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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-05-18 14:35:46 UTC
Update Date2020-02-26 21:39:04 UTC
HMDB IDHMDB0013733
Secondary Accession Numbers
  • HMDB13733
Metabolite Identification
Common Name1,2,4-Trimethylbenzene
Description1,2,4-Trimethylbenzene, also known as pseudocumene or psi-cumene, 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. 1,2,4-Trimethylbenzene exists in all eukaryotes, ranging from yeast to plants to humans. 1,2,4-Trimethylbenzene is a plastic tasting compound. 1,2,4-Trimethylbenzene is found, on average, in the highest concentration within black walnuts (Juglans nigra). 1,2,4-Trimethylbenzene has also been detected, but not quantified in, a few different foods, such as cauliflowers (Brassica oleracea var. botrytis), corns (Zea mays), and sweet cherries (Prunus avium). This could make 1,2,4-trimethylbenzene a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on 1,2,4-Trimethylbenzene.
Structure
Data?1582753144
Synonyms
ValueSource
1,3,4-TrimethylbenzeneChEBI
As-trimethylbenzeneChEBI
PseudocumeneChEBI
PseudocumolChEBI
Psi-cumeneChEBI
Uns-trimethylbenzeneChEBI
.psi.-cumeneHMDB
1,2, 4-TrimethylbenzeneHMDB
1,2,4-Trimethyl-benzeneHMDB
1,2,4-Trimethylbenzene (acd/name 4.0)HMDB
1,2,4-Trimethylbenzene (pseudocumene)HMDB
1,2,5-Trimethyl-benzeneHMDB
1,2,5-TrimethylbenzeneHMDB
Asymmetrical trimethylbenzeneHMDB
Laquo psiraquo -cumeneHMDB
Chemical FormulaC9H12
Average Molecular Weight120.1916
Monoisotopic Molecular Weight120.093900384
IUPAC Name1,2,4-trimethylbenzene
Traditional Name1,2,4-trimethylbenzene
CAS Registry Number95-63-6
SMILES
CC1=CC(C)=C(C)C=C1
InChI Identifier
InChI=1S/C9H12/c1-7-4-5-8(2)9(3)6-7/h4-6H,1-3H3
InChI KeyGWHJZXXIDMPWGX-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
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-43.8 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.057 mg/mL at 25 °CNot Available
LogP3.63Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.082 g/LALOGPS
logP3.62ALOGPS
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
Polarizability15.12 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+126.34831661259
DarkChem[M-H]-123.59931661259
DeepCCS[M+H]+133.03130932474
DeepCCS[M-H]-129.20330932474
DeepCCS[M-2H]-166.65630932474
DeepCCS[M+Na]+142.19530932474
AllCCS[M+H]+118.432859911
AllCCS[M+H-H2O]+113.432859911
AllCCS[M+NH4]+123.032859911
AllCCS[M+Na]+124.332859911
AllCCS[M-H]-120.632859911
AllCCS[M+Na-2H]-122.632859911
AllCCS[M+HCOO]-124.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1,2,4-TrimethylbenzeneCC1=CC(C)=C(C)C=C11293.0Standard polar33892256
1,2,4-TrimethylbenzeneCC1=CC(C)=C(C)C=C1977.0Standard non polar33892256
1,2,4-TrimethylbenzeneCC1=CC(C)=C(C)C=C1996.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 1,2,4-Trimethylbenzene EI-B (Non-derivatized)splash10-0ab9-4900000000-cd43d59aff7151b5c4172017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2,4-Trimethylbenzene EI-B (Non-derivatized)splash10-0ab9-0900000000-f6eddce0977d81a0a39c2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2,4-Trimethylbenzene CI-B (Non-derivatized)splash10-00di-0900000000-ce7d4aadbd433a795e8c2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2,4-Trimethylbenzene CI-B (Non-derivatized)splash10-00di-0900000000-95755809a6a91918193b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2,4-Trimethylbenzene EI-B (Non-derivatized)splash10-0ab9-4900000000-cd43d59aff7151b5c4172018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2,4-Trimethylbenzene EI-B (Non-derivatized)splash10-0ab9-0900000000-f6eddce0977d81a0a39c2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2,4-Trimethylbenzene CI-B (Non-derivatized)splash10-00di-0900000000-ce7d4aadbd433a795e8c2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 1,2,4-Trimethylbenzene CI-B (Non-derivatized)splash10-00di-0900000000-95755809a6a91918193b2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,2,4-Trimethylbenzene GC-MS (Non-derivatized) - 70eV, Positivesplash10-05fr-5900000000-961ef37bde9c772ea4872016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,2,4-Trimethylbenzene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,2,4-Trimethylbenzene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-6900000000-bce340b6ca401894e6812014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,4-Trimethylbenzene 10V, Positive-QTOFsplash10-00di-0900000000-4722929cddd1686976eb2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,4-Trimethylbenzene 20V, Positive-QTOFsplash10-00di-1900000000-3a43e490603114eefd1b2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,4-Trimethylbenzene 40V, Positive-QTOFsplash10-0zi0-9300000000-8c265f9f11b5b4d61a912016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,4-Trimethylbenzene 10V, Negative-QTOFsplash10-014i-0900000000-5c09d4acb0c77b581c172016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,4-Trimethylbenzene 20V, Negative-QTOFsplash10-014i-0900000000-053f4378eb6b7013236a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,4-Trimethylbenzene 40V, Negative-QTOFsplash10-0gb9-5900000000-e3c7b25395d693c9f32c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,4-Trimethylbenzene 10V, Positive-QTOFsplash10-00di-3900000000-b11604b10012c55d83bf2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,4-Trimethylbenzene 20V, Positive-QTOFsplash10-05dl-9500000000-0b256c3eb12a7fce99032021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,4-Trimethylbenzene 40V, Positive-QTOFsplash10-004i-9200000000-00c61a9869c0cd7072362021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,4-Trimethylbenzene 10V, Negative-QTOFsplash10-014i-0900000000-794ffb5dd5f7d8f3ef502021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,4-Trimethylbenzene 20V, Negative-QTOFsplash10-014i-0900000000-dc6442d855de952333c12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,4-Trimethylbenzene 40V, Negative-QTOFsplash10-014i-9200000000-ca5f06b0a9b4786d43612021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBreast cancer details
Associated Disorders and Diseases
Disease References
Perillyl alcohol administration for cancer treatment
  1. Silva CL, Passos M, Camara JS: Solid phase microextraction, mass spectrometry and metabolomic approaches for detection of potential urinary cancer biomarkers--a powerful strategy for breast cancer diagnosis. Talanta. 2012 Jan 30;89:360-8. doi: 10.1016/j.talanta.2011.12.041. Epub 2011 Dec 22. [PubMed:22284503 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB005815
KNApSAcK IDNot Available
Chemspider ID6977
KEGG Compound IDC14533
BioCyc IDPSEUDOCUMENE
BiGG IDNot Available
Wikipedia Link1,2,4-Trimethylbenzene
METLIN IDNot Available
PubChem Compound7247
PDB IDNot Available
ChEBI ID34039
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available