Record Information
Version1.0
Created at2020-03-19 00:50:25 UTC
Updated at2020-12-07 19:07:39 UTC
CannabisDB IDCDB000673
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameToluene
DescriptionToluene, 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
Thumb
Synonyms
ValueSource
MethylbenzeneChEBI
PhenylmethaneChEBI
ToluenChEBI
ToluolChEBI
Methyl-benzeneHMDB
Methylbenzene, 9ciHMDB
MethylbenzolHMDB
Monomethyl benzeneHMDB
Phenyl-methaneHMDB
Chemical FormulaC7H8
Average Molecular Weight92.14
Monoisotopic Molecular Weight92.0626
IUPAC Nametoluene
Traditional Nametoluene
CAS Registry Number3101-08-4
SMILES
CC1=CC=CC=C1
InChI Identifier
InChI=1S/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H3
InChI KeyYXFVVABEGXRONW-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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassToluenes
Direct ParentToluenes
Alternative Parents
Substituents
  • Toluene
  • Aromatic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Indirect biological role:

Environmental role:

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point-95 °CNot Available
Boiling Point111 °CWikipedia
Water Solubility0.53 mg/mL at 25 °CNot Available
logP2.73Not Available
Predicted Properties
PropertyValueSource
logP2.56ALOGPS
logP2.49ChemAxon
logS-2.3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity31.1 m³·mol⁻¹ChemAxon
Polarizability10.97 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-93f195a62ea6129f7e072014-09-20View Spectrum
GC-MSToluene, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-21366c9a473a72238c27Spectrum
GC-MSToluene, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-52239a45c9c9b566eb6bSpectrum
GC-MSToluene, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-9484aa3a95c9d0168f91Spectrum
GC-MSToluene, non-derivatized, GC-MS Spectrumsplash10-0006-9200000000-40a95d60297275bbf5b7Spectrum
GC-MSToluene, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-21366c9a473a72238c27Spectrum
GC-MSToluene, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-52239a45c9c9b566eb6bSpectrum
GC-MSToluene, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-9484aa3a95c9d0168f91Spectrum
GC-MSToluene, non-derivatized, GC-MS Spectrumsplash10-0006-9200000000-40a95d60297275bbf5b7Spectrum
Predicted GC-MSToluene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9000000000-4e58dd253dfd47768489Spectrum
Predicted GC-MSToluene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9000000000-1f40b8989b6d02b683a72016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-55a3cd8f1a8934fefca22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9000000000-32369d8d8789022995d62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9000000000-ac6c69ea19d94fcc4bef2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-ac6c69ea19d94fcc4bef2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-65b85e7431f79c0337cf2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9000000000-6c595507c6d341fba2bb2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-874dba65aad314ac5cbd2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-016r-9000000000-38f2d3fc1e4ca15d775c2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9000000000-5671d4c535a6553aaf0d2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-5671d4c535a6553aaf0d2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-d6e15df8624d98b1dd9c2021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
Receptors
Protein NameGene NameLocusUniprot IDDetails
Taste receptor type 1 member 3TAS1R31p36.33Q7RTX0 details
Taste receptor type 1 member 2TAS1R21p36.13Q8TE23 details
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0034168
DrugBank IDDB11558
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012454
KNApSAcK IDC00051588
Chemspider ID1108
KEGG Compound IDC01455
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkToluene
METLIN IDNot Available
PubChem Compound1140
PDB IDMBN
ChEBI ID17578
References
General References
  1. 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 ]
  2. 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 ]