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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:48:13 UTC
Update Date2019-07-23 06:35:14 UTC
HMDB IDHMDB0041924
Secondary Accession Numbers
  • HMDB41924
Metabolite Identification
Common NameMesitylene
DescriptionMesitylene or 1,3,5-trimethylbenzene is a derivative of benzene with three methyl substituents symmetrically placed on the ring. Isomeric trimethylbenzenes include hemimellitene (1,2,3-trimethylbenzene) and pseudocumene (1,2,4-trimethylbenzene). All three compounds have the formula C6H3(CH3)3, which is commonly abbreviated C6H3Me3. Mesitylene is a colourless liquid with sweet aromatic odor. It is a component of coal tar, which is its traditional source. It is a precursor to diverse fine chemicals. The mesityl group (Mes) is a substituent with the formula C6H3Me3.
Structure
Data?1563863714
Synonyms
ValueSource
3,5-DimethyltolueneChEBI
S-TrimethylbenzeneChEBI
Sym-trimethylbenzeneChEBI
1,3,5-TrimethylbenzeneKegg
1,3, 5-TrimethylbenzeneHMDB
1,3,5-Trimethyl-benzeneHMDB
1,3,5-Trimethylbenzene (mesitylene)HMDB
2,4,6-TrimethylbenzeneHMDB
Fleet-XHMDB
Mesitylene (acd/name 4.0)HMDB
TMBHMDB
TrimethylbenzolHMDB
MesityleneChEBI
Chemical FormulaC9H12
Average Molecular Weight120.1916
Monoisotopic Molecular Weight120.093900384
IUPAC Name1,3,5-trimethylbenzene
Traditional Namemesitylene
CAS Registry Number108-67-8
SMILES
CC1=CC(C)=CC(C)=C1
InChI Identifier
InChI=1S/C9H12/c1-7-4-8(2)6-9(3)5-7/h4-6H,1-3H3
InChI KeyAUHZEENZYGFFBQ-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:

Role

Biological role:

Environmental role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-44.7 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.048 mg/mL at 25 °CNot Available
LogP3.42Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.082 g/LALOGPS
logP3.64ALOGPS
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
Polarizability15.23 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ab9-2900000000-57c888686dc5a578d8dcSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05fr-0900000000-56ef0448d506c14ef73fSpectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-00di-0900000000-32eb02542adfc0e008d1Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ab9-4900000000-5c2bc7e7be9e0d07f7c2Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-4900000000-915fdce919b5b36327c3Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-00di-0900000000-7fc3173c64973335f3c7Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ab9-2900000000-57c888686dc5a578d8dcSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05fr-0900000000-56ef0448d506c14ef73fSpectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-00di-0900000000-32eb02542adfc0e008d1Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ab9-4900000000-5c2bc7e7be9e0d07f7c2Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a4i-4900000000-915fdce919b5b36327c3Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-00di-0900000000-7fc3173c64973335f3c7Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-0900000000-6b57e5eae854addd4ad1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-947f0670636ef7fc88f3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0900000000-9cc7ab69dc63f396e742Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fr-2900000000-76731d9d1850e694a0f1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-739e30f0b8694ab8036cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-739e30f0b8694ab8036cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-1900000000-1c01c0976bf4a4033692Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID7659
KEGG Compound IDC14508
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMesitylene
METLIN IDNot Available
PubChem Compound7947
PDB IDNot Available
ChEBI ID34833
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General ReferencesNot Available