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Showing Compound Ethyl anthranilate (FDB011666)

Record Information
Version1.0
Creation date2010-04-08 22:09:46 UTC
Update date2019-11-26 03:05:13 UTC
Primary IDFDB011666
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameEthyl anthranilate
DescriptionEthyl 2-aminobenzoate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Ethyl 2-aminobenzoate is a sweet, blossom, and floral tasting compound. Ethyl 2-aminobenzoate has been detected, but not quantified in, citrus and fruits. This could make ethyl 2-aminobenzoate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Ethyl 2-aminobenzoate.
CAS Number87-25-2
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Ethyl 2-aminobenzoic acidGenerator
2-(Ethoxycarbonyl)anilineHMDB
2-Aminobenzoic acid ethyl esterHMDB
2-Aminobenzoic acid, ethyl esterHMDB
2-CarboethoxyanilineHMDB
Anthranilic acid, ethyl esterHMDB
Anthranilic acid, ethyl ester (6ci,7ci,8ci)HMDB
Benzoic acid, 2-amino-, ethyl esterHMDB
Benzoic acid, O-amino-, ethyl esterHMDB
Ethyl anthranilateHMDB
Ethyl O-aminobenzoateHMDB
FEMA 2421HMDB
O-(Ethoxycarbonyl)anilineHMDB
Ethyl anthranilic acidGenerator
Benzoic acid, o-amino-, ethyl esterbiospider
Ethyl 2-aminobenzoatedb_source
Ethyl o-aminobenzoatebiospider
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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 KeyTWLLPUMZVVGILS-UHFFFAOYSA-N
Isomeric SMILESCCOC(=O)C1=CC=CC=C1N
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
  • Vinylogous amide
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

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 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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSEthyl anthranilate, non-derivatized, GC-MS Spectrumsplash10-014i-5900000000-93092db3cfda9502465fSpectrum
GC-MSEthyl anthranilate, non-derivatized, GC-MS Spectrumsplash10-014i-5900000000-93092db3cfda9502465fSpectrum
Predicted GC-MSEthyl anthranilate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-2900000000-c63fe5fcae725bb84646Spectrum
Predicted GC-MSEthyl anthranilate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-000i-0290000000-343c52391942cb7c0f2b2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-00di-1911000000-d9aa52a8aababe9fb8502017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-0a4i-0900000000-0b283a753d9fd70a239d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0a4i-0900000000-45b533b3e864fd54b21c2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0a4i-2900000000-5d0dde110b59b901005b2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0a4l-8900000000-920aa76e7081f14aeca62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-052f-9300000000-8dcad614be86fbe6b0272021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0900000000-dc54fffc23390e4d8bd52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00xr-2900000000-fb8eef570a236ab3fc5f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0g2c-9300000000-905e3245525fe407e8e32016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-2900000000-8670ab8bf9198bb0fc832016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0296-6900000000-16da7537d83e037559b32016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-bee4985e963f8c32e0bc2016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-aad7be030fa57b13df232021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-2900000000-bdbc87d0a98784a28cc82021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-006x-9300000000-d11cdef78720a18437b52021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03dl-4900000000-ef12f2bf710ec607f54b2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9200000000-9e16c5ad80c4b4028f302021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-eef4c1f804c025cbb9782021-09-23View Spectrum
NMRNot Available
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
Food Biomarker OntologyNot Available
VMH 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