Record Information
Version1.0
Creation date2010-04-08 22:10:14 UTC
Update date2020-09-17 15:35:46 UTC
Primary IDFDB012552
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameStyrene
DescriptionStyrene, also known as styrol or vinylbenzene, belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. It is a colorless oily liquid that evaporates easily and has a sweet smell, although high concentrations have a less pleasant odor. Styrene is named after storax balsam, the resin of liquidambar trees of the Altingiaceae plant family. Styrene is a sweet, balsamic, and floral tasting compound. Styrene has been detected in several different foods, such as coffee and coffee products, fruits, cocoa and cocoa products, alcoholic beverages, and chinese cinnamons. A minor pathway of styrene metabolism involves the formation of phenylacetaldehyde from styrene 7,8-oxide or cytochrome P450 conversion of styrene to pheylethanol and subsequent metabolism to phenylacetic acid. Styrene is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Styrene oxide is predominantly metabolized by epoxide hydrolase to form styrene glycol, styrene glycol is subsequently converted to mandelic acid, phenylglyoxylic acid, and hippuric acid. Styrene may be absorbed following ingestion, inhalation, or dermal exposure. Breathing high levels of styrene may cause nervous system effects such as changes in color vision, tiredness, feeling drunk, slowed reaction time, concentration problems, or balance problems. Chest burning, wheezing, and dyspnea may also occur. Styrene causes nervous system depression and may be carcinogenic.
CAS Number100-42-5
Structure
Thumb
Synonyms
SynonymSource
Benzene, ethenyl-biospider
Benzene, vinyl-biospider
Cinnamenedb_source
Cinnamenolbiospider
Cinnaminolbiospider
Cinnamoldb_source
Ethenyl-benzeneHMDB
EthenylbenzeneChEBI
Ethenylbenzene, 9CIdb_source
Ethylene, phenyl-biospider
Phenethylenedb_source
Phenyl-ethyleneHMDB
Phenylethenedb_source
Phenylethylenedb_source
StyrenChEBI
Styroldb_source
Styrolenedb_source
Vinyl benzenebiospider
Vinyl-benzeneHMDB
Vinylbenzenedb_source
Vinylbenzolbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.1 g/LALOGPS
logP2.92ALOGPS
logP2.71ChemAxon
logS-3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.74 m³·mol⁻¹ChemAxon
Polarizability12.18 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H8
IUPAC nameethenylbenzene
InChI IdentifierInChI=1S/C8H8/c1-2-8-6-4-3-5-7-8/h2-7H,1H2
InChI KeyPPBRXRYQALVLMV-UHFFFAOYSA-N
Isomeric SMILESC=CC1=CC=CC=C1
Average Molecular Weight104.1491
Monoisotopic Molecular Weight104.062600256
Classification
ClassificationNot classified
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Indirect biological role:

Industrial application:

Environmental role:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 92.26%; H 7.74%DFC
Melting PointMp -33°DFC
Boiling PointBp20 48°DFC
Experimental Water Solubility0.31 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP2.95HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd20 0.91DFC
Refractive Indexn20D 1.5463DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0udi-9800000000-1fdcf83a0134198725e52014-09-20View Spectrum
GC-MSStyrene, non-derivatized, GC-MS Spectrumsplash10-0a4i-0900000000-582bcbfa5c258cd958c7Spectrum
GC-MSStyrene, non-derivatized, GC-MS Spectrumsplash10-0a4i-0900000000-582bcbfa5c258cd958c7Spectrum
Predicted GC-MSStyrene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udi-9700000000-fcc077c4a70991516aa2Spectrum
Predicted GC-MSStyrene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-000i-9000000000-65bc7025d0f2533264562020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 10V, positivesplash10-004i-9100000000-5280fafb1a35e353dc3d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 30V, positivesplash10-004i-9200000000-872c7b6ee7f7a539f7ac2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 50V, positivesplash10-004i-9200000000-f1c3135a0df129e8ec5f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 75V, positivesplash10-0fb9-9100000000-c41887824ab40bd096762020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 100V, positivesplash10-0ufr-9000000000-a08dcd64cf252eac173d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 125V, positivesplash10-0ufr-9000000000-6d6f3165b72ff298647c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 150V, positivesplash10-0ufr-9000000000-af157200fe186aee05192020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-257f37595a29cd4d05162016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1900000000-29144f6013919212fc122016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-056r-9300000000-55e21db93c2a93dcb2292016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-93a8c8c37d30fea4dc592016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-1346486826c15e466ac62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-6900000000-9cf38d14243780fea0da2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0900000000-d9a37da852aa04958c502021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056r-9600000000-b66c0ed4c5a2ec64853d2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9000000000-b463cbf4ba16bde190ec2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-138b8c24fd394024a31a2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-138b8c24fd394024a31a2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-73515b4a2a95628c8b692021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 15.09 MHz, CDCl3, experimental)Spectrum
ChemSpider ID7220
ChEMBL IDCHEMBL285235
KEGG Compound IDC19506
Pubchem Compound ID7501
Pubchem Substance IDNot Available
ChEBI ID27452
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34240
CRC / DFC (Dictionary of Food Compounds) IDHHX01-F:HHX01-F
EAFUS ID3551
Dr. Duke IDSTYROL|STYRENE
BIGG IDNot Available
KNApSAcK IDC00037855
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID100-42-5
GoodScent IDrw1009281
SuperScent IDNot Available
Wikipedia IDStyrene
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
irritantDUKE
narcotic35482 A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.DUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
balsamic
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
gasoline
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
balsam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
plastic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).