STYRENE OXIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C8H8O
Molecular Weight	120.1485
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1OC1C2=CC=CC=C2

InChI

InChIKey=AWMVMTVKBNGEAK-UHFFFAOYSA-N

InChI=1S/C8H8O/c1-2-4-7(5-3-1)8-6-9-8/h1-5,8H,6H2

HIDE SMILES / InChI

Molecular Formula	C8H8O
Molecular Weight	120.1485
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Approval Year

PubMed

Title	Date	PubMed
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.	2005-06	15826809
Size control of styrene oxide-ethylene oxide diblock copolymer aggregates with classical surfactants: DLS, TEM, and ITC study.	2005-05-10	15877363
Multistate reactivity in styrene epoxidation by compound I of cytochrome p450: mechanisms of products and side products formation.	2005-04-22	15744771
Solubilisation in aqueous micellar solutions of block copoly(oxyalkylene)s.	2005-04-11	15778048
Quantitative measurement of DNA adducts using neutral hydrolysis and LC-MS. Validation of genotoxicity sensors.	2005-04-01	15801738
Ring-oxidized metabolites of styrene contribute to styrene-induced Clara-cell toxicity in mice.	2005-02-13	15762181
Analysis of oxidative stress in SK-N-MC neurons exposed to styrene-7,8-oxide.	2005-02	15582351
Comparison of the depletion of glutathione in mouse liver and lung following administration of styrene and its metabolites styrene oxide and 4-vinylphenol.	2005-01-31	15588928
Purification and characterization of a yeast carbonyl reductase for synthesis of optically active (R)-styrene oxide derivatives.	2005-01	15665471
Review of the in vivo genotoxicity tests performed with styrene.	2005-01	15652227
Styrene oxide DNA adducts: quantitative determination using 31P monitoring.	2005-01	15599716
A new role for glutathione: protection of vitamin B12 from depletion by xenobiotics.	2004-12	15606130
Styrene 7,8-oxide induces mitochondrial damage and oxidative stress in neurons.	2004-09-01	15297027
Direct electrochemiluminescence detection of oxidized DNA in ultrathin films containing [Os(bpy)2(PVP)10]2+.	2004-07-21	15250737
Influence of selected inhibitors on the metabolism of the styrene metabolite 4-vinylphenol in wild-type and CYP2E1 knockout mice.	2004-06-25	15205034
An efficient synthesis of 2-amino alcohols by silica gel catalysed opening of epoxide rings by amines.	2004-05-07	15105916
Comparison of the susceptibility of wild-type and CYP2E1 knockout mice to the hepatotoxic and pneumotoxic effects of styrene and styrene oxide.	2004-05-02	15110085
Donor ligand effect on the nature of the oxygenating species in Mn(III)(salen)-catalyzed epoxidation of olefins: experimental evidence for multiple active oxidants.	2004-04-19	15074985
Unique reactions of glycosyl iodides with oxa- and thiocycloalkane acceptors.	2004-03-18	15012078
Mechanistic approaches for evaluating the toxicity of reactive organochlorines and epoxides in green algae.	2004-03	15285364
Colorimetric high-throughput assay for alkene epoxidation catalyzed by cytochrome P450 BM-3 variant 139-3.	2004-03	15006137
Two-sample scale tests for comparison of metabolic rates for styrene in previously exposed and unexposed groups.	2004-02-28	14755391
[Neurotoxic effect of 7,8-oxide styrene on striatal neuron culture].	2004-02-26	14979086
Enantioselective hydrolysis of various substituted styrene oxides with Aspergillus Niger CGMCC 0496.	2004-02-07	14747870
A recombinant model for assessing the role of GSTM1 in styrene-7,8-oxide toxicity and mutagenicity.	2004-01-15	14698568
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.	2004-01	14727924
Influence of genetic polymorphisms on biomarkers of exposure and genotoxic effects in styrene-exposed workers.	2004	15468052
Epoxide-opening and group-transfer reactions mediated by monomeric zirconium imido complexes.	2003-11-26	14624566
Evaluation of bioanalytical assays for toxicity assessment and mode of toxic action classification of reactive chemicals.	2003-11-01	14620824
[Definition of neurotoxic risk based on the benchmark dose in vitro: illustration with experimental models based on the use of known neurotoxic substances].	2003-10-30	14582258
Refinements to physiologically-based pharmacokinetic model for styrene.	2003-09-30	14524356
Kinetics and mechanism of rhenium-catalyzed O atom transfer from epoxides.	2003-09-10	12952483
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.	2003-08-15	14632140
Enzymatic transformations. Immobilized A. niger epoxide hydrolase as a novel biocatalytic tool for repeated-batch hydrolytic kinetic resolution of epoxides.	2003-08-07	12948199
Association properties of ethylene oxide/styrene oxide diblock copolymer E17S8 in aqueous solution.	2003-07-01	12804917
Quantitative analysis of modified proteins by LC-MS/MS of peptides labeled with phenyl isocyanate.	2003-06-20	12814266
Assessment of biotransformation of the arene moiety of styrene in volunteers and occupationally exposed workers.	2003-06-15	12791301
Models of neurotoxicity: extrapolation of benchmark doses in vitro.	2003-06	12836843
Asymmetric environments in encapsulation complexes.	2003-05-21	12785856
A facile solid-phase synthesis of substituted 2(5H)-furanones from polymer-supported alpha-selenocarboxylic acids.	2003-05-13	12739944
In vitro metabolism of styrene to styrene oxide in liver and lung of Cyp2E1 knockout mice.	2003-05-09	12746132
Construction of a bacterial biosensor for styrene.	2003-05-08	12730005
Epoxidation of styrene by human cyt P450 1A2 by thin film electrolysis and peroxide activation compared to solution reactions.	2003-05-01	12834847
Biocatalysis of nitro substituted styrene oxides by non-conventional yeasts.	2003-05	12882165
Simultaneous direct electrochemiluminescence and catalytic voltammetry detection of DNA in ultrathin films.	2003-04-30	12708874
Effect of epoxide hydrolase and glutathione S-tranferase genotypes on the induction of micronuclei and DNA damage by styrene-7,8-oxide in vitro.	2003-04-20	12694745
Styrene-7,8-oxide activates a complex apoptotic response in neuronal PC12 cell line.	2003-03	12663515
The repair of DNA damage induced in human peripheral lymphocytes with styrene oxide.	2003	14677717
Genetic polymorphism of drug-metabolizing enzymes and styrene-induced DNA damage.	2003	12717779
Styrene-7,8-oxide.	2002	15340978

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:03:49 GMT 2025` Edited by `admin` on `Mon Mar 31 22:03:49 GMT 2025`
Record UNII	9QH06NGT6O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-637

Preferred Name

English

STYRENE OXIDE

Systematic Name

English

STYRENE 7,8-OXIDE

Common Name

English

BENZENE, (EPOXYETHYL)-

Systematic Name

English

STYRENE-7,8-OXIDE [IARC]

Common Name

English

ETHANE, 1,2-EPOXY-1-PHENYL-

Systematic Name

English

STYRENE OXIDE [HSDB]

Common Name

English

(±)-PHENYLOXIRANE

Systematic Name

English

1,2-EPOXYETHYLBENZENE

Systematic Name

English

STYRYL OXIDE

Systematic Name

English

PHENETHYLENE OXIDE

Common Name

English

OXIRANE, 2-PHENYL-

Systematic Name

English

.ALPHA.,.BETA.-EPOXYSTYRENE

Systematic Name

English

(±)-STYRENE OXIDE

Systematic Name

English

NSC-7582

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C45408