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Record Information
StatusExpected but not Quantified
Creation Date2012-09-11 18:57:47 UTC
Update Date2019-07-23 06:15:21 UTC
Secondary Accession Numbers
  • HMDB34169
Metabolite Identification
Common NameMethyl N-methylanthranilate
DescriptionMethyl N-methylanthranilate, also known as methyl methanthranilate or methyl N-methyl anthranylic acid, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Methyl N-methylanthranilate is a sweet, blossom, and fruity tasting compound. Methyl N-methylanthranilate has been detected, but not quantified in, a few different foods, such as citrus, mandarin orange (clementine, tangerine), and sweet oranges (Citrus sinensis). This could make methyl N-methylanthranilate a potential biomarker for the consumption of these foods. Methyl N-methylanthranilate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Methyl N-methylanthranilate.
2-Methylaminobenzoic acid methyl esterChEBI
2-Methylaminomethyl benzoateChEBI
Dimethyl anthranilateChEBI
Methyl methanthranilateChEBI
Methyl methylaminobenzoateChEBI
Methyl methylanthranilateChEBI
Methyl N-methyl anthranylateChEBI
N-Methylanthranilic acid, methyl esterChEBI
2-Methylaminobenzoate methyl esterGenerator
2-Methylaminomethyl benzoic acidGenerator
Dimethyl anthranilic acidGenerator
Methyl methanthranilic acidGenerator
Methyl methylaminobenzoic acidGenerator
Methyl methylanthranilic acidGenerator
Methyl N-methyl anthranylic acidGenerator
N-Methylanthranilate, methyl esterGenerator
Methyl N-methylanthranilic acidGenerator
2-methylamino-Benzoic acid methyl esterHMDB
Anthranilic acid, N-methyl-, methyl esterHMDB
Benzoic acid, 2-(methylamino)-, methyl esterHMDB
Methyl 2-(methylamino)benzoateHMDB
Methyl 2-methylaminobenzoateHMDB
Methyl benzoate, 2-methylaminoHMDB
Methyl N-methyl anthranilateHMDB
Methyl N-methyl-O-anthranilateHMDB
Methyl O-(methylamino)benzoateHMDB
N-Methyl methyl anthranilateHMDB
Methyl 2-(methylamino)benzoic acidGenerator
Methyl N-methylanthranilateMeSH
Chemical FormulaC9H11NO2
Average Molecular Weight165.1891
Monoisotopic Molecular Weight165.078978601
IUPAC Namemethyl 2-(methylamino)benzoate
Traditional Namemethyl 2-(methylamino)benzoate
CAS Registry Number85-91-6
InChI Identifier
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acid esters
Alternative Parents
  • Aminobenzoic acid or derivatives
  • Benzoate ester
  • Benzoyl
  • Aniline or substituted anilines
  • Phenylalkylamine
  • Secondary aliphatic/aromatic amine
  • Vinylogous amide
  • Methyl ester
  • Carboxylic acid ester
  • Amino acid or derivatives
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Secondary amine
  • Organic oxide
  • Organic nitrogen compound
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available

Route of exposure:


Biological location:


Industrial application:

Biological role:

Physical Properties
Experimental Molecular Properties
Melting Point19 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
Water Solubility2.69 g/LALOGPS
pKa (Strongest Acidic)19.59ChemAxon
pKa (Strongest Basic)2.14ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.33 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity48.28 m³·mol⁻¹ChemAxon
Polarizability17.6 ųChemAxon
Number of Rings1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
DarkChem[M+H]+PredictedNot Available136.94331661259
DarkChem[M-H]-PredictedNot Available134.42131661259

Retention Indices


Not Available


Not Available


Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-053r-3900000000-71dd24a94747bc71cff42017-09-01View Spectrum


Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-af87edaa1391f623356d2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0159-0900000000-b7d3f91cccbccb6109a62016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pc0-8900000000-7900a388e2a9753b49c42016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-f0fe7fc3060819b5a0a22016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-5e8fda07dbb8dc499d1f2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ue9-4900000000-15fa8f5d7c70fff9299d2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-409c0f325aa5ec0f6a9f2021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0900000000-4b51ded70599867568332021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ldi-9200000000-1b920371adb5ce1a24fc2021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-a7afb973c05f34cd28a72021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-4c001580e59aedfbd58c2021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ik9-7900000000-0fe6bf21e9c43f76d2422021-09-07View Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
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 IDFDB012455
KNApSAcK IDNot Available
Chemspider ID21108245
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6826
PDB IDNot Available
ChEBI ID142267
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
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.. .