Synthesis and structure-activity relationship of acylthiourea derivatives as inhibitors of microsomal epoxide hydrolase
Shen, W.; Fang, Y.; Tong, A.; Zhu, Q.; Med. Chem. Res. 21, 4214-4218 (2012)
No PubMed abstract available
Data extracted from this reference:
Inhibitors
Inhibitors
Commentary
Organism
Structure
1,3-dicyclohexylurea
-
Homo sapiens
1,3-diphenylurea
-
Homo sapiens
N-(phenylcarbamothioyl)acetamide
-
Homo sapiens
N-(phenylcarbamothioyl)benzamide
-
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)acetamide
-
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)benzamide
-
Homo sapiens
N-(tert-butylcarbamothioyl)acetamide
-
Homo sapiens
N-(tert-butylcarbamothioyl)benzamide
-
Homo sapiens
N-acetyl-N'-adamantyl thiourea
-
Homo sapiens
N-acetyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
-
Homo sapiens
N-benzoyl-N'-adamantyl thiourea
-
Homo sapiens
N-benzoyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
-
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]acetamide
-
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]benzamide
-
Homo sapiens
Localization
Localization
Commentary
Organism
GeneOntology No.
Textmining
microsome
-
Homo sapiens
-
-
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
cis-stilbene oxide + H2O
Homo sapiens
-
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
?
Organism
Organism
UniProt
Commentary
Textmining
Homo sapiens
-
-
-
Source Tissue
Source Tissue
Commentary
Organism
Textmining
liver
-
Homo sapiens
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
7,12-dimethylbenz[a]anthracene + H2O
-
732444
Homo sapiens
?
-
-
-
?
benzo(a)pyrene 4,5-oxide + H2O
-
732444
Homo sapiens
?
-
-
-
?
cis-stilbene oxide + H2O
-
732444
Homo sapiens
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
?
Synonyms
Synonyms
Commentary
Organism
mEH
-
Homo sapiens
IC50 Value
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.00016
-
pH and temperature not specified in the publication
Homo sapiens
1,3-dicyclohexylurea
0.00101
-
pH and temperature not specified in the publication
Homo sapiens
N-benzoyl-N'-adamantyl thiourea
0.00112
-
pH and temperature not specified in the publication
Homo sapiens
N-acetyl-N'-adamantyl thiourea
0.00117
-
pH and temperature not specified in the publication
Homo sapiens
N-benzoyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
0.0012
-
pH and temperature not specified in the publication
Homo sapiens
1,3-diphenylurea
0.00129
-
pH and temperature not specified in the publication
Homo sapiens
N-(phenylcarbamothioyl)benzamide
0.00139
-
pH and temperature not specified in the publication
Homo sapiens
N-acetyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
0.0015
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]acetamide
0.00158
-
pH and temperature not specified in the publication
Homo sapiens
N-(tert-butylcarbamothioyl)benzamide
0.00164
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]acetamide
0.00164
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]benzamide
0.00165
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]benzamide
0.00169
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]acetamide
0.00172
-
pH and temperature not specified in the publication
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]benzamide
0.00187
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]acetamide
0.00188
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]benzamide
0.00204
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]benzamide
0.00207
-
pH and temperature not specified in the publication
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)acetamide
0.0021
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]benzamide
0.00215
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]benzamide
0.00221
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]acetamide
0.00228
-
pH and temperature not specified in the publication
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)benzamide
0.00229
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]acetamide
0.00235
-
pH and temperature not specified in the publication
Homo sapiens
N-(phenylcarbamothioyl)acetamide
0.00242
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]acetamide
0.00253
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]acetamide
0.00254
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]benzamide
0.00259
-
pH and temperature not specified in the publication
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]acetamide
0.0027
-
pH and temperature not specified in the publication
Homo sapiens
N-(tert-butylcarbamothioyl)acetamide
0.00344
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]benzamide
0.00354
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]benzamide
0.0037
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]acetamide
IC50 Value (protein specific)
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.00016
-
pH and temperature not specified in the publication
Homo sapiens
1,3-dicyclohexylurea
0.00101
-
pH and temperature not specified in the publication
Homo sapiens
N-benzoyl-N'-adamantyl thiourea
0.00112
-
pH and temperature not specified in the publication
Homo sapiens
N-acetyl-N'-adamantyl thiourea
0.00117
-
pH and temperature not specified in the publication
Homo sapiens
N-benzoyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
0.0012
-
pH and temperature not specified in the publication
Homo sapiens
1,3-diphenylurea
0.00129
-
pH and temperature not specified in the publication
Homo sapiens
N-(phenylcarbamothioyl)benzamide
0.00139
-
pH and temperature not specified in the publication
Homo sapiens
N-acetyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
0.0015
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]acetamide
0.00158
-
pH and temperature not specified in the publication
Homo sapiens
N-(tert-butylcarbamothioyl)benzamide
0.00164
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]acetamide
0.00164
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]benzamide
0.00165
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]benzamide
0.00169
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]acetamide
0.00172
-
pH and temperature not specified in the publication
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]benzamide
0.00187
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]acetamide
0.00188
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]benzamide
0.00204
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]benzamide
0.00207
-
pH and temperature not specified in the publication
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)acetamide
0.0021
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]benzamide
0.00215
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]benzamide
0.00221
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]acetamide
0.00228
-
pH and temperature not specified in the publication
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)benzamide
0.00229
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]acetamide
0.00235
-
pH and temperature not specified in the publication
Homo sapiens
N-(phenylcarbamothioyl)acetamide
0.00242
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]acetamide
0.00253
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]acetamide
0.00254
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]benzamide
0.00259
-
pH and temperature not specified in the publication
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]acetamide
0.0027
-
pH and temperature not specified in the publication
Homo sapiens
N-(tert-butylcarbamothioyl)acetamide
0.00344
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]benzamide
0.00354
-
pH and temperature not specified in the publication
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]benzamide
0.0037
-
pH and temperature not specified in the publication
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]acetamide
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
1,3-dicyclohexylurea
-
Homo sapiens
1,3-diphenylurea
-
Homo sapiens
N-(phenylcarbamothioyl)acetamide
-
Homo sapiens
N-(phenylcarbamothioyl)benzamide
-
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)acetamide
-
Homo sapiens
N-(pyridin-4-ylcarbamothioyl)benzamide
-
Homo sapiens
N-(tert-butylcarbamothioyl)acetamide
-
Homo sapiens
N-(tert-butylcarbamothioyl)benzamide
-
Homo sapiens
N-acetyl-N'-adamantyl thiourea
-
Homo sapiens
N-acetyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
-
Homo sapiens
N-benzoyl-N'-adamantyl thiourea
-
Homo sapiens
N-benzoyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
-
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2,6-dichlorophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2,6-diethoxyphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2-methoxy-4-methylphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(2-methylphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-bromonaphthalen-1-yl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-bromophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-chlorophenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]acetamide
-
Homo sapiens
N-[(4-phenoxyphenyl)carbamothioyl]benzamide
-
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]acetamide
-
Homo sapiens
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]benzamide
-
Homo sapiens
Localization (protein specific)
Localization
Commentary
Organism
GeneOntology No.
Textmining
microsome
-
Homo sapiens
-
-
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
cis-stilbene oxide + H2O
Homo sapiens
-
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
?
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
liver
-
Homo sapiens
-
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
7,12-dimethylbenz[a]anthracene + H2O
-
732444
Homo sapiens
?
-
-
-
?
benzo(a)pyrene 4,5-oxide + H2O
-
732444
Homo sapiens
?
-
-
-
?
cis-stilbene oxide + H2O
-
732444
Homo sapiens
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
?
Other publictions for EC 3.3.2.9
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Synonyms
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
754931
Nabi
Association of activity alter ...
Homo sapiens
Nutr. Cancer
71
806-817
2019
-
-
1
-
3
-
-
-
-
-
-
1
-
3
-
-
-
-
-
1
-
-
1
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
3
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
753763
Levy
The role of microsomal epoxid ...
Homo sapiens
Hepatology
67
1184-1185
2018
-
-
-
-
1
-
-
-
1
-
-
-
-
1
-
-
-
-
-
1
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
3
3
-
-
-
754366
Yamanashi
Catalytic activities of mamma ...
Homo sapiens
J. Lipid Res.
59
684-695
2018
-
-
-
-
-
-
-
-
1
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
753403
Toselli
Oxetane substrates of human m ...
Homo sapiens
Drug Metab. Dispos.
45
966-973
2017
1
-
-
-
-
-
1
12
1
-
-
1
-
2
-
-
-
-
-
2
-
-
14
-
2
1
-
-
-
1
-
-
-
-
-
-
1
-
-
-
-
-
-
-
1
-
12
1
-
-
1
-
-
-
-
-
2
-
-
14
-
1
-
-
-
1
-
-
-
-
1
1
-
-
-
755352
Saenz-Mendez
Structural insights into huma ...
Homo sapiens
Proteins
85
720-730
2017
-
-
-
-
-
-
1
-
-
-
-
-
-
2
-
-
-
1
-
-
-
-
1
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
736011
Li
Discovery of a novel microsoma ...
Homo sapiens
Drug Metab. Dispos.
44
1341-1348
2016
-
-
-
-
-
-
2
1
1
-
-
1
-
2
-
-
-
-
-
1
-
-
4
-
1
-
-
-
-
-
-
-
-
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8
1
1
1
-
-
-
1
1
-
-
-
-
-
-
-
1
-
-
-
-
-
5
-
-
-
1
1
-
5
-
-
-
-
-
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-
8
1
1
-
-
-
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1
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692205
Chappell
Genetic variants of microsomal ...
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1
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1
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1
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1
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1
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695932
Srivastava
Genetic polymorphisms of cytoc ...
Homo sapiens
Arch. Toxicol.
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1
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1
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1
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1
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-
-
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-
1
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-
-
1
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-
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-
-
-
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697312
Morisseau
Development of metabolically s ...
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Chem. Res. Toxicol.
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1
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2
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1
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1
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1
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-
1
-
1
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-
-
-
-
-
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-
1
-
-
-
-
1
-
-
-
-
-
2
1
-
1
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-
-
-
-
-
1
-
1
-
-
1
-
-
-
-
-
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697480
Zidzik
Glutathione S-transferase and ...
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2008
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1
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1
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-
1
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-
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-
1
-
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-
-
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1
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1
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-
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697577
Kiran
Glutathione-S-transferase and ...
Homo sapiens
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27
687-694
2008
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1
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2
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-
1
-
1
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-
-
-
-
-
-
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-
1
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-
-
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-
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-
2
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-
1
-
-
-
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-
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698150
Lacko
Microsomal epoxide hydrolase g ...
Homo sapiens
Head Neck
30
836-844
2008
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1
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2
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1
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3
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1
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-
1
-
1
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-
-
-
-
-
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-
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-
-
1
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-
-
2
-
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-
1
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-
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-
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-
-
1
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-
1
-
-
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699680
Liu
Microsomal epoxide hydrolase d ...
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J. Neurosci. Res.
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2008
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-
3
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-
1
-
1
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-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
1
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-
-
-
-
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-
3
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-
1
-
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-
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700328
Pushparajah
Differential response of human ...
Homo sapiens, Rattus norvegicus
Mutat. Res.
640
153-161
2008
2
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2
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5
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-
4
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-
-
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-
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-
-
-
-
-
-
-
2
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-
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-
-
-
-
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-
2
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-
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5
-
-
4
-
-
-
-
-
-
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-
-
-
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700587
Morisseau
Gerry Brooks and epoxide hydro ...
Homo sapiens, Mus musculus
Pest Manag. Sci.
64
594-609
2008
-
-
-
-
-
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10
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6
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2
2
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12
-
-
12
-
2
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
10
1
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6
-
2
2
-
-
-
-
-
12
-
-
12
-
-
-
-
-
-
-
-
-
-
-
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701185
Hu
Association between polymorphi ...
Homo sapiens
Respirology
13
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2008
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-
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2
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2
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1
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-
-
-
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-
2
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-
-
-
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-
-
-
-
-
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701301
Keating
Expression of ovarian microsom ...
Mus musculus, Mus musculus B6C3F1
Toxicol. Appl. Pharmacol.
230
109-116
2008
1
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1
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5
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3
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2
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1
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-
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-
-
1
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-
1
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3
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2
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701302
Jain
Microsomal epoxide hydrolase ( ...
Homo sapiens
Toxicol. Appl. Pharmacol.
230
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2008
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1
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2
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1
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1
-
1
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-
1
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2
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-
-
1
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-
-
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-
-
-
1
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-
-
-
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-
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701319
Keating
Effect of CYP2E1 gene deletion ...
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Toxicol. Sci.
105
351-359
2008
1
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2
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6
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1
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1
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1
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1
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2
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6
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-
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683102
Cornelis
Microsomal epoxide hydrolase g ...
Homo sapiens
Arch. Toxicol.
81
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2007
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1
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1
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683284
Lee
Cloning, expression and enanti ...
Mugil cephalus
Biotechnol. Lett.
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237-246
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1
1
1
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1
1
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1
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1
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-
1
1
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1
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1
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-
-
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1
1
1
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-
-
1
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-
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683400
Mittal
Cytochrome P4501A1 and microso ...
Homo sapiens
DNA Cell Biol.
26
791-798
2007
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1
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-
1
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-
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-
-
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-
-
-
-
-
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683503
Chiappe
Effect of ionic liquids on epo ...
Rattus norvegicus
Green Chem.
9
162-168
2007
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1
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3
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1
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3
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683575
Ada
Polymorphisms of microsomal ep ...
Homo sapiens
Int. J. Toxicol.
26
41-46
2007
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1
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-
-
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-
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-
1
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-
-
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-
-
-
-
-
-
-
-
-
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-
-
-
-
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683947
Lin
Genetic polymorphism and gene ...
Homo sapiens
Oncol. Rep.
17
565-572
2007
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1
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-
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-
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-
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-
-
-
-
-
-
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-
1
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-
-
-
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
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684075
Salam
Microsomal epoxide hydrolase, ...
Homo sapiens
Thorax
62
1050-1057
2007
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1
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-
-
-
-
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3
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-
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-
-
-
-
-
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-
-
-
-
-
-
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-
-
-
-
1
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
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684089
Rajapaksa
Involvement of microsomal epox ...
Mus musculus
Toxicol. Sci.
96
327-334
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1
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-
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-
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2
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-
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
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2
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-
-
-
-
-
-
-
-
-
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-
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661419
Lin
The association between micros ...
Homo sapiens
Cancer Lett.
237
281-288
2006
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1
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3
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1
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4
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-
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2
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-
1
-
-
-
-
-
-
-
-
-
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-
-
-
1
-
-
3
-
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-
-
-
1
-
-
-
-
-
-
-
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2
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-
-
-
-
-
-
-
-
-
-
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-
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661658
Liu
Expression of microsomal epoxi ...
Homo sapiens, Rattus norvegicus
Eur. J. Neurosci.
23
2027-2034
2006
2
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5
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9
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2
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2
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-
-
-
-
-
-
-
-
-
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2
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-
-
-
-
-
-
-
-
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2
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2
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-
-
-
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9
-
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2
-
-
-
-
-
-
-
-
-
-
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683516
Matheson
Microsomal epoxide hydrolase i ...
Homo sapiens
Hum. Biol.
78
705-717
2006
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1
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-
-
-
-
-
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1
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-
-
-
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
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-
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-
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
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660713
Morisseau
Epoxide hydrolases: mechanisms ...
Homo sapiens, Mus musculus, Rattus norvegicus
Annu. Rev. Pharmacol. Toxicol.
45
311-333
2005
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3
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1
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9
3
12
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6
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3
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-
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3
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6
-
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12
3
3
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1
-
-
-
1
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-
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3
-
-
-
1
-
-
9
1
3
12
-
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6
-
-
-
-
-
6
-
-
12
3
-
-
-
-
1
-
-
-
-
-
-
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-
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661418
Robien
Microsomal epoxide hydrolase p ...
Homo sapiens
Cancer Epidemiol. Biomarkers Prev.
14
1350-1352
2005
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1
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3
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1
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1
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1
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-
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-
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1
-
1
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-
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-
-
-
-
-
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-
1
-
-
3
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-
-
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1
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
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661906
Park
Polymorphisms for microsomal e ...
Homo sapiens
Int. J. Mol. Med.
15
443-448
2005
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1
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1
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1
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1
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1
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-
-
-
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-
-
-
-
-
-
-
-
1
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-
1
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-
-
-
-
-
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1
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-
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-
-
-
-
-
1
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-
-
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662669
Kim
-
Cloning and characterization o ...
Danio rerio
J. Mol. Catal. B
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30-35
2005
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1
1
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1
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1
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1
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1
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3
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-
-
-
-
-
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-
1
1
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-
-
-
-
-
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1
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-
-
-
-
-
-
-
1
-
1
-
-
-
-
-
-
-
-
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-
-
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662917
Liang
Alternative promoters determin ...
Homo sapiens
Mol. Pharmacol.
67
220-230
2005
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1
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1
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1
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1
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2
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1
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2
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-
-
-
-
-
-
-
-
-
-
-
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1
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-
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1
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1
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1
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-
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-
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2
-
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1
-
-
-
-
-
-
-
-
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663275
Newman
Epoxide hydrolases: their role ...
Homo sapiens, Mus musculus, Rattus norvegicus
Prog. Lipid Res.
44
1-51
2005
2
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2
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2
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2
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7
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1
3
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7
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7
2
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654503
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Stereochemical features of the ...
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8
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8
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9
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1
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4
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Inhibition of soluble and micr ...
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37
3
3
3
41
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3
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3
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3
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Expression and characterizatio ...
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3
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1
1
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1
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1
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Microsomal ans soluble epoxide ...
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661494
Bellucci
Kinetics and stereochemistry o ...
Oryctolagus cuniculus
Chirality
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Lacourciere
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Juvenile hormone epoxide hydro ...
Manduca sexta
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1
1
1
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3
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1
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1
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4
1
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1
1
1
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Dietze
Inhibition of cytosolic epoxid ...
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1
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1
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1
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Beaune
Hydrophobic chromatography: a ...
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2
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208911
Meijer
Comparison of the sex and subc ...
Cavia porcellus, Cricetinae, Homo sapiens, Mus musculus, Oryctolagus cuniculus, Platyrrhini
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10
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Moody
Purification of microsomal epo ...
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Bulleid
Microsomal epoxide hydrolase o ...
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2
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1
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2
1
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2
1
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660845
Watabe
Hepatic microsomal cholesterol ...
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1
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1
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1
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5
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1
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1
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1
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2
1
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1
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1
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1
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661275
Astroem
Subcellular and organ distribu ...
Rattus norvegicus
Biochim. Biophys. Acta
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359-366
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1
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3
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1
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8
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1
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1
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662084
Sevanian
Catalytic properties and inhib ...
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2
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1
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2
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2
1
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1
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1
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2
1
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1
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1
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2
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1
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1
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208877
Wixtrom
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Membrane-bound and soluble-fra ...
Homo sapiens, Macaca mulatta, Mus musculus, Oryctolagus cuniculus, Rattus norvegicus
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5
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5
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30
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-
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-
-
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5
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-
-
-
-
-
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15
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5
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-
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3
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15
5
-
30
-
-
-
-
-
-
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-
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-
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-
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208907
Chalmers
-
Purification of epoxide hydrol ...
Mus musculus
Biochem. Soc. Trans.
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1
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2
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-
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1
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1
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1
-
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2
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208909
Papadopoulos
Subcellular distribution, cata ...
Homo sapiens
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2
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4
1
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1
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2
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2
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1
2
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1
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1
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1
1
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4
1
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1
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661435
Oesch
Existence of multiple forms of ...
Oryctolagus cuniculus, Rattus norvegicus
Carcinogenesis
5
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4
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2
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2
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4
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2
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4
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2
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-
-
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Seidegard
Microsomal epoxide hydrolase. ...
Oryctolagus cuniculus, Rattus norvegicus
Biochim. Biophys. Acta
695
251-270
1983
13
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1
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13
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-
-
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2
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1
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-
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2
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1
21
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1
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Guenthner
Identification and characteriz ...
Mus musculus
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258
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1983
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1
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4
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4
1
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1
1
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1
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1
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4
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-
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4
1
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Levin
Distinct rat hepatic microsoma ...
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Arch. Biochem. Biophys.
220
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5
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1
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1
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1
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1
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1
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1
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1
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3
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5
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
208899
Vogel-Bindel
Endogenous role of microsomal ...
Rattus norvegicus
Eur. J. Biochem.
126
425-431
1982
-
-
-
-
-
-
9
-
5
-
-
-
-
3
-
-
1
-
-
5
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
9
-
-
5
-
-
-
-
-
-
1
-
5
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208900
Wang
Purification of human liver cy ...
Homo sapiens
Biochemistry
21
5769-5776
1982
-
-
-
-
-
-
-
-
2
-
1
-
-
2
-
-
-
-
-
2
-
-
8
2
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
1
-
-
-
-
-
-
2
-
-
8
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208901
Guengerich
-
Epoxide hydratase: properties ...
Bos taurus, Cavia porcellus, Homo sapiens, Mus musculus, Rattus norvegicus
Rev. Biochem. Toxicol.
4
5-30
1982
-
-
-
-
-
-
-
1
5
-
10
4
-
5
-
-
-
-
-
4
-
-
51
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
5
-
10
4
-
-
-
-
-
4
-
-
51
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208897
Guenthner
Microsomal epoxide hydrolase ...
Rattus norvegicus
Methods Enzymol.
77
344-349
1981
-
-
-
-
-
-
-
-
1
-
1
-
-
1
-
-
1
-
-
1
1
2
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
1
-
1
1
2
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208879
Lu
Molecular properties and biolo ...
Homo sapiens, Rattus norvegicus
Annu. Rev. Pharmacol. Toxicol.
20
513-531
1980
-
-
-
-
-
-
1
1
2
-
-
2
-
2
-
-
-
-
-
2
-
-
10
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
1
2
-
-
2
-
-
-
-
-
2
-
-
10
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208896
Ota
Cytosolic and microsomal epoxi ...
Cavia porcellus, Mus musculus, Rattus norvegicus
Science
207
1479-1481
1980
-
-
-
-
-
-
-
-
3
-
-
-
-
6
-
-
-
-
-
3
6
-
6
-
-
-
-
-
-
3
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
3
6
-
6
-
-
-
-
-
3
3
-
-
-
-
-
-
-
-
208880
Oesch
-
Epoxide hydratase ...
Cavia porcellus, Felis catus, Mus musculus, Oryctolagus cuniculus, Pigeon, quail, Rattus norvegicus, Sus scrofa, toad, trout
Prog. Drug Metab.
3
253-301
1979
-
-
-
-
-
-
-
-
5
-
1
3
-
10
-
-
1
-
-
32
3
-
33
3
-
-
-
-
-
5
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
5
-
1
3
-
-
-
1
-
32
3
-
33
3
-
-
-
-
5
-
-
-
-
-
-
-
-
-
208891
Yawetz
Epoxide hydrase in Trypanosoma ...
Trypanosoma cruzi
Biochim. Biophys. Acta
585
210-219
1979
-
-
-
-
-
-
5
1
-
-
-
1
-
2
-
-
-
-
-
2
-
-
2
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
5
-
1
-
-
-
1
-
-
-
-
-
2
-
-
2
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
208892
Bindel
Endogenous role of epoxide-hyd ...
Rattus norvegicus
Eur. J. Biochem.
97
275-281
1979
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
6
1
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
6
1
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208893
Lu
Purification of human liver mi ...
Homo sapiens, Rattus norvegicus
J. Biol. Chem.
254
5878-5881
1979
2
-
-
-
-
-
5
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2
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2
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-
5
-
-
1
-
-
4
1
-
15
2
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
5
-
-
2
-
2
-
-
-
-
1
-
4
1
-
15
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208894
Bornstein
Comparison of nuclear and micr ...
Rattus norvegicus
Arch. Biochem. Biophys.
197
436-446
1979
3
-
-
-
-
-
-
-
2
-
1
-
-
2
-
-
-
-
-
1
-
-
8
1
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
2
-
1
-
-
-
-
-
-
1
-
-
8
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208895
Guengerich
Rat and human liver microsomal ...
Homo sapiens, Rattus norvegicus
J. Biol. Chem.
254
12248-12254
1979
2
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-
-
-
-
-
-
2
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2
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-
4
-
-
2
-
-
4
-
-
14
2
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
2
-
2
-
-
-
-
2
-
4
-
-
14
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208890
Lu
Purification and assay of live ...
Rattus norvegicus
Methods Enzymol.
52
193-200
1978
2
-
-
-
-
-
3
-
1
-
-
-
-
1
-
-
1
-
-
1
1
-
12
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
3
-
-
1
-
-
-
-
-
-
1
-
1
1
-
12
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208881
Oesch
-
Epoxide hydratase ...
Cavia porcellus, Homo sapiens, Macaca mulatta, Mus musculus, Oryctolagus cuniculus, Rattus norvegicus
Mises Point Biochim. Pharmacol.
1
127-148
1977
-
-
-
-
-
-
3
1
5
-
2
4
-
6
-
-
1
-
-
42
1
1
4
4
-
-
-
4
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
1
5
-
2
4
-
-
-
1
-
42
1
1
4
4
-
-
4
-
3
-
-
-
-
-
-
-
-
-
208887
Knowles
A simple method for purificati ...
Rattus norvegicus
Biochem. J.
163
381-383
1977
-
-
-
-
-
-
-
-
1
-
1
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-
1
-
-
1
-
-
1
1
-
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
1
-
1
1
-
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208889
Knowles
Mouse liver epoxide hydratase: ...
Mus musculus
Biochem. Soc. Trans.
5
731-732
1977
-
-
-
-
-
-
-
-
1
-
1
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-
1
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-
1
-
-
1
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
1
-
1
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208885
Lu
Liver microsomal expoxide hydr ...
Rattus norvegicus
J. Biol. Chem.
250
8283-8288
1975
2
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-
-
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2
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1
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-
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2
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-
-
-
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
2
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208886
Bentley
Purification of rat liver epox ...
Rattus norvegicus
FEBS Lett.
59
291-295
1975
-
-
-
-
-
-
-
-
-
-
1
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-
1
-
-
1
-
-
1
1
1
3
1
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
1
-
1
1
1
3
1
-
-
2
-
-
-
-
-
-
-
-
-
-
-
208888
Bentley
Properties and amino acid comp ...
Rattus norvegicus
FEBS Lett.
59
296-299
1975
-
-
-
-
-
-
-
1
1
-
1
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1
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-
-
-
-
1
-
-
1
1
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
1
-
-
-
-
-
-
1
-
-
1
1
-
-
-
-
3
-
-
-
-
-
-
-
-
-
208884
Oesch
Purification and specificity o ...
Cavia porcellus, Homo sapiens, Rattus norvegicus
Biochem. J.
139
77-88
1974
12
-
-
-
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74
-
3
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4
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1
-
-
3
1
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6
-
-
-
-
-
-
-
-
-
-
-
-
-
12
-
-
-
-
-
-
-
74
-
-
3
-
-
-
-
-
-
1
-
3
1
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
208882
Oesch
Solubilization, purification, ...
Cavia porcellus
Biochim. Biophys. Acta
227
692-697
1971
-
-
-
-
-
-
1
1
1
-
-
-
-
1
-
-
1
-
-
1
1
-
1
-
-
-
-
-
-
1
1
-
1
-
-
-
-
-
-
1
-
-
-
-
1
-
1
1
-
-
-
-
-
-
1
-
1
1
-
1
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
208883
Oesch
Substrate specificity of hepat ...
Cavia porcellus
Arch. Biochem. Biophys.
144
253-261
1971
-
-
-
-
-
-
-
-
1
-
-
-
-
1
-
-
1
-
-
1
-
-
8
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
1
-
1
-
-
8
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-