Record Information
Version1.0
Creation date2010-04-08 22:09:46 UTC
Update date2015-07-20 22:42:22 UTC
Primary IDFDB011666
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameEthyl anthranilate
DescriptionFlavouring ingredient. Present in orange juice, orange peel and concord grape
CAS Number87-25-2
Structure
Thumb
Synonyms
SynonymSource
2-(Ethoxycarbonyl)anilinebiospider
2-Aminobenzoic acid ethyl esterbiospider
2-Aminobenzoic acid, ethyl esterHMDB
2-Carboethoxyanilinebiospider
Anthranilic acid, ethyl esterbiospider
Anthranilic acid, ethyl ester (6ci,7ci,8ci)HMDB
Benzoic acid, 2-amino-, ethyl esterbiospider
Benzoic acid, o-amino-, ethyl esterbiospider
Ethyl 2-aminobenzoatedb_source
Ethyl anthranilatebiospider
Ethyl o-aminobenzoatebiospider
FEMA 2421db_source
o-(Ethoxycarbonyl)anilinebiospider
Predicted Properties
PropertyValueSource
Water Solubility2.82 g/LALOGPS
logP1.95ALOGPS
logP2.15ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)19.4ChemAxon
pKa (Strongest Basic)2.16ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.32 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.53 m³·mol⁻¹ChemAxon
Polarizability17.55 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H11NO2
IUPAC nameethyl 2-aminobenzoate
InChI IdentifierInChI=1S/C9H11NO2/c1-2-12-9(11)7-5-3-4-6-8(7)10/h3-6H,2,10H2,1H3
InChI KeyInChIKey=TWLLPUMZVVGILS-UHFFFAOYSA-N
Isomeric SMILESCCOC(=O)C1=CC=CC=C1N
Average Molecular Weight165
Monoisotopic Molecular Weight165
Classification
DescriptionThis compound 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
  • Benzoate ester
  • Aminobenzoic acid or derivatives
  • Benzylether
  • Substituted aniline
  • Benzoyl
  • Aniline
  • Primary aromatic amine
  • Vinylogous amide
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • 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 13°DFC
Boiling PointBp15 145-147°DFC
Experimental Water SolubilityNot Available
Experimental logP2.57HANSCH,C ET AL. (1995)
Experimental pKa2.18
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 1.12DFC
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014i-5900000000-93092db3cfda9502465fView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-2900000000-c63fe5fcae725bb84646View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-000i-0290000000-343c52391942cb7c0f2bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-00di-1911000000-d9aa52a8aababe9fb850View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0900000000-dc54fffc23390e4d8bd5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00xr-2900000000-fb8eef570a236ab3fc5fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0g2c-9300000000-905e3245525fe407e8e3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-2900000000-8670ab8bf9198bb0fc83View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0296-6900000000-16da7537d83e037559b3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-bee4985e963f8c32e0bcView in MoNA
ChemSpider ID21106112
ChEMBL IDCHEMBL1332922
KEGG Compound IDNot Available
Pubchem Compound ID6877
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33589
CRC / DFC (Dictionary of Food Compounds) IDBLS86-X:GXT06-N
EAFUS ID1151
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1014531
SuperScent ID6877
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
grape
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. 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.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
orange blossom
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
wintergreen
  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