Showing Compound Card for 1,2,3-Trimethyl-benzen (CDB000724)

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Record Information
Version1.0
Created at2020-03-19 00:53:13 UTC
Updated at2020-11-18 16:35:28 UTC
CannabisDB IDCDB000724
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name1,2,3-Trimethyl-benzen
Description1,2,3-Trimethyl-benzene or Hemimellitene, also known as hemellitol, belongs to the class of organic compounds known as benzenes and substituted benzene derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Hemimellitene is an uncharged, neutral compound and exists as a flammable colorless liquid. It is nearly insoluble in water but soluble in organic solvents. It occurs naturally in coal tar and petroleum. There are three isomers of trimethylbenzene, mesitylene, pseudocumene, and hemimellitene, with hemimellitene being more toxic due to its relatively slow metabolism in mammals (PMID: 1129786 ). Industrially, it is frequently used in jet fuel, mixed with other hydrocarbons, to prevent the formation of solid particles which might damage the engine. Hemimellitene is found naturally in a number of fruits, essential oils and nuts, including carrot leaf oil, plum fruit, corn, sweet charries, plumcot fruit, and black walnuts (and black walnut essential oils). Hemimellitene is one of the benzene derivatives identified in Cannabis sativa (PMID: 6991645 ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
HemellitolChEBI
HemimellitolChEBI
HemimelliteneChEBI
Chemical FormulaC9H12
Average Molecular Weight120.19
Monoisotopic Molecular Weight120.0939
IUPAC Name1,2,3-trimethylbenzene
Traditional Name1,2,3-trimethylbenzene
CAS Registry NumberNot Available
SMILES
CC1=CC=CC(C)=C1C
InChI Identifier
InChI=1S/C9H12/c1-7-5-4-6-8(2)9(7)3/h4-6H,1-3H3
InChI KeyFYGHSUNMUKGBRK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • Aromatic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.63ALOGPS
logP3.51ChemAxon
logS-3.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity41.18 m³·mol⁻¹ChemAxon
Polarizability14.96 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrumsplash10-0ab9-0900000000-efe82e901f88e2397487Spectrum
GC-MS1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrumsplash10-00di-0900000000-40ecbbb508b8b022f78dSpectrum
GC-MS1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrumsplash10-0a4i-4900000000-82bebdcf0868386b88dbSpectrum
GC-MS1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrumsplash10-0ab9-2900000000-4249969893bf07e58bb1Spectrum
GC-MS1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrumsplash10-00di-0900000000-9945be0d63dac3143358Spectrum
GC-MS1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrumsplash10-0ab9-0900000000-efe82e901f88e2397487Spectrum
GC-MS1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrumsplash10-00di-0900000000-40ecbbb508b8b022f78dSpectrum
GC-MS1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrumsplash10-0a4i-4900000000-82bebdcf0868386b88dbSpectrum
GC-MS1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrumsplash10-0ab9-2900000000-4249969893bf07e58bb1Spectrum
GC-MS1,2,3-Trimethyl-benzen, non-derivatized, GC-MS Spectrumsplash10-00di-0900000000-9945be0d63dac3143358Spectrum
Predicted GC-MS1,2,3-Trimethyl-benzen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-6900000000-7497a8f53897f14cd3f6Spectrum
Predicted GC-MS1,2,3-Trimethyl-benzen, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-84665ad8e417cd5c3c6e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1900000000-f3b880efa2d189ad22df2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zmi-9300000000-4526785e0974887f23312016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-364d74a767355bac422b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-bad80091043871bb47022016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-4900000000-96ca2cd3fe1b04e09ac52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1900000000-44355cb462a3161d65f42021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00mo-9100000000-831e64ea6dad6547ba642021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9100000000-de92d53aa816f86a5d802021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-794ffb5dd5f7d8f3ef502021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-9a88b994768feba6ee262021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-1900000000-47acabbb26bb09a36a262021-10-12View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0059901
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB005814
KNApSAcK IDNot Available
Chemspider ID10236
KEGG Compound IDC14518
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1,2,3-Trimethylbenzene
METLIN IDNot Available
PubChem Compound10686
PDB IDNot Available
ChEBI ID34037
References
General References
  1. Mikulski PI, Wiglusz R: The comparative metabolism of mesitylene, pseudocumene, and hemimellitene in rats. Toxicol Appl Pharmacol. 1975 Jan;31(1):21-31. doi: 10.1016/0041-008x(75)90048-4. [PubMed:1129786 ]
  2. 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 ]