General Information of the Protein
Protein ID
PT01049
Protein Name
Cytochrome P450 2C19
Secondarily
Protein Name
(R)-limonene 6-monooxygenase
(S)-limonene 6-monooxygenase
(S)-limonene 7-monooxygenase
CYPIIC17
CYPIIC19
Cytochrome P450-11A
Cytochrome P450-254C
Fenbendazole monooxygenase (4'-hydroxylating)
Mephenytoin 4-hydroxylase
Gene Name
CYP2C19
Sequence
MDPFVVLVLCLSCLLLLSIWRQSSGRGKLPPGPTPLPVIGNILQIDIKDVSKSLTNLSKIYGPVFTLYFGLERMVVLHGYEVVKEALIDLGEEFSGRGHFPLAERANRGFGIVFSNGKRWKEIRRFSLMTLRNFGMGKRSIEDRVQEEARCLVEELRKTKASPCDPTFILGCAPCNVICSIIFQKRFDYKDQQFLNLMEKLNENIRIVSTPWIQICNNFPTIIDYFPGTHNKLLKNLAFMESDILEKVKEHQESMDINNPRDFIDCFLIKMEKEKQNQQSEFTIENLVITAADLLGAGTETTSTTLRYALLLLLKHPEVTAKVQEEIERVIGRNRSPCMQDRGHMPYTDAVVHEVQRYIDLIPTSLPHAVTCDVKFRNYLIPKGTTILTSLTSVLHDNKEFPNPEMFDPRHFLDEGGNFKKSNYFMPFSAGKRICVGEGLARMELFLFLTFILQNFNLKSLIDPKDLDTTPVVNGFASVPPFYQLCFIPV
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Organism
Homo sapiens, Human
Protein Classification
Enzyme
>
Cytochrome P450
>
Cytochrome P450 family 2
>
Cytochrome P450 family 2C
>
Cytochrome P450 2C19
Function
A cytochrome P450 monooxygenase involved in the metabolism of polyunsaturated fatty acids (PUFA) (PubMed:18577768, PubMed:19965576, PubMed:20972997). 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:18577768, PubMed:19965576, PubMed:20972997). Catalyzes the hydroxylation of carbon-hydrogen bonds. Hydroxylates PUFA specifically at the omega-1 position (PubMed:18577768). Catalyzes the epoxidation of double bonds of PUFA (PubMed:20972997, PubMed:19965576). Also metabolizes plant monoterpenes such as limonene. Oxygenates (R)- and (S)-limonene to produce carveol and perillyl alcohol (PubMed:11950794). Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine. Hydroxylates fenbendazole at the 4' position (PubMed:23959307).
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Uniprot ID
Primary ID:
P33261

Secondarily ID:
P33259
Q8WZB1
Q8WZB2
Q9UCD4
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Ensembl ID
ENSG00000165841
HGNC ID
HGNC:2621
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
CP0063077
1-[2-(2,4-dichlorobenzyl)oxy-2-(2,4-dichlorophenyl)ethyl]imidazole;nitric acid
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C18H14Cl4N2O
 1
1
IC50 = 16 nM
   TI
   LI
   LO
   TS
CP0068895
ethyl 4-(13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene)piperidine-1-carboxylate
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C22H23ClN2O2
 1
1
IC50 = 16 nM
   TI
   LI
   LO
   TS
CP0072682
Exelderm
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C18H15Cl3N2S
 1
1
IC50 = 16 nM
   TI
   LI
   LO
   TS
CP0057530
ECONAZOLE
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C18H15Cl3N2O
 1
1
IC50 = 40 nM
   TI
   LI
   LO
   TS
CP0094206
CHEBI:7825
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C18H13Cl4N3O
 1
1
IC50 = 40 nM
   TI
   LI
   LO
   TS
CP0671597
Stanozolol
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C21H32N2O
 1
1
IC50 = 48 nM
   TI
   LI
   LO
   TS
CP0663122
1-(2-Chlorobenzoyl)-4-(Phenylmethyl)-Piperidine
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C19H20ClNO
 1
1
IC50 = 200 nM
   TI
   LI
   LO
   TS
CP0058738
2-[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methylsulfinyl]-1H-benzimidazole
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C16H14F3N3O2S
 1
1
IC50 = 336.7 nM
   TI
   LI
   LO
   TS
CP0669044
4-(Phenylmethyl)-1-[2-(Trifluoromethyl)Benzoyl]-Piperidine
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C20H20F3NO
 1
1
IC50 = 400 nM
   TI
   LI
   LO
   TS
CP0044466
NOSCAPINE
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C22H23NO7
 1
1
IC50 = 400.3 nM
   TI
   LI
   LO
   TS
CP0076992
4-benzyl-1-[(2-fluorophenyl)carbonyl]piperidine
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C19H20FNO
 1
1
IC50 = 500 nM
   TI
   LI
   LO
   TS
CP0054320
(2R)-2-[2-[(1R)-1-(4-chlorophenyl)-1-phenyl-ethoxy]ethyl]-1-methyl-pyrrolidine;fumarate
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C21H26ClNO
 1
1
IC50 = 600 nM
   TI
   LI
   LO
   TS
CP0062485
4-(Diethylamino)-2-butynyl alpha-phenylcyclohexaneglycolic acid ester
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C22H31NO3
 1
1
IC50 = 600 nM
   TI
   LI
   LO
   TS
CP0664135
1-(2-Methylbenzoyl)-4-(Phenylmethyl)-Piperidine
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C20H23NO
 1
1
IC50 = 600 nM
   TI
   LI
   LO
   TS
CP0066212
CAS_55142-85-3
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C14H14ClNS
 1
1
IC50 = 667.8 nM
   TI
   LI
   LO
   TS
CP0083432
1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-isoquinoline
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C20H21NO4
 1
1
IC50 = 762 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 = 800 nM
   TI
   LI
   LO
   TS
CP0046612
CHEBI:31687
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C19H30O5
 1
1
IC50 = 800 nM
   TI
   LI
   LO
   TS
CP0049270
2-phenylethylhydrazine
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C8H12N2
 1
1
IC50 = 800 nM
   TI
   LI
   LO
   TS
CP0666130
Norethindrone acetate
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C22H28O3
 1
1
IC50 = 800 nM
   TI
   LI
   LO
   TS
CP0672250
1-(2-Methoxybenzoyl)-4-(Phenylmethyl)-Piperidine
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C20H23NO2
 1
1
IC50 = 800 nM
   TI
   LI
   LO
   TS
CP0038513
2-(3-hydroxy-6-oxo-6H-xanthen-9-yl)benzoic acid
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C20H12O5
 1
1
IC50 = 907.4 nM
   TI
   LI
   LO
   TS
CP0035683
(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine;hydrochloride
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C17H17Cl2N
 1
1
IC50 = 1000 nM
   TI
   LI
   LO
   TS
CP0037412
(2R)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorobenzene)sulfonyl]-2-hydroxy-2-methylpropanamide
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C18H14F4N2O4S
 1
1
IC50 = 1000 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 = 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
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
CP0048396
HEXACHLOROPHENE
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C13H6Cl6O2
 1
1
IC50 = 1226.5 nM
   TI
   LI
   LO
   TS
CP0671644
Ethylestrenol
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C20H32O
 1
1
IC50 = 1290.7 nM
   TI
   LI
   LO
   TS
CP0000055
2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one
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C13H18ClNO
 1
1
IC50 = 1998.3 nM
   TI
   LI
   LO
   TS
CP0072895
US20230414632, Compound I-a
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C26H33NO6
 1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
CP0671671
SID855830
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C22H32O3
 1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
CP0035175
2',15'-dimethyl-5,5'-dioxo-(9'R)-spiro[tetrahydrofuran-2,14'-tetracyclo[8.7.0.02,7.011,15]heptadec-6'-ene]-9-yl ethanethioate
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C24H32O4S
 1
1
IC50 = 3000 nM
   TI
   LI
   LO
   TS
CP0041805
(E)-resveratrol
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C14H12O3
 1
1
IC50 = 3000 nM
   TI
   LI
   LO
   TS
CP0069098
MLS000028526
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C19H17NOS
 1
1
IC50 = 3000 nM
   TI
   LI
   LO
   TS
CP0072206
NORTRIPTYLINE
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C19H21N
 1
1
IC50 = 3000 nM
   TI
   LI
   LO
   TS
CP0072374
BAY-E-5009
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C18H20N2O6
 1
1
IC50 = 3000 nM
   TI
   LI
   LO
   TS
CP0076413
DIHYDROERGOCRISTINE MESYLATE
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C36H45N5O8S
 1
1
IC50 = 3000 nM
   TI
   LI
   LO
   TS
CP0668270
SID855775
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C23H29ClO4
 1
1
IC50 = 3000 nM
   TI
   LI
   LO
   TS
CP0668725
Tibolone
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C21H28O2
 1
1
IC50 = 3000 nM
   TI
   LI
   LO
   TS
CP0004162
(-)-cis-rotenone
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C23H22O6
 1
1
IC50 = 3648.6 nM
   TI
   LI
   LO
   TS
CP0000815
Rapamycin C-7, analog 4
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C51H79NO13
 1
1
IC50 = 4000 nM
   TI
   LI
   LO
   TS
CP0015320
BAY-E-9736
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C21H26N2O7
 1
1
IC50 = 4000 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 = 5000 nM
   TI
   LI
   LO
   TS
CP0082578
CHEBI:27924
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C6H8N2
 1
1
IC50 = 5000 nM
   TI
   LI
   LO
   TS
CP0669530
Nifursol
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C12H7N5O9
 1
1
IC50 = 5000 nM
   TI
   LI
   LO
   TS
CP0035893
(Thioridazine)10-[2-(1-Methyl-piperidin-2-yl)-ethyl]-2-methylsulfanyl-10H-phenothiazine
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C21H26N2S2
 1
1
IC50 = 6377.8 nM
   TI
   LI
   LO
   TS
Biochemical Assays
Compound ID Compound Name Compound Formula
CP0035683
(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine;hydrochloride
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C17H17Cl2N
 1
1 IC50 = 310 nM
CP0063077
1-[2-(2,4-dichlorobenzyl)oxy-2-(2,4-dichlorophenyl)ethyl]imidazole;nitric acid
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C18H14Cl4N2O
 3
1 IC50 = 17900 nM
2 IC50 = 18000 nM
3 Potency = 25.1 nM
CP0066212
CAS_55142-85-3
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C14H14ClNS
 3
1 Ki = 3300 nM
2 Ki = 87000 nM
3 Potency = 39.8 nM
CP0016295
4-[4-(4-fluorophenyl)-2-(4-methanesulfinylphenyl)-1H-imidazol-5-yl]pyridine
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C21H16FN3OS
 1
1 Potency = 39.8 nM
CP0069098
MLS000028526
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C19H17NOS
 1
1 Potency = 100 nM
CP0044466
NOSCAPINE
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C22H23NO7
 1
1 Potency = 158.5 nM
CP0072206
NORTRIPTYLINE
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C19H21N
 1
1 Potency = 316.2 nM
CP0004162
(-)-cis-rotenone
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C23H22O6
 1
1 Potency = 1000 nM
CP0038890
2-PHENYL-4H-BENZO[H]CHROMEN-4-ONE
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C19H12O2
 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 = 3162.3 nM
CP0083020
Ammivin
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C14H12O5
 1
1 Potency = 5011.9 nM