17215925
ChemSpider
PW000620
PathWhiz
SMP0000644
SMPDB
Endoplasmic Reticulum
Cytochrome P450 2D6
Endoplasmic Reticulum Membrane
Reaction2070
false
Celecoxib + Hydrogen Ion + NADPH + Oxygen → Hydroxycelecoxib + NADP + Water
LEFT_TO_RIGHT
1.1.1.1
false
1.1.1.1
Hydroxycelecoxib → Carboxycelecoxib
LEFT_TO_RIGHT
937
ChemSpider
BiologicalState29
Homo sapiens, Liver
C07589
KEGG Compound
UDP
BioCyc
direct_interaction
SMILES
O
Cytochrome P450 3A4
1.0
HMDB0061132
HMDB
2616-64-0
CAS
Cytochrome P450 3A4
2562
ChemSpider
NADPH
5675
ChemSpider
HMDB0000935
HMDB
8222783
ChemSpider
C00167
KEGG Compound
Prostaglandin G/H synthase 2
Uridine diphosphate glucuronic acid
SMILES
CC1=CC=C(C=C1)C1=CC(=NN1C1=CC=C(C=C1)S(N)(=O)=O)C(F)(F)F
1.0
Hydroxycelecoxib
C9H14N2O12P2
Uridine 5'-diphosphate
404.0022
C17H14F3N3O3S
Hydroxycelecoxib
397.0708
Prostaglandin G/H synthase 1
Carboxycelecoxib
P07327
UniProt
Carboxycelecoxib
Alcohol dehydrogenase 1A
1.0
53-59-8
CAS
BTO:0000759
BRENDA TISSUE ONTOLOGY
Celecoxib
Homo sapiens
Alcohol dehydrogenase 1B
1038
PubChem-compound
Celecoxib
7732-18-5
CAS
CHEBI:17200
ChEBI
1.0
1.0
UDP-glucuronosyltransferase 1-10
CHEBI:16474
ChEBI
Hydrogen Ion
952
ChemSpider
Water
Cytochrome P450 2C9
O2
Oxygen
31.98983
GO:0005789
GENE ONTOLOGY
Prostaglandin G/H synthase 1
P35354
UniProt
GO:0005783
GENE ONTOLOGY
16522
ChemSpider
SMILES
NS(=O)(=O)C1=CC=C(C=C1)N1N=C(C=C1C1=CC=C(OC2O[C@H]([C@H](O)[C@@H](O)[C@@H]2O)C(O)=O)C=C1)C(F)(F)F
SMILES
NS(=O)(=O)C1=CC=C(C=C1)N1N=C(C=C1C1=CC=C(C=C1)C(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C(F)(F)F
P11712
UniProt
HMDB0013995
HMDB
UDP-GLUCURONATE
BioCyc
Hydroxycelecoxib
6031
PubChem-compound
Alcohol dehydrogenase 1A
Cytochrome P450 2D6
CHEBI:139316
ChEBI
Cytochrome P450 2C9
1010
ChemSpider
7782-44-7
CAS
HMDB0001377
HMDB
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
2.4.1.17
false
2.4.1.17
Carboxycelecoxib + Uridine diphosphate glucuronic acid → Celecoxib glucuronide + Uridine 5'-diphosphate
LEFT_TO_RIGHT
1.0
C21H30N7O17P3
NADPH
745.0911
SMILES
NS(=O)(=O)C1=CC=C(C=C1)N1N=C(C=C1C1=CC=C(CO)C=C1)C(F)(F)F
C21H29N7O17P3
NADP
744.08325
9606
TAXONOMY
962
PubChem-compound
P10635
UniProt
2.0
NADPH
BioCyc
C15H22N2O18P2
Uridine diphosphate glucuronic acid
580.0343
58-98-0
CAS
CPD-6641
BioCyc
1.0
2662
PubChem-compound
UDP-glucuronosyltransferase 1-10
C00080
KEGG Compound
1.0
SMILES
O=O
Celecoxib glucuronide
10047220
PubChem-compound
1.0
HMDB0000217
HMDB
Q9HAW8
UniProt
1.0
HMDB0002111
HMDB
HMDB0000295
HMDB
5809
ChemSpider
169590-42-5
CAS
CHEBI:15377
ChEBI
C00007
KEGG Compound
CHEBI:15379
ChEBI
Oxygen
C23H20F3N3O10S
Carboxycelecoxib
587.08215
CHEBI:41423
ChEBI
CHEBI:15378
ChEBI
SMILES
[H+]
C00006
KEGG Compound
P08684
UniProt
C22H20F3N3O9S
Celecoxib glucuronide
559.0872
CHEBI:18009
ChEBI
C00001
KEGG Compound
5886
PubChem-compound
Prostaglandin G/H synthase 1
Prostaglandin G/H synthase 2
C00005
KEGG Compound
Liver
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
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
8084428
ChemSpider
17473
PubChem-compound
Celecoxib Metabolism Pathway
P00325
UniProt
53-57-6
CAS
HMDB0060571
HMDB
Alcohol dehydrogenase 1A
1.0
C00015
KEGG Compound
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
22833512
PubChem-compound
P23219
UniProt
NAD(P)
BioCyc
ReactionCatalysis1944
ACTIVATION
ReactionCatalysis1943
ACTIVATION
H2O
Water
18.010565
ReactionCatalysis1946
ACTIVATION
ReactionCatalysis1945
ACTIVATION
1.0
Uridine 5'-diphosphate
2.0
Alcohol dehydrogenase 1B
NADP
1.0
H
Hydrogen Ion
1.007825
977
PubChem-compound
CHEBI:17659
ChEBI
HMDB0059597
HMDB
9908776
PubChem-compound
2.0
ReactionCatalysis1947
ACTIVATION
Alcohol dehydrogenase 1B
C17H14F3N3O2S
Celecoxib
381.0759
Celecoxib
Interaction25
Celecoxib inhibits Cytochrome P450 2D6
Interaction24
Celecoxib inhibits Prostaglandin G/H synthase 2
HMDB0005014
HMDB
Interaction23
Celecoxib inhibits Prostaglandin G/H synthase 1