Cannabis Compound Database: Showing Compound Card for Toluene (CDB000673)

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Record Information

Version

1.0

Created at

2020-03-19 00:50:25 UTC

Updated at

2020-12-07 19:07:39 UTC

CannabisDB ID

CDB000673

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Toluene

Description

Toluene, also known as methylbenzene or toluol, belongs to the class of organic compounds known as toluenes. Although toluene has been detected in all living species, ranging from bacteria to humans, its main application is as a solvent for many industrial products, such as glues, paints, veterinary drugs, insecticides and agrochemicals. Toluene is a compound constituted by a benzene ring bearing a methyl group. In veterinary, toluene is used for the removal of ascarids (Toxocara canis and Toxascaris leonina) and hookworms (Ancylostoma caninum and Uncinaria stenocephala) and as an aid in removing tapeworms (Taenia pisiformis, Dipylidium caninum, and Echinococcus granulosus) from dogs and cats. Toluene is a sweet and paint tasting compound. Toluene is found in the highest concentration within several different plant sources, such as black walnuts, rosemaries, and corianders. Toluene has also been detected, but not quantified, in several different foods, such as prickly pears, citrus, yellow bell peppers, apples, and garden tomato. It has also been detected as a volatile component of cannabis plants (PMID: 26657499 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Methylbenzene	ChEBI
Phenylmethane	ChEBI
Toluen	ChEBI
Toluol	ChEBI
Methyl-benzene	HMDB
Methylbenzene, 9ci	HMDB
Methylbenzol	HMDB
Monomethyl benzene	HMDB
Phenyl-methane	HMDB

Chemical Formula

C₇H₈

Average Molecular Weight

92.14

Monoisotopic Molecular Weight

92.0626

IUPAC Name

toluene

Traditional Name

toluene

CAS Registry Number

3101-08-4

SMILES

CC1=CC=CC=C1

InChI Identifier

InChI=1S/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H3

InChI Key

YXFVVABEGXRONW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as toluenes. Toluenes are compounds containing a benzene ring which bears a methane group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Toluenes

Direct Parent

Toluenes

Alternative Parents

Substituents

Toluene
Aromatic hydrocarbon
Unsaturated hydrocarbon
Hydrocarbon
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

toluenes (CHEBI:17578 )
methylbenzene (CHEBI:17578 )
an aromatic compound (TOLUENE )

Ontology

Ingestion

Source:

Food

Environmental:

Tobacco smoke

Biological:

Plant

Biological location:

Subcellular:

Biofluid and excreta:

Role

Indirect biological role:

Neurotoxin

Environmental role:

Industrial application:

Fuel additive

Household products:

Antimicrobial agent:

Antiparasitic

Pharmaceutical industry:

Biological role:

Nutrient

Molecular messenger:

Neurotransmitter

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	-95 °C	Not Available
Boiling Point	111 °C	Wikipedia
Water Solubility	0.53 mg/mL at 25 °C	Not Available
logP	2.73	Not Available

Predicted Properties

Property	Value	Source
logP	2.56	ALOGPS
logP	2.49	ChemAxon
logS	-2.3	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	31.1 m³·mol⁻¹	ChemAxon
Polarizability	10.97 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)	splash10-0006-9000000000-93f195a62ea6129f7e07	2014-09-20	View Spectrum
GC-MS	Toluene, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-21366c9a473a72238c27	Spectrum
GC-MS	Toluene, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-52239a45c9c9b566eb6b	Spectrum
GC-MS	Toluene, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-9484aa3a95c9d0168f91	Spectrum
GC-MS	Toluene, non-derivatized, GC-MS Spectrum	splash10-0006-9200000000-40a95d60297275bbf5b7	Spectrum
GC-MS	Toluene, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-21366c9a473a72238c27	Spectrum
GC-MS	Toluene, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-52239a45c9c9b566eb6b	Spectrum
GC-MS	Toluene, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-9484aa3a95c9d0168f91	Spectrum
GC-MS	Toluene, non-derivatized, GC-MS Spectrum	splash10-0006-9200000000-40a95d60297275bbf5b7	Spectrum
Predicted GC-MS	Toluene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9000000000-4e58dd253dfd47768489	Spectrum
Predicted GC-MS	Toluene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-1f40b8989b6d02b683a7	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-55a3cd8f1a8934fefca2	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9000000000-32369d8d8789022995d6	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-ac6c69ea19d94fcc4bef	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-ac6c69ea19d94fcc4bef	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-65b85e7431f79c0337cf	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-6c595507c6d341fba2bb	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-874dba65aad314ac5cbd	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-016r-9000000000-38f2d3fc1e4ca15d775c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-5671d4c535a6553aaf0d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-5671d4c535a6553aaf0d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-d6e15df8624d98b1dd9c	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, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	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

HMDB0034168

DrugBank ID

DB11558

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Toluene

METLIN ID

Not Available

PubChem Compound

1140

PDB ID

MBN

ChEBI ID

17578

References

General References

Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
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 Toluene (CDB000673)

Structure for CDB000673 (Toluene)