AFCDB: Styrene (FDB012552)

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

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	2.92	ALOGPS
logP	2.71	ChemAxon
logS	-3	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	35.74 m³·mol⁻¹	ChemAxon
Polarizability	12.18 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

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

styrenes (CHEBI:27452 )
acyclic olefin (CHEBI:27452 )
vinylarene (CHEBI:27452 )
styrenes (C07083 )
a small molecule (CPD-1092 )

Ontology

Physiological effect

Health effect:

Health condition:

Psychiatric disorders:

Depression

Observation:

Liver damage

Ingestion

Source:

Food

Environmental:

Tobacco smoke

Biological:

Animal

Plant:

Biological location:

Subcellular:

Biofluid and excreta:

Role

Indirect biological role:

Mutagen

Industrial application:

Food and nutrition:

Flavoring agent

Environmental role:

Biological role:

Nutrient

Physico-Chemical Properties

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

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

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

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).

Styrene (FDB012552)

Structure for FDB012552 (Styrene)