Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-11 19:02:38 UTC
Update Date2021-10-13 06:39:47 UTC
HMDB IDHMDB0034240
Secondary Accession Numbers
  • HMDB34240
Metabolite Identification
Common NameStyrene
DescriptionStyrene, also known as vinylbenzene or phenylethylene, belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. The metabolites of styrene are excreted mainly in the urine. Styrene is possibly neutral. Styrene is a sweet, balsamic, and floral tasting compound. Styrene has been detected, but not quantified, in several different foods, such as coffee and coffee products, fruits, cocoa and cocoa products, alcoholic beverages, and chinese cinnamons. This could make styrene a potential biomarker for the consumption of these foods. 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; the styrene glycol is subsequently converted to mandelic acid, phenylglyoxylic acid, and hippuric acid. Styrene, with regard to humans, has been found to be associated with several diseases such as nonalcoholic fatty liver disease and ulcerative colitis; styrene has also been linked to the inborn metabolic disorder celiac disease. 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.
Structure
Data?1601267889
Synonyms
ValueSource
EthenylbenzeneChEBI
PhenyletheneChEBI
PhenylethyleneChEBI
StyrenChEBI
StyrolChEBI
VinylbenzeneChEBI
Monomer, styreneMeSH
Styrene monomerMeSH
CinnameneHMDB
CinnamenolHMDB
CinnaminolHMDB
CinnamolHMDB
Ethenyl-benzeneHMDB
Ethenylbenzene, 9ciHMDB
PhenethyleneHMDB
Phenyl-ethyleneHMDB
StyroleneHMDB
Vinyl benzeneHMDB
Vinyl-benzeneHMDB
VinylbenzolHMDB
Chemical FormulaC8H8
Average Molecular Weight104.1491
Monoisotopic Molecular Weight104.062600256
IUPAC Nameethenylbenzene
Traditional Namestyrene
CAS Registry Number100-42-5
SMILES
C=CC1=CC=CC=C1
InChI Identifier
InChI=1S/C8H8/c1-2-8-6-4-3-5-7-8/h2-7H,1H2
InChI KeyPPBRXRYQALVLMV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassStyrenes
Direct ParentStyrenes
Alternative Parents
Substituents
  • Styrene
  • Aromatic hydrocarbon
  • Cyclic olefin
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-33 °CNot Available
Boiling Point145.00 to 146.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.31 mg/mL at 25 °CNot Available
LogP2.95Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.1 g/LALOGPS
logP10(2.92) g/LALOGPS
logP10(2.71) g/LChemAxon
logS10(-3) g/LALOGPS
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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+119.90131661259
DarkChem[M-H]-117.23631661259
DeepCCS[M+H]+121.59930932474
DeepCCS[M-H]-118.92230932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
StyreneC=CC1=CC=CC=C11263.8Standard polar33892256
StyreneC=CC1=CC=CC=C1889.8Standard non polar33892256
StyreneC=CC1=CC=CC=C1874.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Styrene CI-B (Non-derivatized)splash10-0a4i-0900000000-582bcbfa5c258cd958c72017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Styrene CI-B (Non-derivatized)splash10-0a4i-0900000000-582bcbfa5c258cd958c72018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Styrene GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-9700000000-fcc077c4a70991516aa22016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Styrene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0udi-9800000000-1fdcf83a0134198725e52014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Styrene LC-ESI-QFT , positive-QTOFsplash10-000i-9000000000-65bc7025d0f2533264562020-07-21HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Styrene n/a 10V, positive-QTOFsplash10-004i-9100000000-5280fafb1a35e353dc3d2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Styrene n/a 30V, positive-QTOFsplash10-004i-9200000000-872c7b6ee7f7a539f7ac2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Styrene n/a 50V, positive-QTOFsplash10-004i-9200000000-f1c3135a0df129e8ec5f2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Styrene n/a 75V, positive-QTOFsplash10-0fb9-9100000000-c41887824ab40bd096762020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Styrene n/a 100V, positive-QTOFsplash10-0ufr-9000000000-a08dcd64cf252eac173d2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Styrene n/a 125V, positive-QTOFsplash10-0ufr-9000000000-6d6f3165b72ff298647c2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Styrene n/a 150V, positive-QTOFsplash10-0ufr-9000000000-af157200fe186aee05192020-07-22HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Styrene 10V, Positive-QTOFsplash10-0a4i-0900000000-257f37595a29cd4d05162016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Styrene 20V, Positive-QTOFsplash10-0a4i-1900000000-29144f6013919212fc122016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Styrene 40V, Positive-QTOFsplash10-056r-9300000000-55e21db93c2a93dcb2292016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Styrene 10V, Negative-QTOFsplash10-0udi-0900000000-93a8c8c37d30fea4dc592016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Styrene 20V, Negative-QTOFsplash10-0udi-0900000000-1346486826c15e466ac62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Styrene 40V, Negative-QTOFsplash10-0udi-6900000000-9cf38d14243780fea0da2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Styrene 10V, Positive-QTOFsplash10-0a4i-0900000000-d9a37da852aa04958c502021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Styrene 20V, Positive-QTOFsplash10-056r-9600000000-b66c0ed4c5a2ec64853d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Styrene 40V, Positive-QTOFsplash10-004i-9000000000-b463cbf4ba16bde190ec2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Styrene 10V, Negative-QTOFsplash10-0udi-0900000000-138b8c24fd394024a31a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Styrene 20V, Negative-QTOFsplash10-0udi-0900000000-138b8c24fd394024a31a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Styrene 40V, Negative-QTOFsplash10-004i-9000000000-73515b4a2a95628c8b692021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Breath
  • Feces
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.000490 (0.000422-0.00528) uMAdult (>18 years old)Not SpecifiedNormal
    • National Health a...
details
BloodDetected and Quantified0.000374 (0.000298-0.00470) uMChildren (1-13 years old)Not SpecifiedNormal
    • National Health a...
details
BreathDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected and Quantified0-10241.727 nmol/g wet fecesChildren (1-13 years old)Not Specified
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected and Quantified0-315189.153 nmol/g wet fecesChildren (1-13 years old)Not Specified
Treated celiac disease
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Campylobacter jejuni infection
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Clostridium difficile infection
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Ulcerative Colitis
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Nonalcoholic fatty liver disease (NAFLD)
details
Associated Disorders and Diseases
Disease References
Ulcerative colitis
  1. Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
Nonalcoholic fatty liver disease
  1. Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]
Celiac disease
  1. Di Cagno R, De Angelis M, De Pasquale I, Ndagijimana M, Vernocchi P, Ricciuti P, Gagliardi F, Laghi L, Crecchio C, Guerzoni ME, Gobbetti M, Francavilla R: Duodenal and faecal microbiota of celiac children: molecular, phenotype and metabolome characterization. BMC Microbiol. 2011 Oct 4;11:219. doi: 10.1186/1471-2180-11-219. [PubMed:21970810 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012552
KNApSAcK IDC00037855
Chemspider ID7220
KEGG Compound IDC19506
BioCyc IDCPD-1092
BiGG IDNot Available
Wikipedia LinkStyrene
METLIN IDNot Available
PubChem Compound7501
PDB IDNot Available
ChEBI ID27452
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00029824
Good Scents IDrw1009281
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Roder-Stolinski C, Fischader G, Oostingh GJ, Feltens R, Kohse F, von Bergen M, Morbt N, Eder K, Duschl A, Lehmann I: Styrene induces an inflammatory response in human lung epithelial cells via oxidative stress and NF-kappaB activation. Toxicol Appl Pharmacol. 2008 Sep 1;231(2):241-7. doi: 10.1016/j.taap.2008.04.010. Epub 2008 Apr 29. [PubMed:18554678 ]
  2. Alonso S, Bartolome-Martin D, del Alamo M, Diaz E, Garcia JL, Perera J: Genetic characterization of the styrene lower catabolic pathway of Pseudomonas sp. strain Y2. Gene. 2003 Nov 13;319:71-83. [PubMed:14597173 ]
  3. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .