U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C8H8
Molecular Weight 104.1491
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of STYRENE

SMILES

C=CC1=CC=CC=C1

InChI

InChIKey=PPBRXRYQALVLMV-UHFFFAOYSA-N
InChI=1S/C8H8/c1-2-8-6-4-3-5-7-8/h2-7H,1H2

HIDE SMILES / InChI

Molecular Formula C8H8
Molecular Weight 104.1491
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created using several sources including: http://www.ncbi.nlm.nih.gov/pubmed/16577143); https://www3.epa.gov/ttn/atw/hlthef/styrene.html; http://www8.nationalacademies.org/onpinews/newsitem.aspx?RecordID=18725

Styrene is used in the production of polystyrene plastics and resins, and in the synthesis of materials for ion exchange resins, and copolymer production. Styrene was originally extracted from the tree storax in 19th century. Its use in rubber production started at the beginning of the 20th century after in E.P. Heinmenn et al succeed in accelerating the polymerization of styrene to rubber in 1910. It is an oily colorless to yellow liquid found in many consumer products (plastic packaging, food containers, and household goods). Short-term exposure to styrene results in respiratory effects, eye irritation, and gastrointestinal effects. Long-term exposure has effects on the central nervous system. Exposure to styrene occurs due to emissions from building materials, consumer products, tobacco smoke, vehicle exhaust or occupational exposure during its industrial processing. Styrene is reasonably anticipated to be a human carcinogen.

CNS Activity

Curator's Comment: Long-term exposure to styrene in humans results in headache, fatigue, weakness, and depression, CSN dysfunction, hearing loss, and peripheral neuropathy.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Isoprene-styrene copolymer elastomer and tetrahydrofurfuryl methacrylate mixtures for soft prosthetic applications.
2001-09
Self-assembly of folded m-phenylene ethynylene oligomers into helical columns.
2001-08-22
The nonmutagenic (R)- and (S)-beta-(N(6)-adenyl)styrene oxide adducts are oriented in the major groove and show little perturbation to DNA structure.
2001-08-21
Voltage-modulated millimeter-wave spectroscopy on a polymer diode: mesoscopic charge transport in conjugated polymers.
2001-08-20
Conformational gating of long distance electron transfer through wire-like bridges in donor-bridge-acceptor molecules.
2001-08-15
Metabolism of the styrene metabolite 4-vinylphenol by rat and mouse liver and lung.
2001-08-10
[Use of gas and liquid chromatography methods in studying the metabolism of organic compounds (review)].
2001-08-10
Immobilization of chiral ligands on polymer fibers by electron beam induced grafting and applications in enantioselective catalysis.
2001-08-09
Stereoselective synthesis of styrene oxides via a Mitsunobu cyclodehydration.
2001-08-09
Atom transfer radical polymerization from nanoparticles: a tool for the preparation of well-defined hybrid nanostructures and for understanding the chemistry of controlled/"living" radical polymerizations from surfaces.
2001-08-08
Blends of isoprene-styrene/methacrylate monomer systems as denture soft lining material.
2001-08
Structural, magnetic and catalytic properties of a self-recognized mu-oxo-bridged diiron(III) bis(benzimidazole) complex.
2001-07-30
The kinetics of catalytic incineration of styrene over a MnO/Fe2O3 catalyst.
2001-07-25
Characterization of volatile organic compounds in smoke at municipal structural fires.
2001-07-20
Preparation of dendritic and non-dendritic styryl-substituted Salens for cross-linking suspension copolymerization with styrene and multiple use of the corresponding Mn and Cr complexes in enantioselective epoxidations and hetero-Diels-Alder reactions.
2001-07-02
Electrochromics by intramolecular redox switching of single bonds.
2001-07-02
Certain styrene oligomers have proliferative activity on MCF-7 human breast tumor cells and binding affinity for human estrogen receptor.
2001-07
Affinity chromatography of proteins on non-porous copolymerized particles of styrene, methyl methacrylate and glycidyl methacrylate.
2001-06-29
Conductance switching in single molecules through conformational changes.
2001-06-22
Determination of the oestrogenic (uterotrophic) activity of extracts of 'general purpose polystyrene (GPPS)' using immature female rats.
2001-06-19
Chronic toxicity/oncogenicity study of styrene in CD-1 mice by inhalation exposure for 104 weeks.
2001-06-19
Characterization of volatile organic compounds in smoke at experimental fires.
2001-06-08
Determination of styrene and styrene-7,8-oxide in human blood by gas chromatography-mass spectrometry.
2001-06-05
Dose-response implications of the University of Alabama study of lymphohematopoietic cancer among workers exposed to 1,3-butadiene and styrene in the synthetic rubber industry.
2001-06-01
Application of process chemistry and SAR modelling to the evaluation of health findings of lower olefins.
2001-06-01
Leukemia and exposure to 1,3-butadiene, styrene and dimethyldithiocarbamate among workers in the synthetic rubber industry.
2001-06-01
Biomarkers for assessing occupational exposures to 1,3-butadiene.
2001-06-01
Occupational exposure to butadiene, isoprene and chloroprene.
2001-06-01
Overview of isoprene monomer and polyisoprene production processes.
2001-06-01
BD monomer and elastomer production processes.
2001-06-01
1,3-Butadiene, isoprene and chloroprene: reviews by the IARC monographs programme, outstanding issues, and research priorities in epidemiology.
2001-06-01
Chemiluminescent flow-through sensor for 1,10-phenanthroline based on the combination of molecular imprinting and chemiluminescence.
2001-06
Effects of exposure to organic solvents on menstrual cycle length.
2001-06
Toxicity tests to assess pollutants removal during wastewater treatment and the quality of receiving waters in Argentina.
2001-06
First phenylenevinylene based organogels: self-assembled nanostructures via cooperative hydrogen bonding and pi-stacking.
2001-05-30
A novel consecutive chain transfer reaction to p-methylstyrene and hydrogen during metallocene-mediated olefin polymerization.
2001-05-30
Hazards associated with the boat building industry in New Zealand.
2001-05-25
Asymmetric inter- and intramolecular cyclopropanation of alkenes catalyzed by chiral ruthenium porphyrins. Synthesis and crystal structure of a chiral metalloporphyrin carbene complex.
2001-05-09
Complexation of unsaturated carbon-carbon bonds in pi-conjugated polymers with transition metals.
2001-05-02
Metabolic capacity and interindividual variation in toxicokinetics of styrene in volunteers.
2001-05
Thermolysis of free-radical initiators: tert-butylazocumene and its 1,3- and 1,4-bisazo and 1,3,5-trisazo analogues.
2001-04-25
Microbial treatment of a styrene-contaminated air stream in a biofilter with high elimination capacities.
2001-04
Styrene-induced hearing loss: a membrane insult.
2001-04
Soluble electroluminescent poly(phenylene vinylene)s with balanced electron- and hole injections.
2001-03-14
Oligonucleotide-directed assembly of materials: defined oligomers.
2001-03-07
A new polymer-anchored chiral catalyst for asymmetric Michael addition reactions.
2001-02-08
Metabolism of styrene in the human liver in vitro: interindividual variation and enantioselectivity.
2001-02
Predominant 1,2-insertion of styrene in the Pd-catalyzed alternating copolymerization with carbon monoxide.
2001-01-31
Highly enantioselective and regioselective biocatalytic azidolysis of aromatic epoxides.
2001-01-11
Toxicity and biodegradation of products from polyester hydrolysis.
2001
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: In an experimental human study, the kinetics of styrene metabolism in 8 male workers from the plastics industry were compared with those of 8 subjects not previously exposed to solvents. About 63% of the amount supplied (4.6 mmol styrene) was taken up in the body.
2.84 mmol/m3 (296 mg/m3) styrene exposure for 2 hours during light physical exercise.
Route of Administration: Respiratory
In Vitro Use Guide
Curator's Comment: The influence of styrene on the induction of oxidative stress and the activation of the nuclear factor-kappa B (NF-kappaB) signalling pathway in human lung epithelial cells (A549).
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:53:30 GMT 2025
Edited
by admin
on Mon Mar 31 17:53:30 GMT 2025
Record UNII
44LJ2U959V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
STYRENE
HSDB   MI  
Systematic Name English
NSC-62785
Preferred Name English
VINYLBENZENE
Systematic Name English
COLESTYRAMINE IMPURITY A [EP IMPURITY]
Common Name English
ETHENYLBENZENE
Systematic Name English
STYROPOL SO
Common Name English
STYRENE [MI]
Common Name English
STYRENE [HSDB]
Common Name English
STYROLENE
Common Name English
STYRENE [IARC]
Common Name English
SODIUM POLYSTYRENE SULFONATE IMPURITY A [EP IMPURITY]
Common Name English
FEMA NO. 3233
Code English
PHENYLETHYLENE
Systematic Name English
CINNAMENE
Common Name English
MAOMIN SM
Common Name English
TTB 7302
Code English
Classification Tree Code System Code
CFR 21 CFR 172.515
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
Food Contact Sustance Notif, (FCN No.) FCN NO. 1145
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
Code System Code Type Description
MERCK INDEX
m10260
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID2021284
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-851-5
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY
RXCUI
1362878
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY RxNorm
CHEBI
27452
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY
CAS
100-42-5
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY
DAILYMED
44LJ2U959V
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY
WIKIPEDIA
STYRENE
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY
PUBCHEM
7501
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY
NSC
62785
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY
SMS_ID
300000053593
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY
MESH
D020058
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY
FDA UNII
44LJ2U959V
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY
HSDB
171
Created by admin on Mon Mar 31 17:53:30 GMT 2025 , Edited by admin on Mon Mar 31 17:53:30 GMT 2025
PRIMARY
Related Record Type Details
METABOLITE -> PARENT
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP