6022
PubChem-compound
2553-59-5
CAS
937
ChemSpider
CHEBI:30797
ChEBI
Reaction2580
false
L-Malic acid + NAD ↔ Hydrogen Ion + NADH + Oxalacetic acid
REVERSIBLE
439153
PubChem-compound
58
ChemSpider
1.0
Gluconeogenesis from L-Malic Acid
CHEBI:16027
ChEBI
C6H14O12P2
Fructose 1,6-bisphosphate
339.99606
NAD
1.0
OXALACETIC_ACID
BioCyc
NAD-dependent malic enzyme
ATP
BioCyc
Triosephosphate isomerase
P76558
UniProt
2.0
Galactose Metabolism
SubPathway
HMDB0003498
HMDB
1.0
Glyceraldehyde-3-phosphate dehydrogenase A
Fructose-1,6-bisphosphatase class 1
2,3-bisphosphoglycerate-independent phosphoglycerate mutase
Fructose-bisphosphate aldolase class 1
5742
ChemSpider
Fructose 1,6-bisphosphate
CHEBI:16474
ChEBI
97-67-6
CAS
5858
ChemSpider
C6H13O9P
β-D-Glucose 6-phosphate
260.02972
P0A9B2
UniProt
709
ChemSpider
704
ChemSpider
Aerobic C4-dicarboxylate transport protein
945
ChemSpider
Fructose-1,6-bisphosphatase class 2
1010
ChemSpider
488-69-7
CAS
138-08-9
CAS
C3H7O6P
D-Glyceraldehyde 3-phosphate
169.99803
1.0
1.0
1.0
Hydrogen Ion
SMP0000841
SMPDB
C3H8O10P2
Glyceric acid 1,3-biphosphate
265.95926
C00111
KEGG Compound
Enolase
Uncharacterized protein yggF
Cytosol
C00236
KEGG Compound
C00597
KEGG Compound
Adenosine triphosphate
C00354
KEGG Compound
SUC
BioCyc
Glucose-6-phosphate isomerase
5.3.1.9
false
5.3.1.9
β-D-fructofuranose 6-phosphate → β-D-Glucose 6-phosphate
LEFT_TO_RIGHT
C00009
KEGG Compound
C00008
KEGG Compound
SMILES
O[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1O
C00006
KEGG Compound
Hydrogen Ion
CHEBI:18009
ChEBI
P0ABN5
UniProt
C00001
KEGG Compound
3-Phosphoglyceric acid
C00005
KEGG Compound
C00004
KEGG Compound
CHEBI:18367
ChEBI
C00003
KEGG Compound
1032
ChemSpider
NADPH
1.0
1031
ChemSpider
C00002
KEGG Compound
Anaerobic C4-dicarboxylate transporter dcuC
Anaerobic C4-dicarboxylate transporter dcuB
2.0
Pyruvic acid
388538
ChemSpider
C21H28N7O14P2
NAD
664.11694
C00011
KEGG Compound
HMDB0000902
HMDB
NAD(P)
BioCyc
562
TAXONOMY
CHEBI:17138
ChEBI
P0ABP1
UniProt
H
Hydrogen Ion
1.007825
C00149
KEGG Compound
D-Glyceraldehyde 3-phosphate
P0ABP4
UniProt
C00022
KEGG Compound
56-65-5
CAS
Glyceric acid 1,3-biphosphate
53-84-9
CAS
C00020
KEGG Compound
Fructose-bisphosphate aldolase class 2
1.0
2.0
Phosphoglycerate kinase
P0A799
UniProt
Phosphatase ybhA
1.0
SubPathwayInteraction109700
SubPathwayReaction
SubPathway109700Reaction
P21829
UniProt
NADP
2.0
Unknown
Phosphoenolpyruvate synthase
C00036
KEGG 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
HMDB0000254
HMDB
AMP
BioCyc
Water
SMILES
OC(=O)CCC(O)=O
Oxalacetic acid
HMDB0001341
HMDB
2.0
C00042
KEGG Compound
648
ChemSpider
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
HMDB0001112
HMDB
Anaerobic C4-dicarboxylate transporter dcuA
PHOSPHO-ENOL-PYRUVATE
BioCyc
P0A858
UniProt
HMDB0000263
HMDB
SMILES
OC(=O)C(=C)OP(O)(O)=O
HMDB0001473
HMDB
C3H7O7P
3-Phosphoglyceric acid
185.99294
Glucose-6-phosphate isomerase
668
PubChem-compound
β-D-fructofuranose 6-phosphate
SMILES
OC(=O)CC(=O)C(O)=O
1.0
7732-18-5
CAS
P0A991
UniProt
phosphoglucose isomerase
591-59-3
CAS
HMDB0000156
HMDB
HMDB0001487
HMDB
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
malate dehydrogenase, NAD-requiring
Triosephosphate isomerase
fructose bisphosphate aldolase class II
fructose bisphosphate aldolase class I
fructose-1,6-bisphosphatase
C10H16N5O13P3
Adenosine triphosphate
506.99576
DPG
BioCyc
DIHYDROXY-ACETONE-PHOSPHATE
BioCyc
1.0
SMP0000839
SMPDB
445557
PubChem-compound
P0A993
UniProt
P0A6T1
UniProt
SMILES
CC(=O)C(O)=O
HMDB0000045
HMDB
663
ChemSpider
C00074
KEGG Compound
CHEBI:17050
ChEBI
1.0
SMILES
OCC(=O)COP(O)(O)=O
962
PubChem-compound
724
PubChem-compound
SMILES
OCC1(O)OC(COP([O-])([O-])=O)C(O)C1O
5800
ChemSpider
CO2
Carbon dioxide
43.98983
1.0
Phosphate
C00080
KEGG Compound
PW000819
PathWhiz
Periplasmic Space
NAD-dependent malic enzyme
C01172
KEGG Compound
729
PubChem-compound
HMDB0002111
HMDB
Transport442
false
L-Malic acid (→), Succinic acid (←) Transport: Escherichia coli, Periplasmic Space to Escherichia coli, Cytosol
LEFT_TO_RIGHT
CHEBI:44897
ChEBI
14265-44-2
CAS
Transport441
false
L-Malic acid (→), Hydrogen Ion (→) Transport: Escherichia coli, Periplasmic Space to Escherichia coli, Cytosol
LEFT_TO_RIGHT
PYRUVATE
BioCyc
58-64-0
CAS
Glyceraldehyde-3-phosphate dehydrogenase A
Fructose-1,6-bisphosphatase class 1
G3P
BioCyc
ReactionCatalysis2901
ACTIVATION
ReactionCatalysis2900
ACTIVATION
Fructose-bisphosphate aldolase class 1
ReactionCatalysis2903
ACTIVATION
ReactionCatalysis2902
ACTIVATION
HMDB0001270
HMDB
1.0
6083
PubChem-compound
1.0
ReactionCatalysis2905
ACTIVATION
ReactionCatalysis2904
ACTIVATION
2-PG
BioCyc
22833512
PubChem-compound
H2O
Water
18.010565
malate dehydrogenase B
Fructose-1,6-bisphosphatase class 2
Aerobic C4-dicarboxylate transport protein
NADH
BioCyc
393165
ChemSpider
NAD
BioCyc
HMDB0059597
HMDB
P37689
UniProt
1.0
Carbon dioxide
970
PubChem-compound
CHEBI:57634
ChEBI
HMDB0001058
HMDB
P0A830
UniProt
L-Malic acid
Enolase
Uncharacterized protein yggF
980
ChemSpider
C4H6O5
L-Malic acid
134.02153
P0A6P9
UniProt
820-11-1
CAS
1.0
17215925
ChemSpider
C4H4O5
Oxalacetic acid
132.00587
ReactionCatalysis2897
ACTIVATION
2.0
NADH
ReactionCatalysis2896
ACTIVATION
ReactionCatalysis2899
ACTIVATION
dicarboxylate transporter
ReactionCatalysis2898
ACTIVATION
phosphoenolpyruvate synthetase
enolase
SMILES
O
4.0
β-D-Glucose 6-phosphate
C10H14N5O7P
Adenosine monophosphate
347.06308
1.0
ReactionCatalysis2895
ACTIVATION
HMDB0000538
HMDB
1005
PubChem-compound
1.0
P22259
UniProt
P26616
UniProt
1.0
1981-49-3
CAS
Dihydroxyacetone phosphate
328-42-7
CAS
1.0
ReactionCatalysis2548
ACTIVATION
C3H7O6P
Dihydroxyacetone phosphate
169.99803
SMILES
O[C@@H](CC(O)=O)C(O)=O
Pyruvic acid
CHEBI:15846
ChEBI
Succinic acid
ADP
BioCyc
C3H4O3
Pyruvic acid
88.016045
59
PubChem-compound
4.0
4.1.1.49
false
4.1.1.49
Adenosine triphosphate + Oxalacetic acid → Adenosine diphosphate + Carbon dioxide + Phosphoenolpyruvic acid
LEFT_TO_RIGHT
53-59-8
CAS
1038
PubChem-compound
Fructose-bisphosphate aldolase class 2
GO:0005829
GENE ONTOLOGY
274
ChemSpider
Adenosine monophosphate
CHEBI:16905
ChEBI
CHEBI:16908
ChEBI
O4P
Phosphate
94.95342
Oxalacetic acid
2-Phosphoglyceric acid
C21H30N7O17P3
NADPH
745.0911
C21H29N7O17P3
NADP
744.08325
PW000821
PathWhiz
C3H7O7P
2-Phosphoglyceric acid
185.99294
Phosphoglycerate kinase
NADPH
BioCyc
Carbon dioxide
683
PubChem-compound
L-Malic acid
Phosphoenolpyruvic acid
58-68-4
CAS
SMILES
[O-]P([O-])([O-])=O
HMDB0000217
HMDB
124-38-9
CAS
β-D-fructofuranose 6-phosphate
4.1.2.13
false
4.1.2.13
D-Glyceraldehyde 3-phosphate + Dihydroxyacetone phosphate → Fructose 1,6-bisphosphate
LEFT_TO_RIGHT
3.1.3.11
false
3.1.3.11
Fructose 1,6-bisphosphate + Water → Phosphate + β-D-fructofuranose 6-phosphate
LEFT_TO_RIGHT
Reaction2935
false
Glyceric acid 1,3-biphosphate + Hydrogen Ion + NADH → D-Glyceraldehyde 3-phosphate + NAD + Phosphate
LEFT_TO_RIGHT
5.3.1.1
false
5.3.1.1
D-Glyceraldehyde 3-phosphate ↔ Dihydroxyacetone phosphate
REVERSIBLE
HMDB0001429
HMDB
NADP-dependent malic enzyme
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
SMILES
OCC(OP(O)(O)=O)C(O)=O
HMDB0000223
HMDB
1.0
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
Reaction2933
false
2-Phosphoglyceric acid → 3-Phosphoglyceric acid
LEFT_TO_RIGHT
Reaction2934
false
3-Phosphoglyceric acid + Adenosine triphosphate → Adenosine diphosphate + Glyceric acid 1,3-biphosphate
LEFT_TO_RIGHT
1.0
1.1.1.38
false
1.1.1.38
L-Malic acid + NAD → Carbon dioxide + NADH + Pyruvic acid
LEFT_TO_RIGHT
Reaction2932
false
Phosphoenolpyruvic acid → 2-Phosphoglyceric acid + Water
LEFT_TO_RIGHT
57-04-5
CAS
1.1.1.40
false
1.1.1.40
L-Malic acid + NADP → Carbon dioxide + NADPH + Pyruvic acid
LEFT_TO_RIGHT
Anaerobic C4-dicarboxylate transporter dcuA
53-57-6
CAS
1.0
CHEBI:15741
ChEBI
TransportCatalysis380
ACTIVATION
1.0
C6H11O9P
β-D-fructofuranose 6-phosphate
258.01517
SMILES
O=C=O
4.0
1110
PubChem-compound
ReactionCatalysis2633
ACTIVATION
C21H29N7O14P2
NADH
665.12476
5957
PubChem-compound
GO:0005620
GENE ONTOLOGY
TransportCatalysis379
ACTIVATION
CHEBI:24344
ChEBI
C4H6O4
Succinic acid
118.02661
2,3-bisphosphoglycerate-independent phosphoglycerate mutase
HMDB0000243
HMDB
Adenosine diphosphate
C3H5O6P
Phosphoenolpyruvic acid
167.98238
Glyceraldehyde 3-phosphate dehydrogenase
Adenosine triphosphate
C10H15N5O10P2
Adenosine diphosphate
427.02942
GO:0005737
GENE ONTOLOGY
D-Glyceraldehyde 3-phosphate
Phosphoenolpyruvic acid
HMDB0000362
HMDB
1.0
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
10.0
5682
ChemSpider
HMDB0000807
HMDB
Dihydroxyacetone phosphate
222656
PubChem-compound
Phosphoenolpyruvate carboxykinase [ATP]
5675
ChemSpider
1078
ChemSpider
SMILES
OC(COP(O)(O)=O)C(=O)OP(O)(O)=O
Adenosine diphosphate
1.0
Cytoplasm
439427
PubChem-compound
CHEBI:15422
ChEBI
Escherichia coli
Anaerobic C4-dicarboxylate transporter dcuC
Anaerobic C4-dicarboxylate transporter dcuB
β-D-Glucose 6-phosphate
SubPathwayInput
388299
ChemSpider
1.0
P23538
UniProt
2.7.9.2
false
2.7.9.2
Adenosine monophosphate + 2 Hydrogen Ion + Phosphate + Phosphoenolpyruvic acid → Adenosine triphosphate + Pyruvic acid + Water
LEFT_TO_RIGHT
1.0
127-17-3
CAS
CHEBI:17719
ChEBI
triosephosphate isomerase
FRUCTOSE-16-DIPHOSPHATE
BioCyc
NADP-dependent malic enzyme
CHEBI:16526
ChEBI
SMILES
O[C@H]1[C@H](O)[C@](O)(COP(O)(O)=O)O[C@@H]1COP(O)(O)=O
1.0
CHEBI:16761
ChEBI
1.0
Succinic acid
Phosphoenolpyruvate carboxykinase [ATP]
SMILES
OC(COP(O)(O)=O)C(O)=O
Phosphatase ybhA
P0A9C9
UniProt
5893
PubChem-compound
1.0
1.0
110-15-6
CAS
6.0
CHEBI:32816
ChEBI
CHEBI:15377
ChEBI
CHEBI:15378
ChEBI
SMILES
[H+]
Phosphoenolpyruvate synthase
Unknown
CHEBI:16108
ChEBI
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
1.0
280
PubChem-compound
CHEBI:30744
ChEBI
ReactionCatalysis3319
ACTIVATION
2.0
SMILES
OC(COP(O)(O)=O)C=O
P21437
UniProt
193317
ChemSpider
1.0
2.0
1060
PubChem-compound
GAP
BioCyc
1061
PubChem-compound
Hydrogen Ion
C00661
KEGG Compound
HMDB0001967
HMDB
L-Malic acid
1.0
P0AB71
UniProt