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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:31:42 UTC
Update Date2020-02-26 21:44:05 UTC
HMDB IDHMDB0029638
Secondary Accession Numbers
  • HMDB29638
Metabolite Identification
Common Name4-Methylbenzaldehyde
Description4-Methylbenzaldehyde, also known as p-toluylaldehyde or p-formyltoluene, belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). 4-Methylbenzaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Methylbenzaldehyde is a cherry, deep, and fruity tasting compound. Outside of the human body, 4-Methylbenzaldehyde has been detected, but not quantified in, several different foods, such as caraway, sweet cherries, tea, nuts, and coffee and coffee products. This could make 4-methylbenzaldehyde a potential biomarker for the consumption of these foods. A tolualdehyde compound with the methyl substituent at the 4-position.
Structure
Data?1582753445
Synonyms
ValueSource
4-TolualdehydeChEBI
4-ToluylaldehydeChEBI
p-FormyltolueneChEBI
p-MethylbenzaldehydeChEBI
p-ToluylaldehydeChEBI
p-TolylaldehydeChEBI
Para-methylbenzaldehydeChEBI
Para-tolualdehydeChEBI
Para-toluyl aldehydeChEBI
ParatolualdehydeChEBI
PTALChEBI
4-Methyl-benzaldehydeHMDB
p-TolualdehydeHMDB
p-Toluic aldehydeHMDB
4-MethylbenzaldehydeChEBI
Chemical FormulaC8H8O
Average Molecular Weight120.1485
Monoisotopic Molecular Weight120.057514878
IUPAC Name4-methylbenzaldehyde
Traditional NameP-tolualdehyde
CAS Registry Number104-87-0
SMILES
CC1=CC=C(C=O)C=C1
InChI Identifier
InChI=1S/C8H8O/c1-7-2-4-8(6-9)5-3-7/h2-6H,1H3
InChI KeyFXLOVSHXALFLKQ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoyl derivatives
Direct ParentBenzoyl derivatives
Alternative Parents
Substituents
  • Benzoyl
  • Benzaldehyde
  • Aryl-aldehyde
  • Toluene
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aldehyde
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-6 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility2.27 mg/mL at 25 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.47 g/LALOGPS
logP2.01ALOGPS
logP2.2ChemAxon
logS-1.9ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.68 m³·mol⁻¹ChemAxon
Polarizability13.17 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)splash10-01bc-9600000000-ce2e5bcb9aa7941f7f8bSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01bc-8900000000-cc469f3657d6fab4bdefSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01bc-9700000000-ff0e14ae428ad7d54394Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00r6-9500000000-8499fc6c52a970ddef6fSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01bc-9600000000-ce2e5bcb9aa7941f7f8bSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01bc-8900000000-cc469f3657d6fab4bdefSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01bc-9700000000-ff0e14ae428ad7d54394Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00r6-9500000000-8499fc6c52a970ddef6fSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-7900000000-acfd82b6910ab19dc8d7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-9362f48133f31ddd74ffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1900000000-d5b9f692b57ef151c9c8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fb9-9100000000-481e99622a759871cc28Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-75cec0be2fe89d6590b0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-75cec0be2fe89d6590b0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9700000000-be1fac9e49413c7699b3Spectrum
MSMass Spectrum (Electron Ionization)splash10-01bc-9700000000-1039b386245d6043345aSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
    • Zerihun T. Dame, ...
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Campylobacter jejuni infection
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Ulcerative Colitis
details
Associated Disorders and Diseases
Disease References
Ulcerative colitis
  1. Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000808
KNApSAcK IDC00047546
Chemspider ID13865424
KEGG Compound IDC06758
BioCyc IDCPD-8773
BiGG IDNot Available
Wikipedia Link4-Methylbenzaldehyde
METLIN IDNot Available
PubChem Compound7725
PDB IDNot Available
ChEBI ID28617
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
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.. .