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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:50:46 UTC
Update Date2019-07-23 06:11:22 UTC
HMDB IDHMDB0032609
Secondary Accession Numbers
  • HMDB32609
Metabolite Identification
Common Name2-(Methylamino)benzoic acid
Description2-(Methylamino)benzoic acid, also known as N-methyl-2-aminobenzoate or N-methylanthranilic acid, belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety. An aromatic amino acid that is anthranilic acid in which one of the hydrogens attached to the nitrogen is substituted by a methyl group. 2-(Methylamino)benzoic acid is a moderately basic compound (based on its pKa). Outside of the human body, 2-(methylamino)benzoic acid has been detected, but not quantified in, citrus. This could make 2-(methylamino)benzoic acid a potential biomarker for the consumption of these foods.
Structure
Data?1563862282
Synonyms
ValueSource
N-Methyl-2-aminobenzoic acidChEBI
N-Methyl-O-aminobenzoic acidChEBI
O-(Methylamino)benzoic acidChEBI
N-Methylanthranilic acidKegg
N-Methyl-2-aminobenzoateGenerator
N-Methyl-O-aminobenzoateGenerator
O-(Methylamino)benzoateGenerator
N-MethylanthranilateGenerator
2-(Methylamino)benzoateGenerator
2-(Methylamino)-benzoic acidHMDB
N-Methyl-anthranilic acidHMDB
N-Methylanthranilic acid, 8ciHMDB
2-(Methylamino)benzoic acidChEBI
Chemical FormulaC8H9NO2
Average Molecular Weight151.1626
Monoisotopic Molecular Weight151.063328537
IUPAC Name2-(methylamino)benzoic acid
Traditional NameN-methylanthranilic acid
CAS Registry Number119-68-6
SMILES
CNC1=CC=CC=C1C(O)=O
InChI Identifier
InChI=1S/C8H9NO2/c1-9-7-5-3-2-4-6(7)8(10)11/h2-5,9H,1H3,(H,10,11)
InChI KeyWVMBPWMAQDVZCM-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentAminobenzoic acids
Alternative Parents
Substituents
  • Aminobenzoic acid
  • Benzoic acid
  • Benzoyl
  • Aniline or substituted anilines
  • Phenylalkylamine
  • Secondary aliphatic/aromatic amine
  • Vinylogous amide
  • Amino acid
  • Amino acid or derivatives
  • Secondary amine
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point178 - 179 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.2 mg/mL at 20 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility5.29 g/LALOGPS
logP1.12ALOGPS
logP1.75ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)4.85ChemAxon
pKa (Strongest Basic)1.97ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity43.51 m³·mol⁻¹ChemAxon
Polarizability15.4 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0a59-0910000000-9d3955d36691685069ffSpectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0a59-0910000000-9d3955d36691685069ffSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zgi-3900000000-d25c1dc1732d53030931Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-05fr-9430000000-496bdcb2263befa222ebSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0udi-0900000000-5955a4952e458a658cbeSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0zfr-0900000000-49014cd27d32997916d0Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a4i-2900000000-685e7b06c396ca5bc072Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-056u-9000000000-8b5c78380a5f0b31f620Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-b27641d2926e1d3e69edSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-000i-0900000000-58f0b9bf6b644da4e99aSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-9200000000-4af52e4cba799817b3caSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0592-9200000000-3684f6153677daea6c03Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-002f-9000000000-3fd6fff4fa77ebb11506Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-004j-9000000000-3eeab274e028bdf63552Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-e13d8c5a77a331248c80Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0pc0-0900000000-54a4b90bb965b6a8ab2dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfr-9500000000-cb87c71a0f70e96f0651Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0pb9-0900000000-9b7b467ff3e8a333c43fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-1900000000-da98b296184a308e0a4eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9500000000-8447a5153a144d1e86f5Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB010550
KNApSAcK IDNot Available
Chemspider ID60420
KEGG Compound IDC03005
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound67069
PDB IDNot Available
ChEBI ID16394
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.. .