Cannabis Compound Database: Showing Compound Card for Styrene (CDB000668)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References Show 2 proteins XML

Record Information

Version

1.0

Created at

2020-03-19 00:50:06 UTC

Updated at

2020-12-07 19:07:39 UTC

CannabisDB ID

CDB000668

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common 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. Styrene has also been detected in the volatile fraction of Cannabis sativa samples obtained from police seizures (PMID: 26657499 ).

Structure

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

Synonyms

Value	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

Chemical Formula

C₈H₈

Average Molecular Weight

104.15

Monoisotopic Molecular Weight

104.0626

IUPAC Name

ethenylbenzene

Traditional Name

styrene

CAS Registry Number

100-42-5

SMILES

C=CC1=CC=CC=C1

InChI Identifier

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

InChI Key

PPBRXRYQALVLMV-UHFFFAOYSA-N

Chemical Taxonomy

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:

Industrial application:

Food and nutrition:

Flavoring agent

Environmental role:

Biological role:

Nutrient

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	-33 °C	Not Available
Boiling Point	145 °C	Wikipedia
Water Solubility	0.31 mg/mL at 25 °C	Not Available
logP	2.95	Not Available

Predicted Properties

Property	Value	Source
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

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

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Taste receptor type 1 member 3	TAS1R3	1p36.33	Q7RTX0	details
Taste receptor type 1 member 2	TAS1R2	1p36.13	Q8TE23	details

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0034240

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Styrene

METLIN ID

Not Available

PubChem Compound

7501

PDB ID

Not Available

ChEBI ID

27452

References

General References

Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]

Showing Compound Card for Styrene (CDB000668)

Structure for CDB000668 (Styrene)