpider
77-92-9
CAS
Succinyl-CoA ligase [ADP-forming] subunit alpha
NADP
C21H30N7O17P3
NADPH
745.0911
ReactionCatalysis2561
ACTIVATION
4.2.1.3
false
4.2.1.3
Citric acid → Water + cis-Aconitic acid
LEFT_TO_RIGHT
C21H29N7O17P3
NADP
744.08325
ReactionCatalysis2560
ACTIVATION
Reaction183175
false
Water + cis-Aconitic acid → D-threo-Isocitric acid
LEFT_TO_RIGHT
ReactionCatalysis2562
ACTIVATION
4.2.1.3
false
4.2.1.3
Citric acid → Water + cis-Aconitic acid
LEFT_TO_RIGHT
Reaction183174
false
Water + cis-Aconitic acid → D-threo-Isocitric acid
LEFT_TO_RIGHT
ReactionCatalysis2564
ACTIVATION
NADPH
BioCyc
PW000787
PathWhiz
643757
PubChem-compound
PW000785
PathWhiz
HMDB0000208
HMDB
236-TRICHLOROHYDROQUINONE
BioCyc
ReactionCatalysis2607
ACTIVATION
58-68-4
CAS
HMDB0001423
HMDB
ReactionCatalysis2613
ACTIVATION
ReactionCatalysis2612
ACTIVATION
SMILES
[O-]P([O-])([O-])=O
HMDB0000217
HMDB
SMILES
OC(=O)CCC(=O)C(O)=O
2-oxoglutarate dehydrogenase
124-38-9
CAS
CHEBI:30915
ChEBI
2.0
HMDB0001429
HMDB
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
HMDB0000221
HMDB
succinyl-CoA synthetase
Succinyl-CoA ligase [ADP-forming] subunit beta
HMDB0000223
HMDB
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
Fumaric acid
SMP0001026
SMPDB
5677-55-4
CAS
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
SMILES
O=C=O
1110
PubChem-compound
P0AFG3
UniProt
2.0
P25516
UniProt
C21H29N7O14P2
NADH
665.12476
fumarase hydratase
5957
PubChem-compound
HMDB0001206
HMDB
malate dehydrogenase
Fumarate hydratase class I, aerobic
CHEBI:151
ChEBI
C4H6O4
Succinic acid
118.02661
C6H6O6
cis-Aconitic acid
174.01643
Adenosine diphosphate
Citric acid
P0AFG6
UniProt
C10H15N5O10P2
Adenosine diphosphate
427.02942
12.0
C6H8O7
Citric acid
192.02701
1.0
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
CHEBI:1146900
ChEBI
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
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
222656
PubChem-compound
5675
ChemSpider
1078
ChemSpider
72-89-9
CAS
Fumarate hydratase class II
Coenzyme A
C21H36N7O16P3S
Coenzyme A
767.11523
CHEBI:15422
ChEBI
6557
ChemSpider
Escherichia coli
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
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
SMILES
COC1=C(OC)C(O)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(C)=C1O
Succinic acid
SubPathwayOutput
Reaction2630
false
L-Malic acid + Quinone → Hydroquinone + Oxalacetic acid
LEFT_TO_RIGHT
2-KETOGLUTARATE
BioCyc
6.0
392413
ChemSpider
CPD-9873
BioCyc
1.0
P05042
UniProt
5893
PubChem-compound
1.0
110-15-6
CAS
SMILES
O=C1C=CC(=O)C=C1
Reaction3753
false
Succinic acid + Ubiquinone-10 → Fumaric acid + Ubiquinol-10
LEFT_TO_RIGHT
CHEBI:15377
ChEBI
CHEBI:15378
ChEBI
SMILES
[H+]
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
C59H90O4
Ubiquinone-10
862.6839
citrate dehydrogenase
citrate synthase
1.0
SMILES
OC1=CC=C(O)C=C1
280
PubChem-compound
CHEBI:30744
ChEBI
CHEBI:32805
ChEBI
2.0
C00417
KEGG Compound
Malate:quinone oxidoreductase
Citrate synthase monomer
2.0
SubPathwayInteraction111189
SubPathway111189Reaction
SubPathwayReaction
SubPathwayInteraction111188
SubPathway111188Reaction
SubPathwayReaction
C00530
KEGG Compound
Malate dehydrogenase
Isocitrate dehydrogenase [NADP]
SubPathwayInteraction111190
SubPathway111190Reaction
SubPathwayReaction
2.0
193317
ChemSpider
ReactionCatalysis2593
ACTIVATION
3-METHYLBENZYLSUCCINYL-COA
BioCyc
1.0
1061
PubChem-compound
1.0
CPD-1941
BioCyc
P07014
UniProt
HMDB0001967
HMDB
106-51-4
CAS
Aconitate hydratase 2
CHEBI:15351
ChEBI
85-61-0
CAS