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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:58:02 UTC
Update Date2019-07-23 06:24:36 UTC
HMDB IDHMDB0037708
Secondary Accession Numbers
  • HMDB37708
Metabolite Identification
Common Namep-Tolyl isobutyrate
Descriptionp-Tolyl isobutyrate belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. p-Tolyl isobutyrate is an animal, floral, and fruity tasting compound. Based on a literature review very few articles have been published on p-Tolyl isobutyrate.
Structure
Data?1563863076
Synonyms
ValueSource
p-Tolyl isobutyric acidGenerator
4-Methylphenyl 2-methylpropanoateHMDB
FEMA 3075HMDB
Isobutyric acid, P-tolyl esterHMDB
P-Cresyl isobutyrateHMDB
P-Methylphenyl 2-methylpropanoateHMDB
P-Methylphenyl isobutyrateHMDB
P-Tolyl 2-methylpropanoateHMDB
Para-tolyl isobutyrateHMDB
Paracresyl isobutyrateHMDB
Proapnoic acid, 2-methyl-, 4-methylphenyl esterHMDB
Propanoic acid, 2-methyl-, 4-methylphenyl esterHMDB
4-Methylphenyl 2-methylpropanoic acidGenerator
Chemical FormulaC11H14O2
Average Molecular Weight178.2277
Monoisotopic Molecular Weight178.099379692
IUPAC Name4-methylphenyl 2-methylpropanoate
Traditional Namep-tolyl isobutyrate
CAS Registry Number103-93-5
SMILES
CC(C)C(=O)OC1=CC=C(C)C=C1
InChI Identifier
InChI=1S/C11H14O2/c1-8(2)11(12)13-10-6-4-9(3)5-7-10/h4-8H,1-3H3
InChI KeyUPPSFGGDKACIKP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol esters
Sub ClassNot Available
Direct ParentPhenol esters
Alternative Parents
Substituents
  • Phenol ester
  • Phenoxy compound
  • Toluene
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.1 g/LALOGPS
logP10(2.84) g/LALOGPS
logP10(3.34) g/LChemAxon
logS10(-3.2) g/LALOGPS
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity51.43 m³·mol⁻¹ChemAxon
Polarizability20.12 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+142.69931661259
DarkChem[M-H]-138.74531661259
DeepCCS[M+H]+142.95730932474
DeepCCS[M-H]-140.17830932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
p-Tolyl isobutyrateCC(C)C(=O)OC1=CC=C(C)C=C11799.7Standard polar33892256
p-Tolyl isobutyrateCC(C)C(=O)OC1=CC=C(C)C=C11289.5Standard non polar33892256
p-Tolyl isobutyrateCC(C)C(=O)OC1=CC=C(C)C=C11324.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - p-Tolyl isobutyrate EI-B (Non-derivatized)splash10-0a4l-9700000000-7f3009ff6f506c7ee8412017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - p-Tolyl isobutyrate EI-B (Non-derivatized)splash10-0a4l-9700000000-7f3009ff6f506c7ee8412018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - p-Tolyl isobutyrate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4l-9600000000-8c1a5cb3db7263b6169f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - p-Tolyl isobutyrate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Tolyl isobutyrate 10V, Positive-QTOFsplash10-004i-3900000000-7a9ad8306d2aedd6038d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Tolyl isobutyrate 20V, Positive-QTOFsplash10-00fu-9300000000-1f3c1833b43ba805ab0c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Tolyl isobutyrate 40V, Positive-QTOFsplash10-05fu-9000000000-2ffcc75dbc17c85974de2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Tolyl isobutyrate 10V, Negative-QTOFsplash10-004i-0900000000-6e7b0a2ac81982ca91d52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Tolyl isobutyrate 20V, Negative-QTOFsplash10-004i-1900000000-3ae02da818ce6df2050a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Tolyl isobutyrate 40V, Negative-QTOFsplash10-0a4i-9600000000-95ac89d8b92f48c62e752016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Tolyl isobutyrate 10V, Negative-QTOFsplash10-004i-0900000000-583273c8100f9e55b4bd2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Tolyl isobutyrate 20V, Negative-QTOFsplash10-056r-1900000000-63572ccb77119862bc0f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Tolyl isobutyrate 40V, Negative-QTOFsplash10-0a4i-8900000000-f2d1fbc52a04d6b031f52021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Tolyl isobutyrate 10V, Positive-QTOFsplash10-004l-8900000000-60793204412dcffc53c72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Tolyl isobutyrate 20V, Positive-QTOFsplash10-0006-9100000000-f5c106141721fbeea84e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Tolyl isobutyrate 40V, Positive-QTOFsplash10-0006-9000000000-45ccceef90b7efa3c1392021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB016836
KNApSAcK IDNot Available
Chemspider ID7401
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7685
PDB IDNot Available
ChEBI IDNot Available
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 References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .