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Showing Compound 2-Methylhippuric acid (FDB028406)

Record Information
Version1.0
Creation date2011-09-21 01:39:17 UTC
Update date2019-11-26 03:21:28 UTC
Primary IDFDB028406
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Methylhippuric acid
DescriptionMethylhippuric acid is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine < -- > CoA + N-acylglycine. Methylhippuric acid is a metabolite of xylene which is an aromatic hydrocarbon widely used as a solvant. It's level can be measured in urine of workers exposed to xylene (PMID 8689499). [HMDB]
CAS Number42013-20-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
N-(O-Toluoyl)glycineChEBI
O-Toluric acidChEBI
O-TolateGenerator
O-Tolic acidGenerator
2-MethylhippateGenerator
2-Methylhippic acidGenerator
N-(2-Methylbenzoyl)-glycineHMDB
N-(2-Methylbenzoyl)glycineHMDB
N-(Methylbenzoyl)-glycineHMDB
N-(Methylbenzoyl)glycineHMDB
N-(O-Toluoyl)-glycineHMDB
O-Methylhippuric acidHMDB
Ortho-methylhippuric acidHMDB
O-MethylhippateHMDB
O-Methylhippic acidHMDB
2-Methylhippuric acidChEBI
N-(2-methylbenzoyl)-Glycinehmdb
N-(methylbenzoyl)-Glycinehmdb
N-(o-Toluoyl)-glycinehmdb
N-(o-Toluoyl)glycinehmdb
o-Methylhippuric acidhmdb
o-Toluric acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.6 g/LALOGPS
logP0.66ALOGPS
logP1.04ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)3.76ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity51.16 m³·mol⁻¹ChemAxon
Polarizability19.48 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H11NO3
IUPAC name2-[(2-methylphenyl)formamido]acetic acid
InChI IdentifierInChI=1S/C10H11NO3/c1-7-4-2-3-5-8(7)10(14)11-6-9(12)13/h2-5H,6H2,1H3,(H,11,14)(H,12,13)
InChI KeyYOEBAVRJHRCKRE-UHFFFAOYSA-N
Isomeric SMILESCC1=CC=CC=C1C(=O)NCC(O)=O
Average Molecular Weight193.1992
Monoisotopic Molecular Weight193.073893223
Classification
Description Belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentHippuric acids
Alternative Parents
Substituents
  • Hippuric acid
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid or derivatives
  • O-toluamide
  • Toluamide
  • Benzoyl
  • Toluene
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Organic nitrogen compound
  • Organopnictogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS2-Methylhippuric acid, non-derivatized, GC-MS Spectrumsplash10-014l-8900000000-f3facdb25edf52b32bf5Spectrum
GC-MS2-Methylhippuric acid, non-derivatized, GC-MS Spectrumsplash10-014i-1921000000-99d8518c7ed8a7303750Spectrum
GC-MS2-Methylhippuric acid, non-derivatized, GC-MS Spectrumsplash10-014i-2930000000-17087fd513ab1a3e48c8Spectrum
GC-MS2-Methylhippuric acid, non-derivatized, GC-MS Spectrumsplash10-014i-1911000000-d30157f1d23d841dd7faSpectrum
GC-MS2-Methylhippuric acid, non-derivatized, GC-MS Spectrumsplash10-014i-3920000000-ffcf68f9d13b6ffa54c5Spectrum
GC-MS2-Methylhippuric acid, non-derivatized, GC-MS Spectrumsplash10-014l-8900000000-f3facdb25edf52b32bf5Spectrum
GC-MS2-Methylhippuric acid, non-derivatized, GC-MS Spectrumsplash10-014i-1921000000-99d8518c7ed8a7303750Spectrum
GC-MS2-Methylhippuric acid, non-derivatized, GC-MS Spectrumsplash10-014i-2930000000-17087fd513ab1a3e48c8Spectrum
GC-MS2-Methylhippuric acid, non-derivatized, GC-MS Spectrumsplash10-014i-1911000000-d30157f1d23d841dd7faSpectrum
GC-MS2-Methylhippuric acid, non-derivatized, GC-MS Spectrumsplash10-014i-3920000000-ffcf68f9d13b6ffa54c5Spectrum
Predicted GC-MS2-Methylhippuric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-7900000000-a0e6f767778cd1dac471Spectrum
Predicted GC-MS2-Methylhippuric acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9210000000-a706f78bdfa3ab6b4a0aSpectrum
Predicted GC-MS2-Methylhippuric acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-964fdc6a530e3ced5e342021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-8b17a665175fbcba831b2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-a9778b196de1304f34332021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-014l-6900000000-8af38895fa1d5760b92d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0006-3900000000-a82d0267df099b7dfc4c2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0006-9200000000-1894a3131f12f0bc06302021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-2900000000-3a52e728af0927d90d612016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0101-4900000000-be3581a92b3d98f724982016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00b9-9200000000-ef2cb39cf678d6892d492016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-848582a82498a747b60c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-2900000000-d8c8ac579c87ff465eb92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00r6-9300000000-8f7a8b2f5617b2cda4572016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0007-4900000000-ecfbd0d43eb964c793592021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-4946aff46366d89e59f02021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-5671d4c535a6553aaf0d2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014l-4900000000-71d856c475306586b4902021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kf-9700000000-e5cff62d21a3a704ee9c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-a1e2bcbd969ecf85e4e52021-09-22View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 500 MHz, H2O, experimental)Spectrum
ChemSpider ID82742
ChEMBL IDCHEMBL457228
KEGG Compound IDC01586
Pubchem Compound ID91637
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB11723
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Glycine N-acyltransferaseGLYATQ6IB77
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference