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trans-stilbene oxide
bibenzyl, alpha,alpha'-epoxy-, trans-

Supplier Sponsors

Name:(2S,3S)-2,3-diphenyloxirane
CAS Number: 1439-07-2Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:215-877-7
FDA UNII: 1GG17D822U
Nikkaji Web:J1.043J
Beilstein Number:0082740
MDL:MFCD00064311
XlogP3:2.90 (est)
Molecular Weight:196.24884000
Formula:C14 H12 O
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 80.82 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
trans-Stilbene oxide >98.0%(LC)
Santa Cruz Biotechnology
For experimental / research use only.
trans-Stilbene Oxide ≥98%
Sigma-Aldrich
For experimental / research use only.
trans-Stilbene Oxide purum, ≥98.0% (HPLC)
TCI AMERICA
For experimental / research use only.
trans-Stilbene Oxide >98.0%(HPLC)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
information only not used for fragrances or flavors
Recommendation for trans-stilbene oxide usage levels up to:
 not for fragrance use.
 
Recommendation for trans-stilbene oxide flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :91504
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2S,3S)-2,3-diphenyloxirane
Chemidplus:0001439072
RTECS:DT4391500 for cas# 1439-07-2
 
References:
 (2S,3S)-2,3-diphenyloxirane
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):91504
Pubchem (sid):135049162
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2910.90.2000
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 bibenzyl, alpha,alpha'-epoxy-, trans-
(2S,3S)-2,3-diphenyloxirane
trans-1,2-diphenyloxirane
trans-2,3-diphenyloxirane
trans-alpha,alpha'-epoxybibenzyl
trans-alpha,alpha-epoxydibenzyl
 oxirane, 2,3-diphenyl-, trans- (9CI)
(E)-stilbene oxide
 stilbene oxide, trans-
 

Articles:

PubMed:Evaluation of co-solvent fraction, pressure and temperature effects in analytical and preparative supercritical fluid chromatography.
PubMed:Switchable enantioseparation based on macromolecular memory of a helical polyacetylene in the solid state.
PubMed:Three versus five micrometer chlorinated polysaccharide-based packings in chiral capillary electrochromatography: efficiency and precision evaluation.
PubMed:Experiment and modeling for the separation of trans-stilbene oxide enantiomers on Chiralcel OD preparative column.
PubMed:Cloning and characterization of a microsomal epoxide hydrolase from Heliothis virescens.
PubMed:Enantioselective ultra-high and high performance liquid chromatography: a comparative study of columns based on the Whelk-O1 selector.
PubMed:Evaluation of injection conditions for preparative supercritical fluid chromatography.
PubMed:Controlled synthesis and chiral recognition of immobilized cellulose and amylose tris(cyclohexylcarbamate)s/3-(triethoxysilyl)propylcarbamates as chiral packing materials for high-performance liquid chromatography.
PubMed:Determinants of reactivity and selectivity in soluble epoxide hydrolase from quantum mechanics/molecular mechanics modeling.
PubMed:A test to determine the nature and presence of the memory effect columns packed with the amylose tris(3,5-dimethylphenylcarbamate) stationary phase.
PubMed:The influence of the memory effect on preparative separations using the amylose tris(3,5-dimethylphenylcarbamate) stationary phase.
PubMed:Antiviral stilbene 1,2-diamines prevent initiation of hepatitis C virus RNA replication at the outset of infection.
PubMed:The influence of water on the memory effect of the amylose tris(3,5-dimethylphenyl carbamate) stationary phase.
PubMed:Aerobic methylcyclohexane-promoted epoxidation of stilbene over gold nanoparticles supported on Gd-doped titania.
PubMed:Modular, active, and robust Lewis acid catalysts supported on a metal-organic framework.
PubMed:Characterizing the Memory Effect on the amylose tris(3,5-dimethylphenyl) carbamate stationary phase.
PubMed:Substrate-dependent hysteretic behavior in StEH1-catalyzed hydrolysis of styrene oxide derivatives.
PubMed:Biomimetic iron-catalyzed asymmetric epoxidation of aromatic alkenes by using hydrogen peroxide.
PubMed:In vitro evaluation of the cytotoxic and anti-proliferative properties of resveratrol and several of its analogs.
PubMed:Removal of distal protein-water hydrogen bonds in a plant epoxide hydrolase increases catalytic turnover but decreases thermostability.
PubMed:Preparation of novel beta-cyclodextrin chiral stationary phase based on click chemistry.
PubMed:Chiral recyclable dimeric and polymeric Cr(III) salen complexes catalyzed aminolytic kinetic resolution of trans-aromatic epoxides under microwave irradiation.
PubMed:Active site of epoxide hydrolases revisited: a noncanonical residue in potato StEH1 promotes both formation and breakdown of the alkylenzyme intermediate.
PubMed:Direct synthesis of well-ordered and unusually reactive MnSBA-15 mesoporous molecular sieves with high manganese content.
PubMed:An evaluation of four commercial HPLC chiral detectors: a comparison of three polarimeters and a circular dichroism detector.
PubMed:Induction of genes for metabolism and transport by trans-stilbene oxide in livers of Sprague-Dawley and Wistar-Kyoto rats.
PubMed:trans-Stilbene oxide induces expression of genes involved in metabolism and transport in mouse liver via CAR and Nrf2 transcription factors.
PubMed:Implications for an ionized alkyl-enzyme intermediate during StEH1-catalyzed trans-stilbene oxide hydrolysis.
PubMed:Catalysis of potato epoxide hydrolase, StEH1.
PubMed:Design of sulfides with a locked conformation as promoters of catalytic and asymmetric sulfonium ylide epoxidation.
PubMed:[Preparation of covalently bonded cellulose tris (4-methylbenzoate) derivative chiral stationary phases through a polymerization reaction].
PubMed:Regio- and stereoselective ring opening of 2,3-diaryl oxiranes by LiBr/Amberlyst 15: a new stereocontrolled access to 1,2-diaryl-2-bromo alcohols.
PubMed:Parallel mechanistic studies on the counterion effect of manganese salen and porphyrin complexes on olefin epoxidation by iodosylarenes.
PubMed:Separation of racemic trans-stilbene oxide by sub-/supercritical fluid chromatography.
PubMed:Characterization and cDNA cloning of a clofibrate-inducible microsomal epoxide hydrolase in Drosophila melanogaster.
PubMed:Induction of multidrug resistance protein 3 (mrp3) in vivo is independent of constitutive androstane receptor.
PubMed:Induction of multidrug resistance protein 3 in rat liver is associated with altered vectorial excretion of acetaminophen metabolites.
PubMed:Polymorphisms in human soluble epoxide hydrolase.
PubMed:Single route to chiral syn- and anti-2-amino-1,2-diphenylethanols via a new stereodivergent opening of trans-1,2-diphenyloxirane.
PubMed:Identification of residues in glutathione transferase capable of driving functional diversification in evolution. A novel approach to protein redesign.
PubMed:Stabilization of nontoxic PVC formulation for gamma irradiation sterilization, II. Effect of antioxidants.
PubMed:Brassica napus soluble epoxide hydrolase (BNSEH1).
PubMed:Overexpression of Arabidopsis thaliana soluble epoxide hydrolase 1 in Pichia pastoris and characterisation of the recombinant enzyme.
PubMed:Anionic ligand effect on the nature of epoxidizing intermediates in iron porphyrin complex-catalyzed epoxidation reactions.
PubMed:Separation of enantiomers by nanoliquid chromatography and capillary electrochromatography using a bonded cellulose trisphenylcarbamate stationary phase.
PubMed:Loss of glutathione S-transferase (GST) mu phenotype in colorectal adenocarcinomas from patients with a GSTM1 positive genotype.
PubMed:Trans-stilbene oxide-induced sister chromatid exchange in cultured human lymphocytes: influence of GSTM1 and GSTT1 genotypes.
PubMed:Inhibition of platelet function by GSTM1-null human peripheral lymphocytes exposed to benzo(a)pyrene-induced challenge.
PubMed:Evaluation of fish models of soluble epoxide hydrolase inhibition.
PubMed:First success of catalytic epoxidation of olefins by an electron-rich iron(III) porphyrin complex and H2O2: imidazole effect on the activation of H2O2 by iron porphyrin complexes in aprotic solvent.
PubMed:Modulation of human glutathione S-transferases by botanically defined vegetable diets.
PubMed:Activation of cytochrome P450 gene expression in the rat brain by phenobarbital-like inducers.
PubMed:Metabolic activation of the proestrogens trans-stilbene and trans-stilbene oxide by rat liver microsomes.
PubMed:Identification and functional characterization of human soluble epoxide hydrolase genetic polymorphisms.
PubMed:Reductive metabolism of stilbene oxide and styrene oxide to the olefins in rats.
PubMed:Chemoprevention of aflatoxin B1 hepatocarcinogenesis by coumarin, a natural benzopyrone that is a potent inducer of aflatoxin B1-aldehyde reductase, the glutathione S-transferase A5 and P1 subunits, and NAD(P)H:quinone oxidoreductase in rat liver.
PubMed:Glutathione S-transferase-catalyzed conjugation of bioactivated aflatoxin B(1) in human lung: differential cellular distribution and lack of significance of the GSTM1 genetic polymorphism.
PubMed:Potent urea and carbamate inhibitors of soluble epoxide hydrolases.
PubMed:Decreased expression of glutathione S-transferase M1 in HPV16-transfected human cervical keratinocytes in culture.
PubMed:Cloning and expression of a novel juvenile hormone-metabolizing epoxide hydrolase during larval-pupal metamorphosis of the cabbage looper, Trichoplusia ni.
PubMed:Regulation of rat glutathione S-transferase A5 by cancer chemopreventive agents: mechanisms of inducible resistance to aflatoxin B1.
PubMed:Regulation of rat olfactory glutathione S-transferase expression. Investigation of sex differences, induction, and ontogenesis.
PubMed:Methods for purification of glutathione transferases in the earthworm genus Eisenia, and their characterization.
PubMed:Suppressed expression of phenobarbital-inducible hepatic cytochrome P-450s in Eisai-hyperbilirubinuria rats (EHBR/Eis).
PubMed:Dioxomolybdenum(VI) Complexes with New Enantiomerically Pure Amino Diol Ligands.
PubMed:Asp333, Asp495, and His523 form the catalytic triad of rat soluble epoxide hydrolase.
PubMed:Development of an in situ toxicity assay system using recombinant baculoviruses.
PubMed:Radiation effects on polypropylene for sterilization.
PubMed:Glutathione S-transferases in the Japanese quail: tissue distribution and purification of the liver isozymes.
PubMed:Induction of metallothionein synthesis by glutathione depletion after trans- and cis-stilbene oxide administration in rats.
PubMed:Improved radiolabeled substrates for soluble epoxide hydrolase.
PubMed:Human leukocyte glutathione S-transferase isozyme (class mu) and susceptibility to smoking-related cancers.
PubMed:Human variability in hepatic glutathione S-transferase-mediated conjugation of aflatoxin B1-epoxide and other substrates.
PubMed:Evaluation of the generation of genotoxic and cytotoxic metabolites of benzo[a]pyrene, aflatoxin B1, naphthalene and tamoxifen using human liver microsomes and human lymphocytes.
PubMed:Computational studies on chiral discrimination mechanism of cellulose trisphenylcarbamate.
PubMed:Induction of rat liver microsomal epoxide hydrolase by its endogenous substrate 16 alpha, 17 alpha-epoxyestra-1,3,5-trien-3-ol.
PubMed:A glutathione depletion selectively imposed on mu glutathione S-transferase overproducing cells increases nitrogen mustard toxicity.
PubMed:Correlation of the response to nitroglycerin in rabbit aorta with the activity of the mu class glutathione S-transferase.
PubMed:Microsomal glutathione S-transferase (GST) isozymes in Aspergillus ochraceus TS: induction by 3-methylcholanthrene.
PubMed:Glutathione S-transferase M1 and its variants A and B as host factors of bladder cancer susceptibility: a case-control study.
PubMed:The expression of glutathione transferase mu in patients with inflammatory bowel disease.
PubMed:Characterization of an Arabidopsis cDNA for a soluble epoxide hydrolase gene that is inducible by auxin and water stress.
PubMed:NADPH cytochrome P-450 oxidoreductase gene: identification and characterization of the promoter region.
PubMed:Epoxide reductase activity of mammalian liver cytosols and aldehyde oxidase.
PubMed:Photoaffinity labeling of Arabidopsis thaliana plasma membrane vesicles by 5-azido-[7-3H]indole-3-acetic acid: identification of a glutathione S-transferase.
PubMed:Affinity labeling of glutathione S-transferase, isozyme 4-4, by 4-(fluorosulfonyl)benzoic acid reveals Tyr115 to be an important determinant of xenobiotic substrate specificity.
PubMed:Glutathione transferase activity in human vessels and in cultured arterial smooth muscle cells.
PubMed:Some substrates and inhibitors of cytosolic epoxide hydrolase induce sister-chromatid exchanges in mammalian cells, but do not induce gene mutations in Salmonella typhimurium and V79 cells.
PubMed:Chiral HPLC versus chiral SFC: evaluation of long-term stability and selectivity of Chiralcel OD using various eluents.
PubMed:Measurement and characterization of the denitrosation of tauromustine and related nitrosoureas by glutathione transferases in liver cytosol from various species.
PubMed:Cloning and characterization of the major hepatic glutathione S-transferase from a marine teleost flatfish, the plaice (Pleuronectes platessa), with structural similarities to plant, insect and mammalian Theta class isoenzymes.
PubMed:The glutathione S-transferase mu polymorphism as a marker for susceptibility to lung carcinoma.
PubMed:Purification and characterization of class mu glutathione S-transferase isozymes from rabbit hepatic tissue.
PubMed:Genotype and phenotype of glutathione S-transferase class mu isoenzymes mu and psi in lung cancer patients and controls.
PubMed:Effect of P-450 inducers on biliary excretion of glutathione and its hydrolysis products. Correlation between hepatic gamma-glutamyltranspeptidase activity and the proportion of glutathione hydrolysis products in bile.
PubMed:Inhibition of human and murine cytosolic epoxide hydrolase by group-selective reagents.
PubMed:Effects of selenium deficiency on xenobiotic-metabolizing and other enzymes in rat liver.
PubMed:Effect of inducers on the activity of glutathione S-transferase and other enzymes of the glutathione pathway in cultured human keratinocytes.
PubMed:Genetic monitoring of human polymorphic cancer susceptibility genes by polymerase chain reaction: application to glutathione transferase mu.
PubMed:Effects of microsomal enzyme inducers upon UDP-glucuronic acid concentration and UDP-glucuronosyltransferase activity in the rat intestine and liver.
PubMed:Oxygen transfer reactions by synthetic analogues of iron-bleomycin.
PubMed:Human fibroblasts lacking trans-stilbene oxide active glutathione transferase exhibit increased cell death when exposed to polycyclic aromatic hydrocarbons.
PubMed:Mutant genes of cytochrome P-450IID6, glutathione S-transferase class Mu, and arylamine N-acetyltransferase in lung cancer patients.
PubMed:Cigarette smoke inhibits cytosolic but not microsomal epoxide hydrolase of human lung.
PubMed:Correlation between trans-stilbene oxide-glutathione conjugation activity and the deletion mutation in the glutathione S-transferase class mu gene detected by polymerase chain reaction.
PubMed:Glutathione S-transferase mu in human lymphocyte and liver: role in modulating formation of carcinogen-derived DNA adducts.
PubMed:Glutathione S-transferase mu locus: use of genotyping and phenotyping assays to assess association with lung cancer susceptibility.
PubMed:Altered metabolic hormones, impaired nitrogen retention, and hepatotoxicosis in lambs fed Kochia scoparia hay.
PubMed:Nutritional and toxicological evaluations of kochia hay (Kochia scoparia) fed to lambs.
PubMed:Effect of chemicals on glutathione peroxidase of chick liver.
PubMed:Effects of environmentally encountered epoxides on mouse liver epoxide-metabolizing enzymes.
PubMed:Purification and characterization of an epoxide hydrolase from the peroxisomal fraction of mouse liver.
PubMed:Comparative studies of the effects of stilbene compounds on hepatic ornithine decarboxylase and S-adenosylmethionine decarboxylase induction in rats.
PubMed:Expression of arylhydrocarbon hydroxylase, epoxide hydrolases, glutathione S-transferase and UDP-glucuronosyltransferases in H5-6 hepatoma cells.
PubMed:An epoxysuccinic acid derivative(loxistatin)-induced hepatic injury in rats and hamsters.
PubMed:Quantification of human hepatic glutathione S-transferases.
PubMed:Rat and human liver cytosolic epoxide hydrolases: evidence for multiple forms at level of protein and mRNA.
PubMed:Lack of glutathione transferase activity in intermittent claudication.
PubMed:Human glutathione S-transferase deficiency as a marker of susceptibility to epoxide-induced cytogenetic damage.
PubMed:Production of monospecific antiserum to a cytosolic epoxide hydrolase from human liver.
PubMed:Isoenzyme(s) of glutathione transferase (class Mu) as a marker for the susceptibility to lung cancer: a follow up study.
PubMed:Increase in the amount of glutathione transferase 4-4 in the rat adrenal gland after hypophysectomy and down-regulation by subsequent treatment with adrenocorticotrophic hormone.
PubMed:Effects of inducers of drug metabolism on basic hepatic forms of mouse glutathione transferase.
PubMed:Characterization of distinct forms of cytochromes P-450, epoxide metabolizing enzymes and UDP-glucuronosyltransferases in rat skin.
PubMed:Identification of the trans-stilbene oxide-active glutathione transferase in human mononuclear leukocytes and in liver as GST1.
PubMed:Microsomal and cytosolic epoxide hydrolase and glutathione S-transferase activities in the gill, liver, and kidney of the rainbow trout, Salmo gairdneri. Baseline levels and optimization of assay conditions.
PubMed:Inducibility of glutathione S-transferases in hamsters.
PubMed:Immunochemical comparison of human and rhesus monkey liver microsomal and the hepatocellular carcinoma-induced human serum epoxide hydrolases (preneoplastic antigens): basis for an enzyme-linked immunoabsorbent assay.
PubMed:Rapid [14C]heptachlor clearance from body stores of ovines: ingested mineral oil and parenteral trans-stilbene oxide lack effects.
PubMed:Glutathione transferases in rat hepatoma cells. Effects of ascites cells on the isoenzyme pattern in liver and induction of glutathione transferases in the tumour cells.
PubMed:Similarities between catalase and cytosolic epoxide hydrolase.
PubMed:Selective inhibition of cytosolic epoxide hydrolase activity in vitro by compounds that inhibit catalase.
PubMed:Comparative induction of drug-metabolizing enzymes by hypolipidaemic compounds.
PubMed:Valpromide is a poor inhibitor of the cytosolic epoxide hydrolase.
PubMed:Antimutagenesis by shift in monooxygenase isoenzymes and induction of epoxide hydrolase.
PubMed:[Comparative characteristics of microsomal epoxide hydrolase in the rat liver and small intestine mucosa].
PubMed:Organ distribution of epoxide hydrolases in cytosolic and microsomal fractions of normal and nafenopin-treated male DBA/2 mice.
PubMed:Continuous spectrophotometric assays for cytosolic epoxide hydrolase.
PubMed:Hereditary differences in the expression of the human glutathione transferase active on trans-stilbene oxide are due to a gene deletion.
PubMed:Human liver cytosolic epoxide hydrolases.
PubMed:Purification and characterization of rat-liver cytosolic epoxide hydrolase.
PubMed:Epoxide-metabolizing enzymes in mammary gland and liver from BALB/c mice and effects of inducers on enzyme activity.
PubMed:Cytosolic epoxide hydrolase.
PubMed:Cytosolic epoxide hydrolase in humans: development and tissue distribution.
PubMed:The genetic variation and the expression of human glutathione transferase mu.
PubMed:Biological effects in a chemical factory with mutagenic exposure. II. Analysis of unscheduled DNA synthesis and adenosine diphosphate ribosyl transferase, epoxide hydrolase, and glutathione transferase in resting mononuclear leukocytes.
PubMed:Oxene transfer, electron abstraction, and cooxidation in the epoxidation of stilbene and 7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene by hemoglobin.
PubMed:Hepatic epoxide hydrolase activities and their induction by clofibrate and diethylhexylphthalate in various strains of mice.
PubMed:Differential induction of cytochrome P-450 by the enantiomers of trans-stilbene oxide.
PubMed:Metabolism of tridiphane (2-(3,5-dichlorophenyl)-2(2,2,2-trichloroethyl)oxirane) by hepatic epoxide hydrolases and glutathione S-transferases in mouse.
PubMed:Purification of microsomal epoxide hydrolase from liver of rhesus monkey: partial separation of cis- and trans-stilbene oxide hydrolase.
PubMed:The trans-stilbene oxide-active glutathione transferase in human mononuclear leucocytes is identical with the hepatic glutathione transferase mu.
PubMed:Comparison of the sex and subcellular distributions, catalytic and immunochemical reactivities of hepatic epoxide hydrolases in seven mammalian species.
PubMed:The effect of tridiphane (2-(3,5-dichlorophenyl)-2-(2,2,2-trichloroethyl)oxirane) on hepatic epoxide-metabolizing enzymes: indications of peroxisome proliferation.
PubMed:Inhibition of epoxide hydrolases and glutathione S-transferases by 2-, 3-, and 4-substituted derivatives of 4'-phenylchalcone and its oxide.
PubMed:Dibenz [a,j]acridine: distributions of metabolites formed by liver and lung microsomes from control and pretreated rats.
PubMed:Stereoselectivity and enantioselectivity of glutathione S-transferase toward stilbene oxide substrates.
PubMed:Hepatic levels of cytosolic, microsomal and 'mitochondrial' epoxide hydrolases and other drug-metabolizing enzymes after treatment of mice with various xenobiotics and endogenous compounds.
PubMed:DT-diaphorase-catalyzed two-electron reduction of quinone epoxides.
PubMed:Effect of microsomal enzyme inducers and inhibitors on the toxicity of tunicamycin and corynetoxin, the causal agent of annual ryegrass toxicity.
PubMed:cis- and trans-1,2-diphenylaziridines: induction of xenobiotic-metabolizing enzymes in rat liver and mutagenicity in Salmonella typhimurium.
PubMed:Immunochemical characterization of human lung epoxide hydrolases.
PubMed:Distribution and inducibility of cytosolic epoxide hydrolase in male Sprague-Dawley rats.
PubMed:Characterization of multiple epoxide hydrolase activities in mouse liver nuclear envelope.
PubMed:Substrate-selective induction of rabbit hepatic UDP-glucuronyltransferases by ethanol and other xenobiotics.
PubMed:Oxidative microsomal metabolism of 1-nitropyrene and DNA-binding of oxidized metabolites following nitroreduction.
PubMed:Epoxide hydrolysis in the cytosol of rat liver, kidney, and testis. Measurement in the presence of glutathione and the effect of dietary clofibrate.
PubMed:Suppression of glutathione S-transferases in rat seminal vesicles or pituitary glands.
PubMed:Distribution and nature of epoxide hydrolase activity in subcellular organelles of mouse liver.
PubMed:Selective inhibition and selective induction of multiple microsomal epoxide hydrolases.
PubMed:Multiple epoxide hydrolases in human lung.
PubMed:Effect of aging on testicular epoxide hydrolase and glutathione-S-transferase activities in mice.
PubMed:Demonstration of cell sidedness in hepatic transfer of morphine and morphine glucuronide in the rat.
PubMed:Comparison of crude and affinity purified cytosolic epoxide hydrolases from hepatic tissue of control and clofibrate-fed mice.
PubMed:Rat cytosolic epoxide hydrolase.
PubMed:Differential regulation of hepatic glutathione transferase and glutathione peroxidase activities in the rat.
PubMed:Enzymatic hydration of leukotriene A4. Purification and characterization of a novel epoxide hydrolase from human erythrocytes.
PubMed:Inhibition of epoxide metabolism by alpha,beta-epoxyketones and isosteric analogs.
PubMed:Metabolism of benzo(a)pyrene by subcellular fractions of rat liver: evidence for similar patterns of cytochrome P-450 in rough and smooth endoplasmic reticulum but not in nuclei and plasma membrane.
PubMed:Properties of liver microsomal cholesterol 5,6-oxide hydrolase.
PubMed:Hereditary interindividual differences in the glutathione transferase activity towards trans-stilbene oxide in resting human mononuclear leukocytes are due to a particular isozyme(s).
PubMed:Properties of cytosolic epoxide hydrolase purified from the liver of untreated and clofibrate-treated mice. Characterization of optimal assay conditions, substrate specificity and effects of modulators on the catalytic activity.
PubMed:Effect of dietary clofibrate on epoxide hydrolase activity in tissues of mice.
PubMed:Role of glutathione and hepatic glutathione S-transferase in the biliary excretion of methyl mercury, cadmium and zinc: a study with enzyme inducers and glutathione depletors.
PubMed:Induction of epoxide hydrolase in cultured rat hepatocytes and hepatoma cell lines.
PubMed:Effects of mixed-function oxidase modifiers on neurotoxicity of acrylamide in rats.
PubMed:Cyclopropyl oxiranes: reversible inhibitors of cytosolic and microsomal epoxide hydrolases.
PubMed:Interindividual variations in the activities of cytosolic and microsomal epoxide hydrolase in human liver.
PubMed:The dependence of biliary methylmercury secretion on liver GSH and ligandin.
PubMed:The hereditary transmission of high glutathione transferase activity towards trans-stilbene oxide in human mononuclear leukocytes.
PubMed:Stereoselective glucuronidation as a probe of induced forms of UDP-glucuronyltransferase in rabbits.
PubMed:Age-development and inducibility of hepatic glutathione S-transferase activities in mice, rats, rabbits and guinea-pigs.
PubMed:Glutathione S-transferase activity during pregnancy in the mouse: effects of trans-stilbene oxide pretreatment.
PubMed:Characterization of soluble glutathione transferase activity in resting mononuclear leukocytes from human blood.
PubMed:Ethanol and isoniazid induce a hepatic microsomal cytochrome P-450-dependent activity with similar properties towards substrate and inhibitors and different properties from those induced by classical inducers.
PubMed:Measurement and characterization of membrane-bound and soluble epoxide hydrolase activities in resting mononuclear leukocytes from human blood.
PubMed:Purification and characterization of the major microsomal cytochrome P-450 form induced by trans-stilbene oxide in rat liver.
PubMed:Immunological similarity of epoxide hydrolase activity in the mitochondrial and cytosolic fractions of mouse liver.
PubMed:A mechanism for epoxidation of cholesterol by hepatic microsomal lipid hydroperoxides.
PubMed:Characterization, localization and regulation of a novel phenobarbital-inducible form of cytochrome P450, compared with three further P450-isoenzymes, NADPH P450-reductase, glutathione transferases and microsomal epoxide hydrolase.
PubMed:Characteristics of renal UDP-glucuronyltransferase.
PubMed:Rat liver DT-diaphorase: regulation of functional mRNA levels by 3-methylcholanthrene, trans-stilbene oxide, and phenobarbital.
PubMed:Induction of cytosolic glutathione transferase and microsomal epoxide hydrolase activities in extrahepatic organs of the rat by phenobarbital, 3-methylcholanthrene and trans-stilbene oxide.
PubMed:Induction of xenobiotic-metabolizing enzymes by trans-stilbene oxide and 2-acetylaminofluorene: observations on enzyme induction by drugs.
PubMed:Effect of dietary trans-stilbene oxide on hepatic and renal drug-metabolizing enzyme activities and bromobenzene-induced toxicity in male Sprague-Dawley rats.
PubMed:Human fetal liver cultures: basal activities and inducibility of epoxide hydrolases and aryl hydrocarbon hydroxylase.
PubMed:Identification and characterization of a new epoxide hydrolase from mouse liver microsomes.
PubMed:Differential induction of cytosolic epoxide hydrolase, microsomal epoxide hydrolase, and glutathione S-transferase activities.
PubMed:Expression of microsomal and cytosolic epoxide hydrolases in cultured rat hepatocytes and hepatoma cell lines.
PubMed:Nonadditive effects of combined in vivo hepatic microsomal enzyme inducers in the Wistar rat.
PubMed:Epoxide hydrolase activity in isolated peroxisomes of mouse liver.
PubMed:Effects of phenobarbital, trans-stilbene oxide, and 3-methylcholanthrene on epoxide hydrolase within centrilobular, midzonal, and periportal regions of rat liver.
PubMed:Microsomal epoxide hydrolase in different rat strains.
PubMed:Purification of mouse liver cytosolic epoxide hydrolase.
PubMed:Identification and partial purification of hamster microsomal cytochrome P-450 isoenzymes.
PubMed:Comparison of trans-stilbene oxide, phenobarbital and 3-methylcholanthrene as inducers of steroid metabolism by the rat liver microsomal cytochrome P-450 system.
PubMed:Variations in induction of drug-metabolizing enzymes by trans-Stilbene oxide in rodent species.
PubMed:Species differences in cytochromes P-450 and epoxide hydrolase: comparisons of xenobiotic-induced hepatic microsomal polypeptides in hamsters and rats.
PubMed:Identification of the isozymes of glutathione transferase induced by trans-stilbene oxide.
PubMed:Chemically-induced alteration of UDP-glucuronic acid concentration in rat liver.
PubMed:Characterization of the microsomal cytochrome P-450 species induced in rat liver by trans-stilbene oxide.
PubMed:Polypeptide patterns of hepatic microsomes from Long-Evans rats treated with different xenobiotics.
PubMed:Purification of human liver cytosolic epoxide hydrolase and comparison to the microsomal enzyme.
PubMed:Binding of metyrapone to dithionite-reduced cytochrome P-450 from rats treated with xenobiotics.
PubMed:Trans-stilbene oxide administration increased hepatic glucuronidation of morphine but decreased biliary excretion of morphine glucuronide in rats.
PubMed:Effects of trans-stilbene oxide treatment on biliary excretion of xenobiotics in the rat.
PubMed:Oxygen transfer from bleomycin-metal complexes.
PubMed:Endogenous role of microsomal epoxide hydrolase. Ontogenesis, induction inhibition, tissue distribution, immunological behaviour and purification of microsomal epoxide hydrolase with 16 alpha, 17 alpha-epoxyandrostene-3-one as substrate.
PubMed:Spectrophotometric assay for mammalian cytosolic epoxide hydrolase using trans-stilbene oxide as the substrate.
PubMed:The effect of trans-stilbene oxide and other structurally related inducers of drug-metabolizing enzymes on the pentose phosphate pathway and other enzymes of carbohydrate metabolism.
PubMed:The effect of trans-stilbene oxide and other structurally related inducers of drug-metabolizing enzymes on glucuronidation.
PubMed:Role of ligandin as a binding protein and as an enzyme in the biliary excretion of sulfobromophthalein.
PubMed:Differential induction of rat liver microsomal UDP-glucuronosyltransferase activites by various inducing agents.
PubMed:Differential inducibility of nuclear envelope epoxide hydratase by trans-stilbene oxide and phenobarbital.
PubMed:Rat glutathione S-transferase. Cloning of double-stranded cDNA and induction of its mRNA.
PubMed:Soluble glutathione S-transferases from rat testes: isoenzyme pattern and lack of inducibility by drug metabolizing enzyme inducers.
PubMed:Effects of drug-metabolizing enzyme inducers on cephaloridine toxicity in Fischer 344 rats.
PubMed:The nuclear envelope as a site of glucuronyltransferase in rat liver: properties of and effect of inducers on enzyme activity.
PubMed:Effect of inducers of drug-metabolizing enzymes on glutathione reductase and glutathione peroxidase in rat liver.
PubMed:Responses of the hepatic enzymes of a teleost fish to trans-stilbene oxide treatment.
PubMed:Cloning of epoxide hydratase complementary DNA.
PubMed:A comparative study of benzo[a]pyrene hydroxylase and epoxide hydrolase derived from isolated rat hepatic nuclei and microsomes.
PubMed:Characterization of the induction of drug-metabolizing enzymes by 2-acetylaminofluorene.
PubMed:Induction of drug-metabolizing systems and related enzymes with metabolites and structural analogues of stilbene.
PubMed:Changes in the matabolism of steroid hormones by the rat liver cytochrome P-450 system after induction with trans-stilbene oxide.
PubMed:The effects of modulation of microsomal epoxide hydrolase activity on microsome-catalyzed activation of benzo[alpha]pyrene and its covalent binding to DNA.
PubMed:Induction of drug-metabolizing enzymes and toxicity of trans-stilbene oxide in rat liver and kidney.
PubMed:Modulation of the covalent binding of aryl hydrocarbon metabolites to DNA in vitro after treatment of rats and mice with trans-stilbene oxide.
PubMed:Benzil, a potent activator of microsomal epoxide hydrolase in vitro.
PubMed:Sex and age dependence of the "selective" induction of rat hepatic microsomal epoxide hydratase following trans-stilbene oxide, l-alpha-acetylmethadol, or phenobarbital treatment.
PubMed:The proliferation of hepatocytes and the lipid composition of the endoplasmic reticulum after induction of drug-metabolizing enzymes with trans-stilbene oxide.
PubMed:Induction of glutathione S-transferases A, B and C in rat liver cytosol by trans-stilbene oxide.
PubMed:Induction of hepatic cytosolic DT diaphorase in rats treated with trans-stilbene oxide.
PubMed:Epoxide hydrolase activity in native and in mitogen-stimulated lymphocytes of various human donors.
PubMed:Comparison of aryl hydrocarbon hydroxylase and epoxide hydratase. Induction in primary fetal rat liver cell culture.
PubMed:Specificity of mouse liver cytosolic epoxide hydrolase for K-region epoxides derived from polycyclic aromatic hydrocarbons.
PubMed:Characterization of rat-liver microsomal glutathione S-transferase activity.
PubMed:Increased activity of hepatic UDP-glucose dehydrogenase after treatment of rats with trans-stilbene oxide.
PubMed:Characterization of the cytochrome P-450 species induced by trans-stilbene oxide.
PubMed:Dose-response relationship of rat aryl hydrocarbon hydroxylase and epoxide hydratase induction.
PubMed:The epoxide hydratase inducer trans-stilbene oxide shifts the metabolic epoxidation of benzo(a)pyrene from the bay- to the K-region and reduces its mutagenicity.
PubMed:Species and organ specificity of the trans-stilbene oxide induced effects on epoxide hydratase and benzo(a)pyrene monooxygenase activity in rodents.
PubMed:Organ specificity of induction of activating and inactivating enzymes by cigarette smoke and cigarette smoke condensate.
PubMed:trans-Stilbene oxide: a new inducer of rat liver microsomal UDP-glucuronyltransferase.
PubMed:trans-Stilbene oxide: an inducer of rat hepatic microsomal and nuclear epoxide hydrase and mixed-function oxidase activities.
PubMed:Trans-stilbene oxide: a selective inducer of rat liver epoxide hydratase.
 
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