Canmetcon
Record Information
Version1.0
Creation date2010-04-08 22:10:11 UTC
Update date2018-05-28 23:36:59 UTC
Primary IDFDB012455
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethyl N-methylanthranilate
DescriptionConstituent of mandarin peel oil (Citrus madurensis), petitgrain oil and other citrus subspecies oils. Flavouring agent. Methyl N-methylanthranilate is found in sweet orange and citrus.
CAS Number85-91-6
Structure
Thumb
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
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
Physico-Chemical Properties - Experimental
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
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-053r-3900000000-71dd24a94747bc71cff4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-af87edaa1391f623356dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0159-0900000000-b7d3f91cccbccb6109a6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pc0-8900000000-7900a388e2a9753b49c4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-f0fe7fc3060819b5a0a2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-5e8fda07dbb8dc499d1fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ue9-4900000000-15fa8f5d7c70fff9299dView in MoNA
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
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).