Record Information |
---|
Version | 1.0 |
---|
Creation date | 2010-04-08 22:10:14 UTC |
---|
Update date | 2020-09-17 15:35:46 UTC |
---|
Primary ID | FDB012552 |
---|
Secondary Accession Numbers | Not Available |
---|
Chemical Information |
---|
FooDB Name | Styrene |
---|
Description | Styrene, 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 Number | 100-42-5 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
Ethenylbenzene | ChEBI | Phenylethene | ChEBI | Phenylethylene | ChEBI | Styren | ChEBI | Styrol | ChEBI | Vinylbenzene | ChEBI | Monomer, styrene | MeSH | Styrene monomer | MeSH | Cinnamene | HMDB | Cinnamenol | HMDB | Cinnaminol | HMDB | Cinnamol | HMDB | Ethenyl-benzene | HMDB | Ethenylbenzene, 9ci | HMDB | Phenethylene | HMDB | Phenyl-ethylene | HMDB | Styrolene | HMDB | Vinyl benzene | HMDB | Vinyl-benzene | HMDB | Vinylbenzol | HMDB | Benzene, ethenyl- | biospider | Benzene, vinyl- | biospider | Ethenylbenzene, 9CI | db_source | Ethylene, phenyl- | biospider |
|
---|
Predicted Properties | |
---|
Chemical Formula | C8H8 |
---|
IUPAC name | ethenylbenzene |
---|
InChI Identifier | InChI=1S/C8H8/c1-2-8-6-4-3-5-7-8/h2-7H,1H2 |
---|
InChI Key | PPBRXRYQALVLMV-UHFFFAOYSA-N |
---|
Isomeric SMILES | C=CC1=CC=CC=C1 |
---|
Average Molecular Weight | 104.1491 |
---|
Monoisotopic Molecular Weight | 104.062600256 |
---|
Classification |
---|
Description | Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. |
---|
Kingdom | Organic compounds |
---|
Super Class | Benzenoids |
---|
Class | Benzene and substituted derivatives |
---|
Sub Class | Styrenes |
---|
Direct Parent | Styrenes |
---|
Alternative Parents | |
---|
Substituents | - Styrene
- Aromatic hydrocarbon
- Cyclic olefin
- Unsaturated hydrocarbon
- Olefin
- Hydrocarbon
- Aromatic homomonocyclic compound
|
---|
Molecular Framework | Aromatic homomonocyclic compounds |
---|
External Descriptors | |
---|
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 | Property | Value | Reference |
---|
Physical state | Liquid | |
---|
Physical Description | Not Available | |
---|
Mass Composition | C 92.26%; H 7.74% | DFC |
---|
Melting Point | Mp -33° | DFC |
---|
Boiling Point | Bp20 48° | DFC |
---|
Experimental Water Solubility | 0.31 mg/mL at 25 oC | YALKOWSKY,SH & DANNENFELSER,RM (1992) |
---|
Experimental logP | 2.95 | HANSCH,C ET AL. (1995) |
---|
Experimental pKa | Not Available | |
---|
Isoelectric point | Not Available | |
---|
Charge | Not Available | |
---|
Optical Rotation | Not Available | |
---|
Spectroscopic UV Data | Not Available | |
---|
Density | d20 0.91 | DFC |
---|
Refractive Index | n20D 1.5463 | DFC |
---|
|
---|
Spectra |
---|
Spectra | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
EI-MS | Mass Spectrum (Electron Ionization) | splash10-0udi-9800000000-1fdcf83a0134198725e5 | 2014-09-20 | View Spectrum | GC-MS | Styrene, non-derivatized, GC-MS Spectrum | splash10-0a4i-0900000000-582bcbfa5c258cd958c7 | Spectrum | GC-MS | Styrene, non-derivatized, GC-MS Spectrum | splash10-0a4i-0900000000-582bcbfa5c258cd958c7 | Spectrum | Predicted GC-MS | Styrene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0udi-9700000000-fcc077c4a70991516aa2 | Spectrum | Predicted GC-MS | Styrene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
|
---|
MS/MS | Type | Description | Splash Key | View |
---|
MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , positive | splash10-000i-9000000000-65bc7025d0f253326456 | 2020-07-21 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 10V, positive | splash10-004i-9100000000-5280fafb1a35e353dc3d | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 30V, positive | splash10-004i-9200000000-872c7b6ee7f7a539f7ac | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 50V, positive | splash10-004i-9200000000-f1c3135a0df129e8ec5f | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 75V, positive | splash10-0fb9-9100000000-c41887824ab40bd09676 | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 100V, positive | splash10-0ufr-9000000000-a08dcd64cf252eac173d | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 125V, positive | splash10-0ufr-9000000000-6d6f3165b72ff298647c | 2020-07-22 | View Spectrum | MS/MS | LC-MS/MS Spectrum - n/a 150V, positive | splash10-0ufr-9000000000-af157200fe186aee0519 | 2020-07-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0900000000-257f37595a29cd4d0516 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-1900000000-29144f6013919212fc12 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-056r-9300000000-55e21db93c2a93dcb229 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0900000000-93a8c8c37d30fea4dc59 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-0900000000-1346486826c15e466ac6 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0udi-6900000000-9cf38d14243780fea0da | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0900000000-d9a37da852aa04958c50 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-056r-9600000000-b66c0ed4c5a2ec64853d | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-004i-9000000000-b463cbf4ba16bde190ec | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0900000000-138b8c24fd394024a31a | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-0900000000-138b8c24fd394024a31a | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-73515b4a2a95628c8b69 | 2021-09-24 | View Spectrum |
|
---|
NMR | Type | Description | | View |
---|
1D NMR | 1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 15.09 MHz, CDCl3, experimental) | | Spectrum |
|
---|
External Links |
---|
ChemSpider ID | 7220 |
---|
ChEMBL ID | CHEMBL285235 |
---|
KEGG Compound ID | C19506 |
---|
Pubchem Compound ID | 7501 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | 27452 |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | Not Available |
---|
HMDB ID | HMDB34240 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | HHX01-F:HHX01-F |
---|
EAFUS ID | 3551 |
---|
Dr. Duke ID | STYROL|STYRENE |
---|
BIGG ID | Not Available |
---|
KNApSAcK ID | C00037855 |
---|
HET ID | Not Available |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | 100-42-5 |
---|
GoodScent ID | rw1009281 |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | Styrene |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
Food | Content Range | Average | Reference |
---|
Food | | | Reference |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
---|
irritant | | | DUKE | narcotic | 35482 | A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood. | DUKE | perfumery | 48318 | A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. | DUKE |
|
---|
Enzymes | Not Available |
---|
Pathways | Not Available |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Flavor | Citations |
---|
balsamic |
- 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 |
- 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 |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| balsam |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| floral |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| plastic |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
|
|
---|
Files |
---|
MSDS | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not Available |
---|
Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
|
---|