1.0
6022
PubChem-compound
1.0
Inosine-5'-monophosphate dehydrogenase 2
937
ChemSpider
Inosine-5'-monophosphate dehydrogenase 1
Water
O00748
UniProt
3.0
439153
PubChem-compound
SMILES
O
Cytochrome P450 3A4
CHEBI:64689
ChEBI
Liver carboxylesterase 1
6-O-Desmethyl-mycophenolic acid
1.0
Mycophenolic acid O-acyl-glucuronide
Mycophenolic acid glucuronide
Liver carboxylesterase 1
Q92887
UniProt
2616-64-0
CAS
Cytochrome P450 3A4
HMDB0000538
HMDB
Inosine-5'-monophosphate dehydrogenase 1
SubPathwayInhibition
Cytochrome P450 3A5
ATP
BioCyc
1.0
Uridine diphosphate glucuronic acid
1.0
SMP0000652
SMPDB
CHEBI:15846
ChEBI
ADP
BioCyc
1.0
CL:0000182
CELL TYPE ONTOLOGY
Q9NPD5
UniProt
HMDB0060491
HMDB
BTO:0000759
BRENDA TISSUE ONTOLOGY
C23H28O12
Mycophenolic acid O-acyl-glucuronide
496.15808
C23H28O12
Mycophenolic acid glucuronide
496.15808
C16H18O6
6-O-Desmethyl-mycophenolic acid
306.11035
1.0
C6H13NO2
N-(2-Hydroxyethyl)-morpholine
131.09464
C6H11NO3
N-(2-Carboxymethyl)-morpholine
145.0739
C6H13NO3
N-(2-Hydroxyethyl)-morpholine N-oxide
147.08954
5742
ChemSpider
CHEBI:17200
ChEBI
1.0
Cytochrome P450 2C8
952
ChemSpider
GO:0005829
GENE ONTOLOGY
CH2O
Formaldehyde
30.010565
HMDB0014826
HMDB
Mycophenolic acid inhibition of Inosine-5'-monophosphate dehydrogenase 1 and 2
InhibitorySubPathway
BTO:0000648
BRENDA TISSUE ONTOLOGY
1.0
3.0
CHEBI:16908
ChEBI
Phosphate
UDP-GLUCURONATE
BioCyc
6031
PubChem-compound
1.0
O4P
Phosphate
94.95342
1.0
ReactionCoupledTransportCatalysis83
ACTIVATION
ReactionCoupledTransportCatalysis82
ACTIVATION
ReactionCoupledTransportCatalysis85
ACTIVATION
ReactionCoupledTransportCatalysis84
ACTIVATION
24280-93-1
CAS
Liver carboxylesterase 1
SMILES
O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O
ReactionCoupledTransportCatalysis81
ACTIVATION
ATP-binding cassette sub-family G member 2
622-40-2
CAS
1.0
C15H22N2O18P2
Uridine diphosphate glucuronic acid
580.0343
FORMALDEHYDE
BioCyc
Q9HAW7
UniProt
57369640
PubChem-compound
Cytosol
CPD-6641
BioCyc
UDP-glucuronosyltransferase 1-8
Cytochrome P450 3A5
Reaction2023
false
Mycophenolate mofetil + Water → Mycophenolic acid + N-(2-Hydroxyethyl)-morpholine
LEFT_TO_RIGHT
58-68-4
CAS
Reaction2024
false
Mycophenolate mofetil → N-(2-Carboxymethyl)-morpholine + N-(2-Hydroxyethyl)-morpholine + N-(2-Hydroxyethyl)-morpholine N-oxide
LEFT_TO_RIGHT
UDP-glucuronosyltransferase 1-9
ReactionCatalysis1887
ACTIVATION
ReactionCatalysis1886
ACTIVATION
SMILES
[O-]P([O-])([O-])=O
ReactionCatalysis1888
ACTIVATION
UDP-glucuronosyltransferase 2B7
Q9HAW9
UniProt
SMILES
C=O
1.0
HMDB0001426
HMDB
692
ChemSpider
4.0
1.0
GO:0005886
GENE ONTOLOGY
Reaction2029
false
Mycophenolic acid + NADH + Oxygen → 6-O-Desmethyl-mycophenolic acid + Formaldehyde + NAD + Water
LEFT_TO_RIGHT
ReactionCatalysis1881
ACTIVATION
2.4.1.17
false
2.4.1.17
Mycophenolic acid + Uridine diphosphate glucuronic acid → Mycophenolic acid O-acyl-glucuronide + Uridine 5'-diphosphate
LEFT_TO_RIGHT
ReactionCatalysis1880
ACTIVATION
2.4.1.17
false
2.4.1.17
Mycophenolic acid + Uridine diphosphate glucuronic acid → Mycophenolic acid glucuronide + Uridine 5'-diphosphate
LEFT_TO_RIGHT
Mycophenolic acid glucuronide
NADH
C00009
KEGG Compound
HMDB0015159
HMDB
C00008
KEGG Compound
C00007
KEGG Compound
Oxygen
Mycophenolate mofetil
BiologicalState77
Homo sapiens, Intestine
Formaldehyde
C00001
KEGG Compound
HMDB0001429
HMDB
1.0
Liver carboxylesterase 1
C00004
KEGG Compound
CHEBI:18367
ChEBI
C00003
KEGG Compound
1032
ChemSpider
Liver
N-(2-Hydroxyethyl)-morpholine
C00002
KEGG Compound
Solute carrier organic anion transporter family member 1B3
UDP-glucuronosyltransferase 1-7
C17H20O6
Mycophenolic acid
320.12598
Mycophenolic acid
Intestine
17473
PubChem-compound
HMDB0060634
HMDB
ReactionCatalysis1890
ACTIVATION
P20839
UniProt
4.0
ReactionCatalysis1892
ACTIVATION
ReactionCatalysis1891
ACTIVATION
ReactionCatalysis1893
ACTIVATION
C21H28N7O14P2
NAD
664.11694
ATP-binding cassette sub-family G member 2
Mycophenolic acid glucuronide
HMDB0000902
HMDB
C00015
KEGG Compound
Mycophenolic acid glucuronide
C21H29N7O14P2
NADH
665.12476
Solute carrier organic anion transporter family member 1B1
5957
PubChem-compound
Cocaine esterase
Hepatocyte
SMILES
COC1=C(C\C=C(/C)CCC(=O)OCCN2CCOCC2)C(O)=C2C(=O)OCC2=C1C
Mycophenolic acid
HMDB0061156
HMDB
HMDB0061157
HMDB
1.0
CHEBI:16842
ChEBI
TransportCatalysis151
ACTIVATION
TransportCatalysis150
ACTIVATION
56-65-5
CAS
53-84-9
CAS
P08183
UniProt
N-(2-Carboxymethyl)-morpholine
C10H15N5O10P2
Adenosine diphosphate
427.02942
CHEBI:67144
ChEBI
TransportCatalysis149
ACTIVATION
TransportCatalysis148
ACTIVATION
Cocaine esterase
TransportCatalysis147
ACTIVATION
TransportCatalysis146
ACTIVATION
Mycophenolic acid O-acyl-glucuronide
PW000628
PathWhiz
TransportCatalysis145
ACTIVATION
10028772
PubChem-compound
C07908
KEGG Compound
BiologicalState26
Homo sapiens, Liver, Hepatocyte
SMILES
OCCN1CCOCC1
Transport194
false
Mycophenolic acid (→) Transport: Homo sapiens, Intestine, Epithelial Cell, Cytosol to Homo sapiens, Blood Vessel
LEFT_TO_RIGHT
55110
ChemSpider
Transport193
false
Mycophenolic acid glucuronide (→) Transport: Homo sapiens, Intestine, Epithelial Cell, Cytosol to Homo sapiens, Blood Vessel
LEFT_TO_RIGHT
SMILES
CC(CCC(O)=O)=CCC1=C(O)C(C)=C2COC(=O)C2=C1O
Transport196
false
Mycophenolate mofetil (→) Transport: Homo sapiens, Intestine, Cell, Cytosol to Homo sapiens, Liver, Hepatocyte, Cytosol
LEFT_TO_RIGHT
SMILES
COC1=C(C)C2=C(C(=O)OC2)C(OC2OC(C(O)C(O)C2O)C(O)=O)=C1C\C=C(\C)CCC(O)=O
Transport195
false
Mycophenolic acid O-acyl-glucuronide (→) Transport: Homo sapiens, Intestine, Epithelial Cell, Cytosol to Homo sapiens, Blood Vessel
LEFT_TO_RIGHT
SMILES
COC1=C(C)C2=C(C(=O)OC2)C(O)=C1C\C=C(/C)CCC(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O
Endoplasmic Reticulum Membrane
SMILES
OCCON1CCOCC1
Transport192
false
Mycophenolic acid (→) Transport: Homo sapiens, Blood Vessel to Homo sapiens, Intestine, Epithelial Cell, Cytosol
LEFT_TO_RIGHT
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
SMILES
OC(=O)CN1CCOCC1
UDP
BioCyc
5682
ChemSpider
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
1.0
O60656
UniProt
CHEBI:168396
ChEBI
HMDB0060788
HMDB
Inosine-5'-monophosphate dehydrogenase 2
Adenosine triphosphate
1.0
1.0
HMDB0001341
HMDB
SubPathwayControl650
SubPathway650Control
InhibitorySubPathwayControl
446541
PubChem-compound
Canalicular multispecific organic anion transporter 1
HMDB0000935
HMDB
Water
C00167
KEGG Compound
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
Q9Y6L6
UniProt
Solute carrier organic anion transporter family member 1B3
P16662
UniProt
Multidrug resistance protein 1
N-(2-Hydroxyethyl)-morpholine N-oxide
1.0
NAD
C9H14N2O12P2
Uridine 5'-diphosphate
404.0022
ReactionCoupledTransport70
false
Adenosine triphosphate + Mycophenolic acid O-acyl-glucuronide + Water → Adenosine diphosphate + Mycophenolic acid O-acyl-glucuronide + Phosphate
LEFT_TO_RIGHT
Mycophenolic acid O-acyl-glucuronide
Cytochrome P450 2C8
Mycophenolic acid
HMDB0060650
HMDB
CHEBI:15422
ChEBI
Homo sapiens
Mycophenolate mofetil
Multidrug resistance protein 1
1.0
7732-18-5
CAS
388299
ChemSpider
30778639
ChemSpider
1.0
Water
HMDB0001487
HMDB
O2
Oxygen
31.98983
Solute carrier organic anion transporter family member 1B1
GO:0005789
GENE ONTOLOGY
Mycophenolic acid
3.6.3.44
false
3.6.3.44
Adenosine triphosphate + Mycophenolic acid glucuronide + Water → Adenosine diphosphate + Mycophenolic acid glucuronide + Phosphate
LEFT_TO_RIGHT
5281078
PubChem-compound
ReactionCoupledTransport68
false
Adenosine triphosphate + Mycophenolic acid + Water → Adenosine diphosphate + Mycophenolic acid + Phosphate
LEFT_TO_RIGHT
GO:0005788
GENE ONTOLOGY
4444535
ChemSpider
16522
ChemSpider
128794-94-5
CAS
ATP-binding cassette sub-family G member 2
C10H16N5O13P3
Adenosine triphosphate
506.99576
61163
PubChem-compound
BiologicalState10
Homo sapiens, Liver
C00067
KEGG Compound
Inosine-5'-monophosphate dehydrogenase 2
SubPathwayInhibition
CHEBI:16761
ChEBI
UDP-glucuronosyltransferase 1-8
7782-44-7
CAS
HMDB0001377
HMDB
ReactionCatalysis1878
ACTIVATION
1.0
ReactionCatalysis1879
ACTIVATION
P20815
UniProt
1.0
UDP-glucuronosyltransferase 1-9
9606
TAXONOMY
962
PubChem-compound
1.0
P10632
UniProt
Canalicular multispecific organic anion transporter 1
393865
ChemSpider
Endoplasmic Reticulum Lumen
5800
ChemSpider
388152
ChemSpider
58-98-0
CAS
1.0
1.0
5893
PubChem-compound
Mycophenolic acid O-acyl-glucuronide
1.0
Cocaine esterase
Inosine-5'-monophosphate dehydrogenase 1
1.0
SMILES
O=O
Cocaine esterase
C23H31NO7
Mycophenolate mofetil
433.21005
HMDB0000295
HMDB
1.0
HMDB0002111
HMDB
5809
ChemSpider
Liver carboxylesterase 1
CHEBI:15377
ChEBI
Cell Membrane
UDP-glucuronosyltransferase 1-7
CHEBI:15379
ChEBI
14265-44-2
CAS
P08684
UniProt
P12268
UniProt
712
PubChem-compound
58-64-0
CAS
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
P23141
UniProt
CHEBI:8764
ChEBI
UDP-glucuronosyltransferase 2B7
N-(2-Hydroxyethyl)-morpholine
C20383
KEGG Compound
1.0
1.0
Canalicular multispecific organic anion transporter 1
SMILES
O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O
1.0
H2O
Water
18.010565
438968
PubChem-compound
Uridine 5'-diphosphate
NADH
BioCyc
Mycophenolic Acid Metabolism Pathway
NAD
BioCyc
1061
PubChem-compound
Q9UNQ0
UniProt
CHEBI:17659
ChEBI
977
PubChem-compound
Multidrug resistance protein 1
Mycophenolate mofetil
1.0
50-00-0
CAS
8204343
ChemSpider
Adenosine diphosphate
Mycophenolic acid
SubPathwayInhibitor
SMILES
COC1=C(C\C=C(/C)CCC(O)=O)C(O)=C2C(=O)OCC2=C1C
C20380
KEGG Compound
N-(2-Hydroxyethyl)-morpholine