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Styrene oxide

CAS No.:
96-09-3
Catalog Number:
AG0035ME
Molecular Formula:
C8H8O
Molecular Weight:
120.1485
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5g
95%
In Stock USA
United States
$13
- +
25g
95%
In Stock USA
United States
$19
- +
100g
95%
In Stock USA
United States
$50
- +
500g
95%
In Stock USA
United States
$188
- +
Product Description
Catalog Number:
AG0035ME
Chemical Name:
Styrene oxide
CAS Number:
96-09-3
Molecular Formula:
C8H8O
Molecular Weight:
120.1485
MDL Number:
MFCD00005121
IUPAC Name:
2-phenyloxirane
InChI:
InChI=1S/C8H8O/c1-2-4-7(5-3-1)8-6-9-8/h1-5,8H,6H2
InChI Key:
AWMVMTVKBNGEAK-UHFFFAOYSA-N
SMILES:
O1CC1c1ccccc1
EC Number:
202-476-7
RTECS Number:
CZ9625000
Properties
Complexity:
94.7  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
120.058g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
120.151g/mol
Monoisotopic Mass:
120.058g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
12.5A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
1.6  
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Enantioconvergent production of (R)-1-phenyl-1,2-ethanediol from styrene oxide by combining the Solanum tuberosum and an evolved Agrobacterium radiobacter AD1 epoxide hydrolases. Biotechnology and bioengineering 20060620
Reversible carbon-carbon bond formation between 1,3-dienes and aldehyde or ketone on nickel(0). Journal of the American Chemical Society 20060531
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Styrene-7,8-oxide burden in ventilated, perfused lungs of mice and rats exposed to vaporous styrene. Toxicological sciences : an official journal of the Society of Toxicology 20060301
Dose-dependent influence of genetic polymorphisms on DNA damage induced by styrene oxide, ethylene oxide and gamma-radiation. Toxicology 20060215
Purification and characterisation of a novel enantioselective epoxide hydrolase from Aspergillus niger M200. Biochimica et biophysica acta 20060201
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Genotoxicity screening using biocatalyst/DNA films and capillary LC-MS/MS. Analytical chemistry 20060115
T(H1)-directed modulation of in vitro cytokine production in human peripheral blood mononuclear cells by styrene-7.8-oxide. Toxicology letters 20060105
Modulation of different stress pathways after styrene and styrene-7,8-oxide exposure in HepG2 cell line and normal human hepatocytes. Journal of applied toxicology : JAT 20060101
Surfactant/nonionic copolymer interaction: a SLS, DLS, ITC, and NMR investigation. The journal of physical chemistry. B 20051215
Colorimetric assays for quantitative analysis and screening of epoxide hydrolase activity. Biotechnology letters 20051201
Styrene monomer primarily induces CYP2B1 mRNA in rat liver. Xenobiotica; the fate of foreign compounds in biological systems 20051201
Genotoxicity sensor response correlated with DNA nucleobase damage rates measured by LC-MS. Molecular bioSystems 20050901
Aromatic and aliphatic hydrocarbon consumption and transformation by the styrene degrading strain Pseudomonas putida CA-3. FEMS microbiology letters 20050815
Preliminary study on the monitoring of glutathione S-tranferase activity toward styrene oxide by electromigration methods. Journal of separation science 20050801
Molecular modelling of human microsomal epoxide hydrolase (EH) by homology with a fungal (Aspergillus niger) EH crystal structure of 1.8 A resolution: structure-activity relationships in epoxides inhibiting EH activity. Toxicology in vitro : an international journal published in association with BIBRA 20050601
Effects of styrene and its metabolites on different lung compartments of the mouse--cell proliferation and histomorphology. Regulatory toxicology and pharmacology : RTP 20050601
Multistate reactivity in styrene epoxidation by compound I of cytochrome p450: mechanisms of products and side products formation. Chemistry (Weinheim an der Bergstrasse, Germany) 20050422
Solubilisation in aqueous micellar solutions of block copoly(oxyalkylene)s. International journal of pharmaceutics 20050411
Quantitative measurement of DNA adducts using neutral hydrolysis and LC-MS. Validation of genotoxicity sensors. Analytical chemistry 20050401
Synthesis, structure, and reactions of stable oxametallacycles from styrene oxide on Ag(111). The journal of physical chemistry. B 20050217
Ring-oxidized metabolites of styrene contribute to styrene-induced Clara-cell toxicity in mice. Journal of toxicology and environmental health. Part A 20050213
Analysis of oxidative stress in SK-N-MC neurons exposed to styrene-7,8-oxide. Toxicology in vitro : an international journal published in association with BIBRA 20050201
Comparison of the depletion of glutathione in mouse liver and lung following administration of styrene and its metabolites styrene oxide and 4-vinylphenol. Toxicology 20050131
Styrene oxide DNA adducts: quantitative determination using 31P monitoring. Analytical and bioanalytical chemistry 20050101
Review of the in vivo genotoxicity tests performed with styrene. Mutation research 20050101
Purification and characterization of a yeast carbonyl reductase for synthesis of optically active (R)-styrene oxide derivatives. Bioscience, biotechnology, and biochemistry 20050101
Size control of styrene oxide-ethylene oxide diblock copolymer aggregates with classical surfactants: DLS, TEM, and ITC study. Biomacromolecules 20050101
A new role for glutathione: protection of vitamin B12 from depletion by xenobiotics. Chemical research in toxicology 20041201
Styrene 7,8-oxide induces mitochondrial damage and oxidative stress in neurons. Toxicology 20040901
Biochemical characterization of StyAB from Pseudomonas sp. strain VLB120 as a two-component flavin-diffusible monooxygenase. Journal of bacteriology 20040801
Direct electrochemiluminescence detection of oxidized DNA in ultrathin films containing [Os(bpy)2(PVP)10]2+. Journal of the American Chemical Society 20040721
Influence of selected inhibitors on the metabolism of the styrene metabolite 4-vinylphenol in wild-type and CYP2E1 knockout mice. Journal of toxicology and environmental health. Part A 20040625
Gelation of concentrated micellar solutions of a triblock copolymer of ethylene oxide and styrene oxide, S5E45S5. Langmuir : the ACS journal of surfaces and colloids 20040511
An efficient synthesis of 2-amino alcohols by silica gel catalysed opening of epoxide rings by amines. Organic & biomolecular chemistry 20040507
Comparison of the susceptibility of wild-type and CYP2E1 knockout mice to the hepatotoxic and pneumotoxic effects of styrene and styrene oxide. Toxicology letters 20040502
Donor ligand effect on the nature of the oxygenating species in Mn(III)(salen)-catalyzed epoxidation of olefins: experimental evidence for multiple active oxidants. Inorganic chemistry 20040419
Unique reactions of glycosyl iodides with oxa- and thiocycloalkane acceptors. Organic letters 20040318
Colorimetric high-throughput assay for alkene epoxidation catalyzed by cytochrome P450 BM-3 variant 139-3. Journal of biomolecular screening 20040301
Mechanistic approaches for evaluating the toxicity of reactive organochlorines and epoxides in green algae. Environmental toxicology and chemistry 20040301
Two-sample scale tests for comparison of metabolic rates for styrene in previously exposed and unexposed groups. Statistics in medicine 20040227
Enantioselective hydrolysis of various substituted styrene oxides with Aspergillus Niger CGMCC 0496. Organic & biomolecular chemistry 20040207
A recombinant model for assessing the role of GSTM1 in styrene-7,8-oxide toxicity and mutagenicity. Toxicology 20040115
A novel approach based on solid phase microextraction gas chromatography and mass spectrometry to the determination of highly reactive organic compounds in cells cultures: styrene oxide. Chemical research in toxicology 20040101
Influence of genetic polymorphisms on biomarkers of exposure and genotoxic effects in styrene-exposed workers. Environmental and molecular mutagenesis 20040101
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Epoxide-opening and group-transfer reactions mediated by monomeric zirconium imido complexes. Journal of the American Chemical Society 20031126
Evaluation of bioanalytical assays for toxicity assessment and mode of toxic action classification of reactive chemicals. Environmental science & technology 20031101
Refinements to physiologically-based pharmacokinetic model for styrene. Toxicology letters 20030930
Kinetics and mechanism of rhenium-catalyzed O atom transfer from epoxides. Journal of the American Chemical Society 20030910
Voltammetric sensor for chemical toxicity using [Ru(bpy)2poly(4-vinylpyridine)10Cl)+ as catalyst in ultrathin films. DNA damage from methylating agents and an enzyme-generated epoxide. Analytical chemistry 20030815
Enzymatic transformations. Immobilized A. niger epoxide hydrolase as a novel biocatalytic tool for repeated-batch hydrolytic kinetic resolution of epoxides. Organic & biomolecular chemistry 20030807
Association properties of ethylene oxide/styrene oxide diblock copolymer E17S8 in aqueous solution. Journal of colloid and interface science 20030701
Assessment of biotransformation of the arene moiety of styrene in volunteers and occupationally exposed workers. Toxicology and applied pharmacology 20030615
Models of neurotoxicity: extrapolation of benchmark doses in vitro. Risk analysis : an official publication of the Society for Risk Analysis 20030601
[Isolation of a bacterium producing epoxide hydrolase with high enantioselectivity and optimization of fermentation conditions]. Wei sheng wu xue bao = Acta microbiologica Sinica 20030601
Asymmetric environments in encapsulation complexes. Journal of the American Chemical Society 20030521
Architecture and solution properties of amphiphilic polymer brushes with peripheral charged ions. Journal of colloid and interface science 20030515
In vitro metabolism of styrene to styrene oxide in liver and lung of Cyp2E1 knockout mice. Journal of toxicology and environmental health. Part A 20030509
Construction of a bacterial biosensor for styrene. Journal of biotechnology 20030508
Epoxidation of styrene by human cyt P450 1A2 by thin film electrolysis and peroxide activation compared to solution reactions. Biophysical chemistry 20030501
Biocatalysis of nitro substituted styrene oxides by non-conventional yeasts. Biotechnology letters 20030501
Simultaneous direct electrochemiluminescence and catalytic voltammetry detection of DNA in ultrathin films. Journal of the American Chemical Society 20030430
Effect of epoxide hydrolase and glutathione S-tranferase genotypes on the induction of micronuclei and DNA damage by styrene-7,8-oxide in vitro. Mutation research 20030420
Individual sensitivity to DNA damage induced by styrene in vitro: influence of cytochrome p450, epoxide hydrolase and glutathione S-transferase genotypes. Toxicology 20030415
Identification of residues in glutathione transferase capable of driving functional diversification in evolution. A novel approach to protein redesign. The Journal of biological chemistry 20030307
Styrene-7,8-oxide activates a complex apoptotic response in neuronal PC12 cell line. Carcinogenesis 20030301
A toxicokinetic model for styrene and its metabolite styrene-7,8-oxide in mouse, rat and human with special emphasis on the lung. Toxicology letters 20030218
Toxicity screening by electrochemical detection of DNA damage by metabolites generated in situ in ultrathin DNA-enzyme films. Journal of the American Chemical Society 20030205
Genetic polymorphism of drug-metabolizing enzymes and styrene-induced DNA damage. Environmental and molecular mutagenesis 20030101
A facile solid-phase synthesis of substituted 2(5H)-furanones from polymer-supported alpha-selenocarboxylic acids. Journal of combinatorial chemistry 20030101
Quantitative analysis of modified proteins by LC-MS/MS of peptides labeled with phenyl isocyanate. Journal of proteome research 20030101
[Definition of neurotoxic risk based on the benchmark dose in vitro: illustration with experimental models based on the use of known neurotoxic substances]. Giornale italiano di medicina del lavoro ed ergonomia 20030101
The repair of DNA damage induced in human peripheral lymphocytes with styrene oxide. Acta medica (Hradec Kralove) 20030101
[Neurotoxic effect of 7,8-oxide styrene on striatal neuron culture]. Giornale italiano di medicina del lavoro ed ergonomia 20030101
Carcinogenicity and mechanistic insights on the behavior of epoxides and epoxide-forming chemicals. Annals of the New York Academy of Sciences 20021201
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Pilot-scale production of (S)-styrene oxide from styrene by recombinant Escherichia coli synthesizing styrene monooxygenase. Biotechnology and bioengineering 20021005
Effect of the inhibition of the metabolism of 4-vinylphenol on its hepatotoxicity and pneumotoxicity in rats and mice. Toxicology 20020930
Detection of cellular responses to toxicants by dielectrophoresis. Biochimica et biophysica acta 20020831
Square wave voltammetric detection of chemical DNA damage with catalytic poly(4-vinylpyridine)-Ru(bpy)2(2+) films. Analytical chemistry 20020815
Physiologically based pharmacokinetic modeling of styrene and styrene oxide respiratory-tract dosimetry in rodents and humans. Inhalation toxicology 20020801
Oxiranyl anion-mediated synthesis of highly enantiomerically enriched styrene oxide derivatives. Organic letters 20020711
Spectrum of styrene-induced DNA adducts: the relationship to other biomarkers and prospects in human biomonitoring. Mutation research 20020701
Activation of microsomal epoxide hydrolase by interaction with cytochromes P450: kinetic analysis of the association and substrate-specific activation of epoxide hydrolase function. Archives of biochemistry and biophysics 20020615
Sequence mapping of epoxide adducts in human hemoglobin with LC-tandem MS and the SALSA algorithm. Chemical research in toxicology 20020601
Styrene respiratory tract toxicity and mouse lung tumors are mediated by CYP2F-generated metabolites. Regulatory toxicology and pharmacology : RTP 20020601
Influence of GSTM1 and GSTT1 genotypes on sister chromatid exchange induction by styrene in cultured human lymphocytes. Carcinogenesis 20020501
Styrene 7,8-oxide induces caspase activation and regular DNA fragmentation in neuronal cells. Brain research 20020412
DNA adducts of styrene-7,8-oxide in target and non-target organs for tumor induction in rat and mouse after repeated inhalation exposure to styrene. Mutation research 20020320
Physiologically based modeling of the inhalation kinetics of styrene in humans using a bayesian population approach. Toxicology and applied pharmacology 20020215
Estimation of a possible tumorigenic risk of styrene from daily intake via food and ambient air. Toxicology letters 20020105
DNA damage and repair in human leukocytes exposed to styrene-7,8-oxide measured by the comet assay. Toxicology letters 20020105
Structural analysis of styrene oxide/haemoglobin adducts by mass spectrometry: identification of suitable biomarkers for human exposure evaluation. Rapid communications in mass spectrometry : RCM 20020101
PKQuest: a general physiologically based pharmacokinetic model. Introduction and application to propranolol. BMC clinical pharmacology 20020101
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The role of cytochromes P-450 in styrene induced pulmonary toxicity and carcinogenicity. Toxicology 20011214
Detection of DNA adducts using a quantitative long PCR technique and the fluorogenic 5' nuclease assay (TaqMan). Mutation research 20011212
Physiological modeling of the relative contributions of styrene-7,8-oxide derived from direct inhalation and from styrene metabolism to the systemic dose in humans. Toxicological sciences : an official journal of the Society of Toxicology 20011201
Highly efficient asymmetric epoxidation of alkenes with a D(4)-symmetric chiral dichlororuthenium(IV) porphyrin catalyst. The Journal of organic chemistry 20011130
Kinetics of formation of specific styrene oxide adducts in double-stranded DNA. Chemico-biological interactions 20011128
Detection of chemically induced DNA damage in layered films by catalytic square wave voltammetry using Ru(bpy)3(2+). Analytical chemistry 20011015
Polymorphism of xenobiotic-metabolizing enzymes and excretion of styrene-specific mercapturic acids. Chemical research in toxicology 20011001
Investigation of protein-styrene oxide adducts as a molecular biomarker of human exposed to styrene. Journal of environmental sciences (China) 20011001
DNA adducts, strand breaks and micronuclei in mice exposed to styrene by inhalation. Chemico-biological interactions 20010928
The toxicity of styrene to the nasal epithelium of mice and rats: studies on the mode of action and relevance to humans. Chemico-biological interactions 20010831
Antimutagenic activity of organosulfur compounds from Allium is associated with phase II enzyme induction. Mutation research 20010822
Metabolism of the styrene metabolite 4-vinylphenol by rat and mouse liver and lung. Journal of toxicology and environmental health. Part A 20010810
Stereoselective synthesis of styrene oxides via a Mitsunobu cyclodehydration. Organic letters 20010809
Stereochemical metabolism of styrene in volunteers. International archives of occupational and environmental health 20010701
Determination of styrene and styrene-7,8-oxide in human blood by gas chromatography-mass spectrometry. Journal of chromatography. B, Biomedical sciences and applications 20010605
Effect of mass transfer limitations on the enzymatic kinetic resolution of epoxides in a two-liquid-phase system. Biotechnology and bioengineering 20010405
Genotoxic effects of styrene-7,8-oxide in human white blood cells: comet assay in relation to the induction of sister-chromatid exchanges and micronuclei. Mutation research 20010405
Biotransformations catalyzed by cloned p-cymene monooxygenase from Pseudomonas putida F1. Applied microbiology and biotechnology 20010401
Effects of styrene-7,8-oxide over p53, p21, bcl-2 and bax expression in human lymphocyte cultures. Mutagenesis 20010301
Metabolism of styrene in the human liver in vitro: interindividual variation and enantioselectivity. Xenobiotica; the fate of foreign compounds in biological systems 20010201
Chronic toxicity/oncogenicity study of styrene in CD-1 mice by inhalation exposure for 104 weeks. Journal of applied toxicology : JAT 20010101
Role of glutathione S-transferase mu (GSTM1) in styrene-7,8-oxide toxicity and mutagenicity. Environmental and molecular mutagenesis 20010101
Sequestration of biological reactive intermediates by trapping as covalent enzyme-intermediate complex. Advances in experimental medicine and biology 20010101
Stereochemistry of styrene biotransformation. Drug metabolism reviews 20010101
Efficient nonmutagenic replication bypass of DNAs containing beta-adducts of styrene oxide at adenine N(6). Environmental and molecular mutagenesis 20010101
Metabolism of styrene-7,8-oxide in human liver in vitro: interindividual variation and stereochemistry. Toxicology and applied pharmacology 20001115
Protein adducts as dosimeters of human exposure to styrene, styrene-7,8-oxide, and benzene. Toxicology letters 19990905
Styrene metabolism in Exophiala jeanselmei and involvement of a cytochrome P-450-dependent styrene monooxygenase. Applied and environmental microbiology 19960401
Glutathione conjugation of microsome-mediated and synthetic aflatoxin B1-8,9-oxide by purified glutathione S-transferases from rats. Cancer letters 19920710
Glutathione conjugation of styrene 7,8-oxide enantiomers by major glutathione transferase isoenzymes isolated from rat livers. Biochemical pharmacology 19891215
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