General Information of the Protein
Protein ID
PT00905
Protein Name
Cytochrome P450 2C9
Secondarily
Protein Name
(R)-limonene 6-monooxygenase
(S)-limonene 6-monooxygenase
(S)-limonene 7-monooxygenase
CYPIIC9
Cholesterol 25-hydroxylase
Cytochrome P-450MP
Cytochrome P450 MP-4
Cytochrome P450 MP-8
Cytochrome P450 PB-1
S-mephenytoin 4-hydroxylase
Gene Name
CYP2C9
Secondarily
Gene Name
CYP2C10
Sequence
MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDISKSLTNLSKVYGPVFTLYFGLKPIVVLHGYEAVKEALIDLGEEFSGRGIFPLAERANRGFGIVFSNGKKWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFHKRFDYKDQQFLNLMEKLNENIKILSSPWIQICNNFSPIIDYFPGTHNKLLKNVAFMKSYILEKVKEHQESMDMNNPQDFIDCFLMKMEKEKHNQPSEFTIESLENTAVDLFGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRSHMPYTDAVVHEVQRYIDLLPTSLPHAVTCDIKFRNYLIPKGTTILISLTSVLHDNKEFPNPEMFDPHHFLDEGGNFKKSKYFMPFSAGKRICVGEALAGMELFLFLTSILQNFNLKSLVDPKNLDTTPVVNGFASVPPFYQLCFIPV
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Organism
Homo sapiens, Human
Protein Classification
Enzyme
>
Cytochrome P450
>
Cytochrome P450 family 2
>
Cytochrome P450 family 2C
>
Cytochrome P450 2C9
Function
A cytochrome P450 monooxygenase involved in the metabolism of various endogenous substrates, including fatty acids and steroids (PubMed:7574697, PubMed:9866708, PubMed:9435160, PubMed:12865317, PubMed:15766564, PubMed:19965576, PubMed:21576599). Mechanistically, uses molecular oxygen inserting one oxygen atom into a substrate, and reducing the second into a water molecule, with two electrons provided by NADPH via cytochrome P450 reductase (NADPH--hemoprotein reductase) (PubMed:7574697, PubMed:9866708, PubMed:9435160, PubMed:12865317, PubMed:15766564, PubMed:19965576, PubMed:21576599). Catalyzes the epoxidation of double bonds of polyunsaturated fatty acids (PUFA) (PubMed:7574697, PubMed:15766564, PubMed:19965576, PubMed:9866708). Catalyzes the hydroxylation of carbon-hydrogen bonds. Metabolizes cholesterol toward 25-hydroxycholesterol, a physiological regulator of cellular cholesterol homeostasis (PubMed:21576599). Exhibits low catalytic activity for the formation of catechol estrogens from 17beta-estradiol (E2) and estrone (E1), namely 2-hydroxy E1 and E2 (PubMed:12865317). Catalyzes bisallylic hydroxylation and hydroxylation with double-bond migration of polyunsaturated fatty acids (PUFA) (PubMed:9866708, PubMed:9435160). Also metabolizes plant monoterpenes such as limonene. Oxygenates (R)- and (S)-limonene to produce carveol and perillyl alcohol (PubMed:11950794). Contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan (PubMed:25994031).
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Uniprot ID
Primary ID:
P11712

Secondarily ID:
P11713
Q16756
Q16872
Q5VX92
Q6IRV8
Q8WW80
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Ensembl ID
ENSG00000138109
HGNC ID
HGNC:2623
Subcellular Location
Endoplasmic reticulum membrane
Microsome membrane
Map of Molecular Bioactivity Related to the Protein
Map of Molecular Bioactivity Related to the Protein

Protein
Cell Line
Compound

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Protein
Cell Line ID: CL000023 , BTI-Tn-5B1-4
Compound ID Compound Name Compound Formula
CP0030899
1-[(2-chlorophenyl)-diphenylmethyl]imidazole
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C22H17ClN2
 1
1
IC50 = 16 nM
   TI
   LI
   LO
   TS
CP0036175
1,3-thiazol-5-ylmethyl N-[(2S,3S,5S)-3-hydroxy-5-[(2S)-3-methyl-2-{[methyl({[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl})carbamoyl]amino}butanamido]-1,6-diphenylhexan-2-yl]carbamate
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C37H48N6O5S2
 1
1
IC50 = 16 nM
   TI
   LI
   LO
   TS
CP0041383
(3,5-dibromo-4-hydroxyphenyl)(2-ethyl-1-benzofuran-3-yl)methanone
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C17H12Br2O3
 1
1
IC50 = 16 nM
   TI
   LI
   LO
   TS
CP0049135
4-Amino-N-(2-phenyl-2H-pyrazol-3-yl)-benzenesulfonamide
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C15H14N4O2S
 1
1
IC50 = 200 nM
   TI
   LI
   LO
   TS
CP0057530
ECONAZOLE
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C18H15Cl3N2O
 1
1
IC50 = 200 nM
   TI
   LI
   LO
   TS
CP0063077
1-[2-(2,4-dichlorobenzyl)oxy-2-(2,4-dichlorophenyl)ethyl]imidazole;nitric acid
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C18H14Cl4N2O
 1
1
IC50 = 200 nM
   TI
   LI
   LO
   TS
CP0072682
Exelderm
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C18H15Cl3N2S
 1
1
IC50 = 200 nM
   TI
   LI
   LO
   TS
CP0062701
DANAZOL
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C22H27NO2
 1
1
IC50 = 300 nM
   TI
   LI
   LO
   TS
CP0070834
3,3''''-methylenebis(4-hydroxy-coumarin
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C19H12O6
 1
1
IC50 = 300 nM
   TI
   LI
   LO
   TS
CP0072374
BAY-E-5009
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C18H20N2O6
 1
1
IC50 = 300 nM
   TI
   LI
   LO
   TS
CP0669560
Fluvastatin
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C24H26FNO4
 1
1
IC50 = 400 nM
   TI
   LI
   LO
   TS
CP0042169
CHEBI:35847
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C14H9ClN2O3S
 1
1
IC50 = 700 nM
   TI
   LI
   LO
   TS
CP0015320
BAY-E-9736
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C21H26N2O7
 1
1
IC50 = 1000 nM
   TI
   LI
   LO
   TS
CP0016295
4-[4-(4-fluorophenyl)-2-(4-methanesulfinylphenyl)-1H-imidazol-5-yl]pyridine
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C21H16FN3OS
 1
1
IC50 = 1000 nM
   TI
   LI
   LO
   TS
CP0069872
CAS_1508-75-4
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C17H20N2O2
 1
1
IC50 = 1000 nM
   TI
   LI
   LO
   TS
CP0075172
2-(4-fluorophenyl)-4-methoxy-3-(pyridin-4-yl)-1H-pyrrolo[2,3-b]pyridin-6-amine
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C19H15FN4O
 1
1
IC50 = 1000 nM
   TI
   LI
   LO
   TS
CP0077040
4-Amino-5-chloro-2-ethoxy-N-[4-(4-fluoro-benzyl)-morpholin-2-ylmethyl]-benzamide; citrate(AS-4370)
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C21H25ClFN3O3
 1
1
IC50 = 1000 nM
   TI
   LI
   LO
   TS
CP0664135
1-(2-Methylbenzoyl)-4-(Phenylmethyl)-Piperidine
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C20H23NO
 1
1
IC50 = 1000 nM
   TI
   LI
   LO
   TS
CP0671597
Stanozolol
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C21H32N2O
 1
1
IC50 = 1127.6 nM
   TI
   LI
   LO
   TS
CP0002800
1-((p-(2-(5-chloro-o-anisamido)ethyl)phenyl)sulfonyl)-3-cyclohexylurea
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C23H28ClN3O5S
 1
1
IC50 = 1602 nM
   TI
   LI
   LO
   TS
CP0000815
Rapamycin C-7, analog 4
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C51H79NO13
 1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
CP0041761
2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethoxy]phenyl}carbonyl)-1-benzothiophen-6-ol
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C28H27NO4S
 1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
CP0043937
(17beta-(N-tert-butylcarbamoyl)-4-aza-5alpha-androst-1-en-3-one
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C23H36N2O2
 1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
CP0064411
N-[5-chloro-4-[(4-chlorophenyl)-cyanomethyl]-2-methylphenyl]-2-hydroxy-3,5-diiodobenzamide
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C22H14Cl2I2N2O2
 1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
CP0072749
3,5-Dibromo-N-(4-bromophenyl)-2-hydroxybenzamide (31)
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C13H8Br3NO2
 1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
CP0072895
US20230414632, Compound I-a
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C26H33NO6
 1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
CP0076992
4-benzyl-1-[(2-fluorophenyl)carbonyl]piperidine
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C19H20FNO
 1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
CP0663122
1-(2-Chlorobenzoyl)-4-(Phenylmethyl)-Piperidine
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C19H20ClNO
 1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
CP0669044
4-(Phenylmethyl)-1-[2-(Trifluoromethyl)Benzoyl]-Piperidine
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C20H20F3NO
 1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
CP0672250
1-(2-Methoxybenzoyl)-4-(Phenylmethyl)-Piperidine
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C20H23NO2
 1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
CP0045344
4-(5-cyclopentyloxycarbonylamino-1-methyl-1H-indol-3-ylmethyl)-3-methoxy-N-o-tolylsulfonylbenzamide
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C31H33N3O6S
 1
1
IC50 = 2257.5 nM
   TI
   LI
   LO
   TS
CP0043276
CAS_114798-26-4
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C22H23ClN6O
 1
1
IC50 = 2882 nM
   TI
   LI
   LO
   TS
CP0076413
DIHYDROERGOCRISTINE MESYLATE
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C36H45N5O8S
 1
1
IC50 = 3000 nM
   TI
   LI
   LO
   TS
CP0094206
CHEBI:7825
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C18H13Cl4N3O
 1
1
IC50 = 3000 nM
   TI
   LI
   LO
   TS
CP0114119
2-Ethoxy-3-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-benzoimidazole-4-carboxylic acid(CV-11974)
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C24H20N6O3
 1
1
IC50 = 3000 nM
   TI
   LI
   LO
   TS
CP0013042
(5R,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
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C22H22O8
 1
1
IC50 = 4000 nM
   TI
   LI
   LO
   TS
CP0048240
BDBM50101974
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C24H27NO5S
 1
1
IC50 = 4000 nM
   TI
   LI
   LO
   TS
CP0049270
2-phenylethylhydrazine
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C8H12N2
 1
1
IC50 = 4000 nM
   TI
   LI
   LO
   TS
CP0118647
(S)-2-(2-Benzoyl-phenylamino)-3-{4-[2-(methyl-pyridin-2-yl-amino)-ethoxy]-phenyl}-propionic acid
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C30H29N3O4
 1
1
IC50 = 4000 nM
   TI
   LI
   LO
   TS
CP0082870
5-O-ethyl 3-O-methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
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C18H19Cl2NO4
 1
1
IC50 = 4579.5 nM
   TI
   LI
   LO
   TS
CP0070921
MLS001335996
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C76H52O46
 1
1
IC50 = 4607.4 nM
   TI
   LI
   LO
   TS
CP0046612
CHEBI:31687
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C19H30O5
 1
1
IC50 = 5000 nM
   TI
   LI
   LO
   TS
CP0047240
(6aR,9R)-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
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C32H41N5O5
 1
1
IC50 = 6000 nM
   TI
   LI
   LO
   TS
CP0082578
CHEBI:27924
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C6H8N2
 1
1
IC50 = 6000 nM
   TI
   LI
   LO
   TS
CP0041805
(E)-resveratrol
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C14H12O3
 1
1
IC50 = 7000 nM
   TI
   LI
   LO
   TS
CP0669530
Nifursol
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C12H7N5O9
 1
1
IC50 = 7000 nM
   TI
   LI
   LO
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CP0044466
NOSCAPINE
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C22H23NO7
 1
1
IC50 = 8177.3 nM
   TI
   LI
   LO
   TS
CP0041747
5071
   Show/Hide
C24H32O4
 1
1
IC50 = 10000 nM
   TI
   LI
   LO
   TS
CP0058647
BISACODYL
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C22H19NO4
 1
1
IC50 = 10000 nM
   TI
   LI
   LO
   TS
CP0060773
CHEBI:31401
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C20H27N5O2
 1
1
IC50 = 10000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
Compound ID Compound Name Compound Formula
CP0041383
(3,5-dibromo-4-hydroxyphenyl)(2-ethyl-1-benzofuran-3-yl)methanone
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C17H12Br2O3
 2
1 IC50 = 41 nM
2 Ki = 19 nM
CP0049135
4-Amino-N-(2-phenyl-2H-pyrazol-3-yl)-benzenesulfonamide
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C15H14N4O2S
 11
1 IC50 = 80 nM
2 IC50 = 180 nM
3 IC50 = 250 nM
4 IC50 = 270 nM
5 IC50 = 280 nM
6 IC50 = 630 nM
7 IC50 = 4200 nM
8 IC50 < 10000 nM
9 IC50 > 20000 nM
10 Ki = 200 nM
11 Ki = 500 nM
CP0036175
1,3-thiazol-5-ylmethyl N-[(2S,3S,5S)-3-hydroxy-5-[(2S)-3-methyl-2-{[methyl({[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl})carbamoyl]amino}butanamido]-1,6-diphenylhexan-2-yl]carbamate
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C37H48N6O5S2
 1
1 IC50 = 4900 nM
CP0070834
3,3''''-methylenebis(4-hydroxy-coumarin
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C19H12O6
 3
1 Ki = 600 nM
2 Ki = 1900 nM
3 Potency = 25.1 nM
CP0045344
4-(5-cyclopentyloxycarbonylamino-1-methyl-1H-indol-3-ylmethyl)-3-methoxy-N-o-tolylsulfonylbenzamide
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C31H33N3O6S
 1
1 Ki = 2500 nM
CP0044466
NOSCAPINE
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C22H23NO7
 1
1 Potency = 125.9 nM
CP0063077
1-[2-(2,4-dichlorobenzyl)oxy-2-(2,4-dichlorophenyl)ethyl]imidazole;nitric acid
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C18H14Cl4N2O
 1
1 Potency = 316.2 nM
CP0016295
4-[4-(4-fluorophenyl)-2-(4-methanesulfinylphenyl)-1H-imidazol-5-yl]pyridine
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C21H16FN3OS
 1
1 Potency = 1995.3 nM
CP0046363
4-methoxy-7H-furo[3,2-g][1]benzopyran-7-one
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C12H8O4
 1
1 Potency = 5011.9 nM
CP0038890
2-PHENYL-4H-BENZO[H]CHROMEN-4-ONE
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C19H12O2
 1
1 Potency = 7943.3 nM
CP0058647
BISACODYL
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C22H19NO4
 1
1 Potency = 15848.9 nM
CP0060773
CHEBI:31401
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C20H27N5O2
 1
1 Potency = 39810.7 nM
Clinical Information about the Protein
Target 1 ( S-mephenytoin 4-hydroxylase (CYP2C9) )
Target Type Successful Target
Disease 1 Target-related Disease  1
1 Bacterial infection [ICD-11: 1A00-1C4Z]
Approved Drug(s) 1 Approved Drug  1
1 Sulfaphenazole Approved
Bacterial infection