Back to Compounds

Showing Compound Methyl N-methylanthranilate (FDB012455)

Record Information
Version1.0
Creation date2010-04-08 22:10:11 UTC
Update date2019-11-26 03:06:50 UTC
Primary IDFDB012455
Secondary Accession NumbersNot Available
Chemical Information
FooDB 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. Based on a literature review a small amount of articles have been published on Methyl N-methylanthranilate.
CAS Number85-91-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
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
FEMA 2718HMDB
Methyl 2-(methylamino)benzoateHMDB
Methyl 2-methylaminobenzoateHMDB
Methyl benzoate, 2-methylaminoHMDB
Methyl N-methyl anthranilateHMDB
Methyl N-methyl-O-anthranilateHMDB
Methyl O-(methylamino)benzoateHMDB
Methyl-2-(N-methylamino)benzoateHMDB
Methyl-N-methylanthranilateHMDB
N-Methyl methyl anthranilateHMDB
Methyl 2-(methylamino)benzoic acidGenerator
Methyl N-methylanthranilateMeSH
2-methylamino-benzoic acid methyl esterbiospider
Anthranilic acid, n-methyl-, methyl esterbiospider
Methyl n-methyl anthranilatebiospider
Methyl n-methyl-o-anthranilatebiospider
Methyl o-(methylamino)benzoatebiospider
Methyl-n-methylanthranilatebiospider
N-methyl methyl anthranilatebiospider
N-methylanthranilic acid, methyl esterbiospider
Predicted Properties
PropertyValueSource
Water Solubility2.69 g/LALOGPS
logP1.75ALOGPS
logP2.1ChemAxon
logS-1.8ALOGPS
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H11NO2
IUPAC namemethyl 2-(methylamino)benzoate
InChI IdentifierInChI=1S/C9H11NO2/c1-10-8-6-4-3-5-7(8)9(11)12-2/h3-6,10H,1-2H3
InChI KeyGVOWHGSUZUUUDR-UHFFFAOYSA-N
Isomeric SMILESCNC1=CC=CC=C1C(=O)OC
Average Molecular Weight165.1891
Monoisotopic Molecular Weight165.078978601
Classification
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
Substituents
  • 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
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 65.44%; H 6.71%; N 8.48%; O 19.37%DFC
Melting PointMp 19°DFC
Boiling PointBp15 130-131°DFC
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
Predicted GC-MSMethyl N-methylanthranilate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-053r-3900000000-71dd24a94747bc71cff4Spectrum
Predicted GC-MSMethyl N-methylanthranilate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-af87edaa1391f623356d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0159-0900000000-b7d3f91cccbccb6109a62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pc0-8900000000-7900a388e2a9753b49c42016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-f0fe7fc3060819b5a0a22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-5e8fda07dbb8dc499d1f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ue9-4900000000-15fa8f5d7c70fff9299d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-409c0f325aa5ec0f6a9f2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0900000000-4b51ded70599867568332021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ldi-9200000000-1b920371adb5ce1a24fc2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-a7afb973c05f34cd28a72021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0900000000-4c001580e59aedfbd58c2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ik9-7900000000-0fe6bf21e9c43f76d2422021-09-23View Spectrum
NMRNot Available
ChemSpider ID21108245
ChEMBL IDCHEMBL1409791
KEGG Compound IDNot Available
Pubchem Compound ID6826
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34169
CRC / DFC (Dictionary of Food Compounds) IDFCT07-M:HGZ97-P
EAFUS ID2390
Dr. Duke IDMETHYL-N-METHYL-ANTHRANILATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1004391
SuperScent ID6826
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
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
blossom
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
orange
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
grape
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
musty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
neroli
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powdery
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
wine
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).