6022
PubChem-compound
1.0
Cytochrome P450 2D6
937
ChemSpider
Cytochrome P450 2E1
HMDB0001859
HMDB
P13667
UniProt
1.0
O15440
UniProt
HMDB0060946
HMDB
439153
PubChem-compound
SMILES
O
1.0
Cytochrome P450 3A4
SMP0000640
SMPDB
PW000616
PathWhiz
Cytochrome P450 1A2
Stromal cell-derived factor 2-like protein 1
C8H9NO5S
Paracetamol sulfate
231.02014
2616-64-0
CAS
Cytochrome P450 3A4
HMDB0000538
HMDB
UDP-glucuronosyltransferase 2B15
ATP
BioCyc
1.0
Uridine diphosphate glucuronic acid
SMILES
CC(=O)NC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1
O15439
UniProt
1.0
Water
Acetaminophen glucuronide
Glutathione S-transferase P
CHEBI:15846
ChEBI
ADP
BioCyc
Sulfotransferase 1A1
C10H15N5O10P2
Adenosine 3',5'-diphosphate
427.02942
CL:0000182
CELL TYPE ONTOLOGY
Cytochrome P450 2A6
BTO:0000759
BRENDA TISSUE ONTOLOGY
39763
PubChem-compound
1.0
5742
ChemSpider
C8H7NO2
NAPQI
149.04768
CHEBI:17200
ChEBI
C11H14N2O3S
Acetaminophen cystein
254.07251
1.0
Endoplasmic reticulum resident protein 29
ReactionCoupledTransportCatalysis74
ACTIVATION
ReactionCatalysis1900
ACTIVATION
Paracetamol sulfate
ReactionCoupledTransportCatalysis79
ACTIVATION
P11021
UniProt
2.8.2.1
false
2.8.2.1
Acetaminophen + Phosphoadenosine phosphosulfate → Adenosine 3',5'-diphosphate + Paracetamol sulfate
LEFT_TO_RIGHT
ReactionCoupledTransportCatalysis76
ACTIVATION
ReactionCoupledTransportCatalysis75
ACTIVATION
2.4.1.17
false
2.4.1.17
Acetaminophen + Uridine diphosphate glucuronic acid → Acetaminophen glucuronide + Uridine 5'-diphosphate
LEFT_TO_RIGHT
Phosphoadenosine phosphosulfate
2.0
ReactionCoupledTransportCatalysis78
ACTIVATION
CHEBI:16908
ChEBI
Glutathione S-transferase theta-1
ReactionCoupledTransportCatalysis77
ACTIVATION
Phosphate
UDP-GLUCURONATE
BioCyc
6031
PubChem-compound
Q6IN67
UniProt
O4P
Phosphate
94.95342
1.0
1.0
C8H9NO2
Acetaminophen
151.06332
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
ATP-binding cassette sub-family G member 2
2.0
ReactionCoupledTransportCatalysis80
ACTIVATION
3-5-ADP
BioCyc
Q9HCN8
UniProt
1.0
C15H22N2O18P2
Uridine diphosphate glucuronic acid
580.0343
Multidrug resistance-associated protein 1
1053-73-2
CAS
P54855
UniProt
CHEBI:16856
ChEBI
1.0
124886
PubChem-compound
1.0
1.0
Sulfotransferase 1A3/1A4
2.0
58-68-4
CAS
UDP-glucuronosyltransferase 2B15
UDP-glucuronosyltransferase 1-9
UDP-glucuronosyltransferase 1-1
Bile salt sulfotransferase
SMILES
[O-]P([O-])([O-])=O
Bile salt sulfotransferase
1.0
GO:0005886
GENE ONTOLOGY
83944
PubChem-compound
CHEBI:29132
ChEBI
36356
ChemSpider
Q96GW1
UniProt
1.0
NADH
C00009
KEGG Compound
C00008
KEGG Compound
Q13087
UniProt
Estrogen sulfotransferase
C00001
KEGG Compound
HMDB0001429
HMDB
Q9UBS4
UniProt
1.0
9799
ChemSpider
C00004
KEGG Compound
CHEBI:18367
ChEBI
C00003
KEGG Compound
1032
ChemSpider
Liver
C00002
KEGG Compound
ReactionCatalysis1896
ACTIVATION
ReactionCatalysis1895
ACTIVATION
Protein disulfide-isomerase A6
Cytochrome P450 1A2
ReactionCatalysis1898
ACTIVATION
ReactionCatalysis1897
ACTIVATION
C10H17N3O6S
Glutathione
307.0838
UDP-glucuronosyltransferase 1-6
ReactionCatalysis1899
ACTIVATION
17473
PubChem-compound
159296
PubChem-compound
SMILES
CC(=O)NC1=CC=C(O)C=C1
ReactionCatalysis1894
ACTIVATION
Acetaminophen
DnaJ homolog subfamily B member 11
Protein disulfide-isomerase A4
HSP90B1 protein
C21H28N7O14P2
NAD
664.11694
Sulfotransferase 1A3/1A4
78 kDa glucose-regulated protein
Q06520
UniProt
HMDB0000902
HMDB
C00015
KEGG Compound
CHEBI:32636
ChEBI
50700-49-7
CAS
Cytochrome P450 2E1
C21H29N7O14P2
NADH
665.12476
Glutathione S-transferase P
1.0
10066-90-7
CAS
CHEBI:32635
ChEBI
5957
PubChem-compound
BiologicalState53
Homo sapiens, Liver, Hepatocyte
Multidrug resistance-associated protein 5
Hepatocyte
UDP-glucuronosyltransferase 1-1
C06804
KEGG Compound
Stromal cell-derived factor 2-like protein 1
1.0
Endoplasmic reticulum resident protein 29
Protein disulfide-isomerase A4
Acetaminophen cystein
Protein disulfide-isomerase A6
Peptidyl-prolyl cis-trans isomerase B
HYOU1 protein
56-65-5
CAS
53-84-9
CAS
Protein disulfide-isomerase A2
Protein disulfide-isomerase A2
78 kDa glucose-regulated protein
P08183
UniProt
HMDB0000125
HMDB
83939
PubChem-compound
Reaction2030
false
Acetaminophen + NAD → NADH + NAPQI
LEFT_TO_RIGHT
C10H15N5O10P2
Adenosine diphosphate
427.02942
Cytochrome P450 2A6
GO:0005737
GENE ONTOLOGY
2.5.1.18
false
2.5.1.18
Glutathione + NAPQI → Acetaminophen cystein + Water
LEFT_TO_RIGHT
Multidrug resistance-associated protein 4
482-67-7
CAS
HYOU1 protein
70-18-8
CAS
CHEBI:17985
ChEBI
OXIDIZED-GLUTATHIONE
BioCyc
DnaJ homolog subfamily B member 11
Endoplasmic Reticulum Membrane
SMILES
CC(O)=NC1=CC=C(SC[C@H](N)C(O)=O)C=C1
SMILES
CC(=O)N=C1C=CC(=O)C=C1
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
UDP-glucuronosyltransferase 1-6
CPD-8587
BioCyc
Cytochrome P450 2D6
Sulfotransferase 1A1
5682
ChemSpider
UDP
BioCyc
CHEBI:17980
ChEBI
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
CHEBI:46195
ChEBI
O60656
UniProt
1.0
Adenosine triphosphate
P30040
UniProt
P22309
UniProt
HMDB0001341
HMDB
103-90-2
CAS
ReactionCatalysis1849
ACTIVATION
HMDB0000935
HMDB
P09211
UniProt
P30711
UniProt
Water
Paracetamol sulfate
C00167
KEGG Compound
ReactionCatalysis1852
ACTIVATION
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
ReactionCatalysis1851
ACTIVATION
Multidrug resistance protein 1
Acetaminophen glucuronide
NAPQI
C00051
KEGG Compound
NAD
P50225
UniProt
C9H14N2O12P2
Uridine 5'-diphosphate
404.0022
P50224
UniProt
Cytoplasm
HMDB0060559
HMDB
83997
PubChem-compound
ReactionCatalysis1850
ACTIVATION
CHEBI:15422
ChEBI
1.0
C10H15N5O13P2S
Phosphoadenosine phosphosulfate
506.98624
1.0
Homo sapiens
140102
ChemSpider
Multidrug resistance-associated protein 5
C00054
KEGG Compound
C00053
KEGG Compound
2.0
388299
ChemSpider
7732-18-5
CAS
Multidrug resistance-associated protein 4
HMDB0001487
HMDB
ReactionCatalysis1863
ACTIVATION
ReactionCoupledTransport63
false
Acetaminophen cystein + Adenosine triphosphate + Water → Acetaminophen cystein + Adenosine diphosphate + Phosphate
LEFT_TO_RIGHT
ReactionCatalysis1862
ACTIVATION
ReactionCoupledTransport62
false
Acetaminophen cystein + Adenosine triphosphate + Water → Acetaminophen cystein + Adenosine diphosphate + Phosphate
LEFT_TO_RIGHT
HSP90B1 protein
ReactionCoupledTransport65
false
Acetaminophen glucuronide + Adenosine triphosphate + Water → Acetaminophen glucuronide + Adenosine diphosphate + Phosphate
LEFT_TO_RIGHT
ReactionCatalysis1864
ACTIVATION
ReactionCoupledTransport64
false
Adenosine triphosphate + Paracetamol sulfate + Water → Adenosine diphosphate + Paracetamol sulfate + Phosphate
LEFT_TO_RIGHT
3.6.3.44
false
3.6.3.44
Adenosine triphosphate + Paracetamol sulfate + Water → Adenosine diphosphate + Paracetamol sulfate + Phosphate
LEFT_TO_RIGHT
3.6.3.44
false
3.6.3.44
Acetaminophen glucuronide + Adenosine triphosphate + Water → Acetaminophen glucuronide + Adenosine diphosphate + Phosphate
LEFT_TO_RIGHT
GO:0005789
GENE ONTOLOGY
Estrogen sulfotransferase
75789
ChemSpider
NAPQI
16522
ChemSpider
ReactionCatalysis1861
ACTIVATION
ReactionCoupledTransport61
false
Acetaminophen cystein + Adenosine triphosphate + Water → Acetaminophen cystein + Adenosine diphosphate + Phosphate
LEFT_TO_RIGHT
C10H16N5O13P3
Adenosine triphosphate
506.99576
ATP-binding cassette sub-family G member 2
BiologicalState10
Homo sapiens, Liver
Estrogen sulfotransferase
Sulfotransferase 1A1
10214
PubChem-compound
16110-10-4
CAS
CHEBI:16761
ChEBI
HMDB0001134
HMDB
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H]1O
1.0
UDP-glucuronosyltransferase 1-9
9606
TAXONOMY
P10635
UniProt
962
PubChem-compound
1.0
5800
ChemSpider
58-98-0
CAS
UDP-glucuronosyltransferase 1-1
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](OP(O)(O)=O)[C@H]1O
5893
PubChem-compound
PAPS
BioCyc
1.0
2.0
Acetaminophen
HMDB0000295
HMDB
Glutathione
HMDB0002111
HMDB
5809
ChemSpider
Glutathione S-transferase theta-1
CHEBI:15377
ChEBI
Cell Membrane
P05177
UniProt
Multidrug resistance-associated protein 1
1.0
1.0
1.0
14265-44-2
CAS
P08684
UniProt
1.0
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
Adenosine 3',5'-diphosphate
1.0
HMDB0000061
HMDB
111188
ChemSpider
Peptidyl-prolyl cis-trans isomerase B
Acetaminophen Metabolism Pathway
1.0
1.0
75741
ChemSpider
P05181
UniProt
P11509
UniProt
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
P19224
UniProt
P49888
UniProt
H2O
Water
18.010565
Sulfotransferase 1A3/1A4
1906
ChemSpider
75744
ChemSpider
Uridine 5'-diphosphate
NADH
BioCyc
SMILES
CC(=O)NC1=CC=C(OS(O)(=O)=O)C=C1
NAD
BioCyc
1061
PubChem-compound
Q9UNQ0
UniProt
CHEBI:17659
ChEBI
Multidrug resistance protein 1
1.0
Glutathione S-transferase P
1983
PubChem-compound
Q15084
UniProt
P33527
UniProt
P23284
UniProt
Glutathione S-transferase theta-1
HMDB0059911
HMDB
Adenosine diphosphate
Acetaminophen cystein
C14H17NO8
Acetaminophen glucuronide
327.09543
HMDB0010316
HMDB
1.0
SMILES
N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O