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benzene, 1,1'-(1,2-ethenediyl)bis-, (Z)- (9CI)

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CAS Number: 645-49-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:211-445-7
Nikkaji Web:J7.069F
Beilstein Number:1616739
XlogP3:4.80 (est)
Molecular Weight:180.24964000
Formula:C14 H12
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Appearance:yellow oily liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:1.02100 to 1.02300 @ 20.00 °C.
Pounds per Gallon - (est).: 8.506 to 8.522
Refractive Index:1.62100 to 1.62300 @ 20.00 °C.
Boiling Point: 307.02 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.006860 mmHg @ 25.00 °C.
Flash Point:> 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w): 4.830 (est)
Soluble in:
 water, 4.285 mg/L @ 25 °C (est)
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
BOC Sciences
For experimental / research use only.
cis-Stilbene >95.0%(GC)
EMD Millipore
For experimental / research use only.
Santa Cruz Biotechnology
For experimental / research use only.
cis-Stilbene 97%
Sigma-Aldrich: Aldrich
For experimental / research use only.
cis-Stilbene 96%
For experimental / research use only.
cis-Stilbene >96.0%(GC)
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
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:
natural substances and extractives
Recommendation for cis-stilbene usage levels up to:
 not for fragrance use.
Recommendation for cis-stilbene 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 :5356785
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
EPA/NOAA CAMEO:hazardous materials
RTECS:DA0513600 for cas# 645-49-8
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5356785
Pubchem (sid):134976785
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
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2902.90.9000
VCF-Online:VCF Volatile Compounds in Food
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 petiveria alliacea root
Search Trop Picture
 benzene, 1,1'-(1,2-ethenediyl)bis-, (Z)- (9CI)
 benzene, 1,1'-(1,2-ethenedyl)bis-, (Z)-
 benzene, 1,1'-[(Z)-1,2-ethenediyl]bis- [ACD/Index Name]
cis-diphenyl ethene
cis-1,2-diphenyl ethylene
1,2-diphenylethene, (Z)-
1,1'-(1,2-ethanediyl)bis[benzene], cis
(1,2-ethenediyl)-1,1'-bisbenzene, (Z)-
1,1'-(1,2-ethenediyl)bisbenzene (cis)
 stilbene, (Z)- (8CI)


PubMed:High-performance liquid chromatography separation of unsaturated organic compounds by a monolithic silica column embedded with silver nanoparticles.
PubMed:Design and synthesis of silicon-containing fatty acid amide derivatives as novel peroxisome proliferator-activated receptor (PPAR) agonists.
PubMed:Mechanism of Oxygen Atom Transfer from Fe(V)(O) to Olefins at Room Temperature.
PubMed:A sterically congested cis-stilbene and its phosphonium salt precursor.
PubMed:Combretastatin A-4 derived imidazoles show cytotoxic, antivascular, and antimetastatic effects based on cytoskeletal reorganisation.
PubMed:Definition and determination of the triplet-triplet energy transfer reaction coordinate.
PubMed:Dynamics simulations with spin-flip time-dependent density functional theory: photoisomerization and photocyclization mechanisms of cis-stilbene in ππ* states.
PubMed:Organocatalytic, diastereo- and enantioselective synthesis of nonsymmetric cis-stilbene diamines: a platform for the preparation of single-enantiomer cis-imidazolines for protein-protein inhibition.
PubMed:Applications of a bis-urea phenylethynylene self-assembled nanoreactor for [2 + 2] photodimerizations.
PubMed:A novel activity of microsomal epoxide hydrolase: metabolism of the endocannabinoid 2-arachidonoylglycerol.
PubMed:Characterization of antiproliferative activity constituents from Artocarpus heterophyllus.
PubMed:A new antioxidant stilbene and other constituents from the stem bark of Morus nigra L.
PubMed:Studies on the nuances of the electrochemically induced room temperature isomerization of cis-stilbene in acetonitrile and ionic liquids.
PubMed:Epoxidation of stilbene using supported gold nanoparticles: cumyl peroxyl radical activation at the gold nanoparticle surface.
PubMed:Vapor-phase Raman spectra, theoretical calculations, and the vibrational and structural properties of cis- and trans-stilbene.
PubMed:Trans- and cis-stilbene isolated in cryogenic argon and xenon matrices.
PubMed:Highly enantioselective iron(II)-catalyzed opening reaction of aromatic meso-epoxides with indoles.
PubMed:Complexation, thermal and catalytic studies of N-substituted piperazine, morpholine and thiomorpholine with some metal ions.
PubMed:New leishmanicidal stilbenes from a Peruvian folk medicine, Lonchocarpus nicou.
PubMed:Tubulin-interactive stilbene derivatives as anticancer agents.
PubMed:Differential effects of polyphenols on proliferation and apoptosis in human myeloid and lymphoid leukemia cell lines.
PubMed:Ultrafast Excited-State Dynamics of ortho-Terphenyl and 1,2-Diphenylcyclohexene: The Role of "Ethylenic Twisting" in the Nonadiabatic Photocyclization of Stilbene Analogs.
PubMed:Characterization of Hovi-mEH1, a microsomal epoxide hydrolase from the glassy-winged sharpshooter Homalodisca vitripennis.
PubMed:Theoretical studies of the ground and excited state structures of stilbene.
PubMed:HYS-32, a novel analogue of combretastatin A-4, enhances connexin43 expression and gap junction intercellular communication in rat astrocytes.
PubMed:Femtosecond Raman spectra of cis-stilbene and trans-stilbene with isotopomers in solution.
PubMed:Cloning and characterization of a microsomal epoxide hydrolase from Heliothis virescens.
PubMed:Spectroscopic observation of iodosylarene metalloporphyrin adducts and manganese(V)-oxo porphyrin species in a cytochrome P450 analogue.
PubMed:Spirally configured cis-stilbene/fluorene hybrids as bipolar, organic sensitizers for solar cell applications.
PubMed:Femtosecond fluorescence study of the reaction pathways and nature of the reactive S1 state of cis-stilbene.
PubMed:Design, preparation, and study of catalytic gated baskets.
PubMed:Dynamic internal cavities of dendrimers as constrained media. A study of photochemical isomerizations of stilbene and azobenzene using poly(alkyl aryl ether) dendrimers.
PubMed:A validated HPLC method with fluorescence detection for the glucuronides of Combretastatin A1 in human plasma, and studies on their cis-trans isomerisation.
PubMed:An electric field-induced change in the selectivity of a metal oxide-catalyzed epoxide rearrangement.
PubMed:Naphthyridine tetramer with a pre-organized structure for 1:1 binding to a CGG/CGG sequence.
PubMed:Extremely efficient and long lifetime fluorescence of cis-stilbene contained in a rigid dendrimer.
PubMed:Significant substitution effects in dipolar and non-dipolar supercritical fluids.
PubMed:Biological potential and structure-activity relationships of most recently developed vascular disrupting agents: an overview of new derivatives of natural combretastatin a-4.
PubMed:Photoisomerization of stilbene: a spin-flip density functional theory approach.
PubMed:O-O bond activation in H2O2 and (CH3)3C-OOH mediated by [Ni(cyclam)(CH3CN)2](ClO4)2: different mechanisms to form the same Ni(III) product?
PubMed:Copper(II) complexes incorporating poly/perfluorinated alkoxyaluminate-type weakly coordinating anions: syntheses, characterization and catalytic application in stereoselective olefin aziridination.
PubMed:Concise syntheses of N-aryl-5,6,7-trimethoxyindoles as antimitotic and vascular disrupting agents: application of the copper-mediated Ullmann-type arylation.
PubMed:Development of fluorescent substrates for microsomal epoxide hydrolase and application to inhibition studies.
PubMed:Electronic effects on photochemistry: the diverse reaction dynamics of highly excited stilbenes and azobenzene.
PubMed:Comprehensive studies on an overall proton transfer cycle of the ortho-green fluorescent protein chromophore.
PubMed:Ring-closing and dehydrogenation reactions of highly excited cis-stilbene: ultrafast spectroscopy and structural dynamics.
PubMed:Catalytic, Enantioselective Synthesis of Stilbene cis-Diamines: A Concise Preparation of (-)-Nutlin-3, a Potent p53/MDM2 Inhibitor.
PubMed:Site-selective solvation in supercritical CO2 observed by Raman spectroscopy: phenyl group leads to greater attractive energy than chloro group.
PubMed:Kinetically stable high-energy isomers of C14H12 and C12H10N2 derived from cis-stilbene and cis-azobenzene.
PubMed:Isomerization of stilbene using enforced geometry optimization.
PubMed:Modular, active, and robust Lewis acid catalysts supported on a metal-organic framework.
PubMed:Excited stilbene: intramolecular vibrational redistribution and solvation studied by femtosecond stimulated Raman spectroscopy.
PubMed:Optically induced cis-trans isomerisation of (eta6-cis-stilbene)Cr(CO)3.
PubMed:Crystal structure of the cystic fibrosis transmembrane conductance regulator inhibitory factor Cif reveals novel active-site features of an epoxide hydrolase virulence factor.
PubMed:Synthesis, structure, photoluminescence and photoreactivity of 2,3-diphenyl-4-neopentyl-1-silacyclobut-2-enes.
PubMed:Effect of the direction of ester linkage on molecular shape selectivity through multiple carbonyl-pi interaction with octadecyl chain branched polymers as organic phases in reversed-phase high-performance liquid chromatography.
PubMed:Induction of cell cycle arrest in human MCF-7 breast cancer cells by cis-stilbene derivatives related to VIOXX.
PubMed:Emission mechanism of doubly ortho-linked quinoxaline/diphenylfluorene or cis-stilbene/fluorene hybrid compounds based on the transient absorption and emission measurements during pulse radiolysis.
PubMed:Surface-isomerization dynamics of trans-stilbene molecules adsorbed on Si(100)-2 x 1.
PubMed:Control of cis-stilbene photochemistry using shaped ultraviolet pulses.
PubMed:Antineoplastic agents. 578. Synthesis of stilstatins 1 and 2 and their water-soluble prodrugs.
PubMed:Olefin coordination in copper(I) complexes of bis(2-pyridyl)amine.
PubMed:A diaryl sulfide, sulfoxide, and sulfone bearing structural similarities to combretastatin A-4.
PubMed:Spectroscopic tracking of structural evolution in ultrafast stilbene photoisomerization.
PubMed:Entrapment of an organometallic complex within a metal: a concept for heterogeneous catalysis.
PubMed:Trans- and cis-stilbene polyphenols induced rapid perinuclear mitochondrial clustering and p53-independent apoptosis in cancer cells but not normal cells.
PubMed:Synthesis and biological activity of fluorinated combretastatin analogues.
PubMed:Pronounced non-condon effect as the origin of the quantum beat observed in the time-resolved absorption signal from excited-state cis-stilbene.
PubMed:Reversible photoswitchable wettability in noncovalently assembled multilayered films.
PubMed:Low-temperature rapid-scan detection of reactive intermediates in epoxidation reactions catalyzed by a new enzyme mimic of cytochrome p450.
PubMed:The novel FluoroChrome ImmunoAssay -- (FCIA). The role of molecular environment upon molecular structure exemplified by constriction of a flourescence-photochrome flanked by two proteins.
PubMed:Fibrous adsorbent for removal of aqueous aromatic hydrocarbons.
PubMed:A Ramberg-Bäcklund route to the stilbenoid anti-cancer agents combretastatin A-4 and DMU-212.
PubMed:A para-hydrogen investigation of palladium-catalyzed alkyne hydrogenation.
PubMed:Development and application of a direct vinyl lithiation of cis-stilbene and a directed vinyl lithiation of an unsymmetrical cis-stilbene.
PubMed:Cis-stilbene derived furopyranones show potent antiproliferative activity by inducing G2/M arrest.
PubMed:Olefin epoxidation by alkyl hydroperoxide with a novel cross-bridged cyclam manganese complex: demonstration of oxygenation by two distinct reactive intermediates.
PubMed:Stilbene analogs in Hula-twist photoisomerization.
PubMed:Switching of product's chirality in diastereodifferentiating [2+2] photocycloaddition of (E)- versus (Z)-stilbene to chiral fumarate upon direct and charge-transfer-band excitation.
PubMed:Synthesis and biological evaluation of (3,4,5-trimethoxyphenyl)indol-3-ylmethane derivatives as potential antivascular agents.
PubMed:Time-dependent density functional theory studies of the photoswitching of the two-photon absorption spectra in stilbene, metacyclophenadiene, and diarylethene chromophores.
PubMed:Phototransformation of stilbene in van der Waals nanocapsules.
PubMed:Vibrational energy flow rates for cis- and trans-stilbene isomers in solution.
PubMed:Antineoplastic agents. 509: synthesis of fluorcombstatin phosphate and related 3-halostilbenes(1).
PubMed:Antineoplastic agents. 515. Synthesis of human cancer cell growth inhibitors derived from 3,4-methylenedioxy-5,4'-dimethoxy-3'-amino-Z-stilbene.
PubMed:Antineoplastic agents. 445. Synthesis and evaluation of structural modifications of (Z)- and (E)-combretastatin A-41.
PubMed:Regulation of JH epoxide hydrolase versus JH esterase activity in the cabbage looper, Trichoplusia ni, by juvenile hormone and xenobiotics.
PubMed:Laser flash photolysis generation and kinetic studies of porphyrin-manganese-oxo intermediates. Rate constants for oxidations effected by porphyrin-Mn(V)-oxo species and apparent disproportionation equilibrium constants for porphyrin-Mn(IV)-oxo species.
PubMed:The Saccharomyces cerevisiae ORF YNR064c protein has characteristics of an 'orphaned' epoxide hydrolase.
PubMed:Estimation of the absolute internal-rotation entropy of molecules with two torsional degrees of freedom from stochastic simulations.
PubMed:Unexpected Z-stereoselectivity in the Ramberg-Bäcklund reaction of diarylsulfones leading to cis-stilbenes: the effect of aryl substituents and application in the synthesis of the integrastatin nucleus.
PubMed:Parallel mechanistic studies on the counterion effect of manganese salen and porphyrin complexes on olefin epoxidation by iodosylarenes.
PubMed:Functional analysis of human microsomal epoxide hydrolase genetic variants.
PubMed:Lithiation and reactions of stilbene oxides: synthetic utility.
PubMed:Ultrasonic effects on electroorganic processes. Part 25. Stereoselectivity control in cathodic debromination of stilbenedibromides.
PubMed:G2/M cell cycle arrest and induction of apoptosis by a stilbenoid, 3,4,5-trimethoxy-4'-bromo-cis-stilbene, in human lung cancer cells.
PubMed:Preparation and resolution of a modular class of axially chiral quinazoline-containing ligands and their application in asymmetric rhodium-catalyzed olefin hydroboration.
PubMed:Identification of surface states on finely divided supported palladium catalysts by means of inelastic incoherent neutron scattering.
PubMed:Combretastatin A4 phosphate: background and current clinical status.
PubMed:Epoxide hydrolases in the rat epididymis: possible roles in xenobiotic and endogenous fatty acid metabolism.
PubMed:Catalytic sulfoxidation and epoxidation with a Mn(III) triazacorrole: evidence for a "third oxidant" in high-valent porphyrinoid oxidations.
PubMed:Biindanylidenes: role of central bond torsion in nonvertical triplet excitation transfer to the stilbenes.
PubMed:Characterization and cDNA cloning of a clofibrate-inducible microsomal epoxide hydrolase in Drosophila melanogaster.
PubMed:Laser flash photolysis formation and direct kinetic studies of manganese(V)-oxo porphyrin intermediates.
PubMed:A rotaxane synthesis based on stilbene photoisomerization. A photoswitchable catch and release process.
PubMed:A stable cis-stilbene derivative encapsulated in cucurbit[7]uril.
PubMed:Kinetics and mechanism of rhenium-catalyzed O atom transfer from epoxides.
PubMed:Effects of hydroxystilbene derivatives on tyrosinase activity.
PubMed:Synthesis and evaluation of cytotoxicity of stilbene analogues.
PubMed:Highly efficient and selective epoxidation of alkenes by photochemical oxygenation sensitized by a ruthenium(II) porphyrin with water as both electron and oxygen donor.
PubMed:Synthesis, photochemistry and photophysics of stilbene-derivatized fullerenes.
PubMed:A cis-stilbene derivative.
PubMed:Synthesis, anticancer activity, and inhibition of tubulin polymerization by conformationally restricted analogues of lavendustin A.
PubMed:Non-synonymous single nucleotide alterations in the microsomal epoxide hydrolase gene and their functional effects.
PubMed:Antineoplastic agents. 487. Synthesis and biological evaluation of the antineoplastic agent 3,4-methylenedioxy-5,4'-dimethoxy-3'-amino-Z-stilbene and derived amino acid amides.
PubMed:Density functional studies of the ground- and excited-state potential-energy curves of stilbene cis-trans isomerization.
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:Activation of nitrous oxide and selective epoxidation of alkenes catalyzed by the manganese-substituted polyoxometalate, [Mn(III)2ZnW(Zn2W9O34)2]10-.
PubMed:Expression and activity of microsomal epoxide hydrolase in follicles isolated from mouse ovaries.
PubMed:cis-Stilbene and (1 alpha,2 beta,3 alpha)-(2-ethenyl-3-methoxycyclopropyl)benzene as mechanistic probes in the Mn(III)(salen)-catalyzed epoxidation: influence of the oxygen source and the counterion on the diastereoselectivity of the competitive concerted and radical-type oxygen transfer.
PubMed:Synthesis of trithiolanes and tetrathianes from thiiranes catalyzed by ruthenium salen nitrosyl complexes.
PubMed:Dendritic ruthenium porphyrins: a new class of highly selective catalysts for alkene epoxidation and cyclopropanation.
PubMed:A novel, tunable manganese coordination system based on a flexible "spacer" unit: noncovalent templation effects.
PubMed:Dioxirane Epoxidation of 10-Membered-Ring Stilbene Lactams as Synthetic Precursors to Protoberberines.
PubMed:Ruthenium meso-Tetrakis(2,6-dichlorophenyl)porphyrin Complex Immobilized in Mesoporous MCM-41 as a Heterogeneous Catalyst for Selective Alkene Epoxidations.
PubMed:Synthesis, characterization, and reactivity of ferrous and ferric oxo/peroxo pivalate complexes in relation to Gif-type oxygenation of substrates.
PubMed:Programmed cell death (PCD) associated with the stilbene motif of arotinoids: discovery of novel apoptosis inducer agents possessing activity on multidrug resistant tumor cells.
PubMed:Comparative metabolism and excretion of benzo(a)pyrene in 2 species of ictalurid catfish.
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:Metabolic activation of the proestrogens trans-stilbene and trans-stilbene oxide by rat liver microsomes.
PubMed:Evidence for a dinuclear mechanism in alkyne hydrogenations catalyzed by pyrazolate-bridged diiridium complexes
PubMed:Cress and potato soluble epoxide hydrolases: purification, biochemical characterization, and comparison to mammalian enzymes.
PubMed:Reduction of stilbene oxide and styrene oxide to the corresponding alkenes by intestinal bacteria.
PubMed:Biochemical evidence for the involvement of tyrosine in epoxide activation during the catalytic cycle of epoxide hydrolase.
PubMed:The active site of the thermophilic CYP119 from Sulfolobus solfataricus.
PubMed:Epoxide hydrolase--polymorphism and role in toxicology.
PubMed:The Photoisomerization of cis-Stilbene Does Not Follow the Minimum Energy Path.
PubMed:Antineoplastic agents. 379. Synthesis of phenstatin phosphate.
PubMed:Formation of Bromocarbenium Bromide Ion Pairs in the Electrophilic Bromination of Highly Reactive Olefins in Chlorinated Aprotic Solvents.
PubMed:Induction of hepatic heme oxygenase and changes in cytochrome P-450s in response to oxidative stress produced by stilbenes and stilbene oxides in rats.
PubMed:Characterization of epoxide hydrolase activity in Alternaria alternata f. sp. lycopersici. Possible involvement in toxin production.
PubMed:Assessment of possible protective roles of selenium, zinc, and cis-stilbene oxide against acute T-2 toxin poisoning: a preliminary report.
PubMed:Cis-Trans Isomerization and Oxidation of Radical Cations of Stilbene Derivatives.
PubMed:Synthesis, molecular modeling, and K+ channel-blocking activity of dequalinium analogues having semirigid linkers.
PubMed:Selective Oxygen Transfers with Iron(III) Porphyrin Nitrite.
PubMed:Interindividual and interspecies variation in hepatic microsomal epoxide hydrolase activity: studies with cis-stilbene oxide, carbamazepine 10, 11-epoxide and naphthalene.
PubMed:Development of an in situ toxicity assay system using recombinant baculoviruses.
PubMed:Metal Complex-Catalyzed Epoxidation of Olefins by Dioxygen with Co-Oxidation of Aldehydes. A Mechanistic Study.
PubMed:Kinetic parameters of lymphocyte microsomal epoxide hydrolase in carbamazepine hypersensitive patients. Assessment by radiometric HPLC.
PubMed:Induction of metallothionein synthesis by glutathione depletion after trans- and cis-stilbene oxide administration in rats.
PubMed:Antineoplastic agents. 291. Isolation and synthesis of combretastatins A-4, A-5, and A-6(1a)
PubMed:Lymphocyte microsomal epoxide hydrolase in patients on carbamazepine therapy.
PubMed:Kinetics and stereochemistry of the microsomal epoxide hydrolase-catalyzed hydrolysis of cis-stilbene oxides.
PubMed:Iron(II)/hydroperoxide (Fenton reagent)-induced activation of dioxygen for (A) the direct ketonization of methylenic carbon and (B) the dioxygenation of cis-stilbene.
PubMed:Selective induction of rat liver phase II enzymes by N-heterocycle analogues of phenanthrene: a response exhibiting high correlation between UDP-glucuronosyltransferase and microsomal epoxide hydrolase activities.
PubMed:Cytochrome P450-like substrate oxidation catalyzed by cytochrome c and immobilized cytochrome c.
PubMed:Activation and detection of (pro)mutagenic chemicals using recombinant strains of Streptomyces griseus.
PubMed:Effects of environmentally encountered epoxides on mouse liver epoxide-metabolizing enzymes.
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:Rat and human liver cytosolic epoxide hydrolases: evidence for multiple forms at level of protein and mRNA.
PubMed:Human glutathione S-transferase deficiency as a marker of susceptibility to epoxide-induced cytogenetic damage.
PubMed:Simulation of the hepatic metabolism of stilbene and its tricyclic derivatives by Fenton and Ruff reagents: models for cytochrome P-450 activation of chemical carcinogens.
PubMed:Antimitotic natural products combretastatin A-4 and combretastatin A-2: studies on the mechanism of their inhibition of the binding of colchicine to tubulin.
PubMed:Characterization of distinct forms of cytochromes P-450, epoxide metabolizing enzymes and UDP-glucuronosyltransferases in rat skin.
PubMed:Effect of hypolipidemic compounds on lauric acid hydroxylation and phase II enzymes.
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:The low reactivity of 5H-dibenzo[a, d]cycloheptene 10,11-oxide in microsomal epoxide hydrolase catalysed hydration.
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:Human liver cytosolic epoxide hydrolases.
PubMed:Observation of a local minimum on the S1 surface of cis-stilbene solvated in inert gas clusters.
PubMed:Interactions of tubulin with potent natural and synthetic analogs of the antimitotic agent combretastatin: a structure-activity study.
PubMed:Biological evaluation of novel cyclopropyl analogues of stilbene, stilbenediol, and phenanthrene for estrogenic and antiestrogenic activity.
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: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 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:Patterns of epoxide metabolism by epoxide hydrolase and glutathione S-transferase associated with age and genotype in Drosophila melanogaster.
PubMed:Stereoselectivity and enantioselectivity of glutathione S-transferase toward stilbene oxide substrates.
PubMed:Copper-dependent cleavage of DNA by bleomycin.
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:Isolation, structure, and synthesis of combretastatins A-1 and B-1, potent new inhibitors of microtubule assembly, derived from Combretum caffrum.
PubMed:cis- and trans-1,2-diphenylaziridines: induction of xenobiotic-metabolizing enzymes in rat liver and mutagenicity in Salmonella typhimurium.
PubMed:Multiple pathways in the oxidation of cis-stilbene by iron-bleomycin.
PubMed:Subcellular and organ distribution of cholesterol epoxide hydrolase in the rat.
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:Effect of aging on testicular epoxide hydrolase and glutathione-S-transferase activities in mice.
PubMed:Comparison of crude and affinity purified cytosolic epoxide hydrolases from hepatic tissue of control and clofibrate-fed mice.
PubMed:1,2-Diaryl-3,4-dihydronaphthalenes: photofluorogenic ligands for the estrogen receptor.
PubMed:Subcellular distribution, catalytic properties and partial purification of epoxide hydrolase in the human adrenal gland.
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:Epoxide metabolism in the liver of mice treated with clofibrate (ethyl-alpha-(p-chlorophenoxyisobutyrate)), a peroxisome proliferator.
PubMed:Cyclopropyl oxiranes: reversible inhibitors of cytosolic and microsomal epoxide hydrolases.
PubMed:A methodology for the analysis of the preneoplastic antigen.
PubMed:Measurement and characterization of membrane-bound and soluble epoxide hydrolase activities in resting mononuclear leukocytes from human blood.
PubMed:A mechanism for epoxidation of cholesterol by hepatic microsomal lipid hydroperoxides.
PubMed:Differential induction of cytosolic epoxide hydrolase, microsomal epoxide hydrolase, and glutathione S-transferase activities.
PubMed:Oxygen transfer from bleomycin-metal complexes.
PubMed:Transplacental pharmacokinetics and metabolism of diethylstilbestrol and 17 beta-estradiol in the pregnant rhesus monkey.
PubMed:Epoxidation of the stilbene double bond, a major pathway in aminostilbene metabolism.
PubMed:Accumulation of an epoxy intermediate during the hepatic microsomal metabolism of cis-stilbene to threo-stilbene glycol due to the inhibition of epoxide hydrolase by trans-stilbenimine.
PubMed:Microsomal epoxidation of cis-stilbene: decrease in epoxidase activity related to lipid peroxidation.
None found
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