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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:20:03 UTC
Update Date2023-02-21 17:23:27 UTC
HMDB IDHMDB0033589
Secondary Accession Numbers
  • HMDB33589
Metabolite Identification
Common NameEthyl 2-aminobenzoate
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.
Structure
Data?1677000207
Synonyms
ValueSource
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
Chemical FormulaC9H11NO2
Average Molecular Weight165.1891
Monoisotopic Molecular Weight165.078978601
IUPAC Nameethyl 2-aminobenzoate
Traditional Nameethyl 2-aminobenzoate
CAS Registry Number87-25-2
SMILES
CCOC(=O)C1=CC=CC=C1N
InChI Identifier
InChI=1S/C9H11NO2/c1-2-12-9(11)7-5-3-4-6-8(7)10/h3-6H,2,10H2,1H3
InChI KeyTWLLPUMZVVGILS-UHFFFAOYSA-N
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
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
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point13 °CNot Available
Boiling Point129.00 to 130.00 °C. @ 9.00 mm HgThe Good Scents Company Information System
Water Solubility413.6 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.57Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+137.16531661259
DarkChem[M-H]-133.78731661259
DeepCCS[M+H]+135.65130932474
DeepCCS[M-H]-132.99230932474
DeepCCS[M-2H]-169.40930932474
DeepCCS[M+Na]+144.70230932474
AllCCS[M+H]+136.032859911
AllCCS[M+H-H2O]+131.632859911
AllCCS[M+NH4]+140.032859911
AllCCS[M+Na]+141.232859911
AllCCS[M-H]-135.732859911
AllCCS[M+Na-2H]-136.832859911
AllCCS[M+HCOO]-138.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ethyl 2-aminobenzoateCCOC(=O)C1=CC=CC=C1N2400.5Standard polar33892256
Ethyl 2-aminobenzoateCCOC(=O)C1=CC=CC=C1N1426.6Standard non polar33892256
Ethyl 2-aminobenzoateCCOC(=O)C1=CC=CC=C1N1433.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ethyl 2-aminobenzoate,1TMS,isomer #1CCOC(=O)C1=CC=CC=C1N[Si](C)(C)C1568.4Semi standard non polar33892256
Ethyl 2-aminobenzoate,1TMS,isomer #1CCOC(=O)C1=CC=CC=C1N[Si](C)(C)C1604.8Standard non polar33892256
Ethyl 2-aminobenzoate,2TMS,isomer #1CCOC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C1604.8Semi standard non polar33892256
Ethyl 2-aminobenzoate,2TMS,isomer #1CCOC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C1678.4Standard non polar33892256
Ethyl 2-aminobenzoate,1TBDMS,isomer #1CCOC(=O)C1=CC=CC=C1N[Si](C)(C)C(C)(C)C1782.8Semi standard non polar33892256
Ethyl 2-aminobenzoate,1TBDMS,isomer #1CCOC(=O)C1=CC=CC=C1N[Si](C)(C)C(C)(C)C1816.5Standard non polar33892256
Ethyl 2-aminobenzoate,2TBDMS,isomer #1CCOC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2026.9Semi standard non polar33892256
Ethyl 2-aminobenzoate,2TBDMS,isomer #1CCOC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2063.6Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Ethyl 2-aminobenzoate EI-B (Non-derivatized)splash10-014i-5900000000-93092db3cfda9502465f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Ethyl 2-aminobenzoate EI-B (Non-derivatized)splash10-014i-5900000000-93092db3cfda9502465f2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl 2-aminobenzoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-2900000000-c63fe5fcae725bb846462017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl 2-aminobenzoate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl 2-aminobenzoate LC-ESI-qTof , Positive-QTOFsplash10-000i-0290000000-343c52391942cb7c0f2b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl 2-aminobenzoate , positive-QTOFsplash10-00di-1911000000-d9aa52a8aababe9fb8502017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl 2-aminobenzoate 15V, Positive-QTOFsplash10-0a4i-0900000000-0b283a753d9fd70a239d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl 2-aminobenzoate 45V, Positive-QTOFsplash10-0a4i-0900000000-45b533b3e864fd54b21c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl 2-aminobenzoate 60V, Positive-QTOFsplash10-0a4i-2900000000-5d0dde110b59b901005b2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl 2-aminobenzoate 75V, Positive-QTOFsplash10-0a4l-8900000000-920aa76e7081f14aeca62021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Ethyl 2-aminobenzoate 90V, Positive-QTOFsplash10-052f-9300000000-8dcad614be86fbe6b0272021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 2-aminobenzoate 10V, Positive-QTOFsplash10-014j-0900000000-dc54fffc23390e4d8bd52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 2-aminobenzoate 20V, Positive-QTOFsplash10-00xr-2900000000-fb8eef570a236ab3fc5f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 2-aminobenzoate 40V, Positive-QTOFsplash10-0g2c-9300000000-905e3245525fe407e8e32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 2-aminobenzoate 10V, Negative-QTOFsplash10-03di-2900000000-8670ab8bf9198bb0fc832016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 2-aminobenzoate 20V, Negative-QTOFsplash10-0296-6900000000-16da7537d83e037559b32016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 2-aminobenzoate 40V, Negative-QTOFsplash10-0006-9200000000-bee4985e963f8c32e0bc2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 2-aminobenzoate 10V, Positive-QTOFsplash10-00di-0900000000-aad7be030fa57b13df232021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 2-aminobenzoate 20V, Positive-QTOFsplash10-00di-2900000000-bdbc87d0a98784a28cc82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 2-aminobenzoate 40V, Positive-QTOFsplash10-006x-9300000000-d11cdef78720a18437b52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 2-aminobenzoate 10V, Negative-QTOFsplash10-03dl-4900000000-ef12f2bf710ec607f54b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 2-aminobenzoate 20V, Negative-QTOFsplash10-0006-9200000000-9e16c5ad80c4b4028f302021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl 2-aminobenzoate 40V, Negative-QTOFsplash10-0006-9000000000-eef4c1f804c025cbb9782021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
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 IDFDB011666
KNApSAcK IDNot Available
Chemspider ID21106112
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6877
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1014531
References
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.. .