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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:57:32 UTC
Update Date2023-02-21 17:25:57 UTC
HMDB IDHMDB0037698
Secondary Accession Numbers
  • HMDB37698
Metabolite Identification
Common NameEthyl N-ethylanthranilate
DescriptionEthyl N-ethylanthranilate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Ethyl N-ethylanthranilate is a fruity, neroli, and petitgrain tasting compound. Based on a literature review very few articles have been published on Ethyl N-ethylanthranilate.
Structure
Data?1677000357
Synonyms
ValueSource
Ethyl N-ethylanthranilic acidGenerator
Benzoic acid, 2-(ethylamino)-, ethyl esterHMDB
Diethyl anthranilateHMDB
Ethyl (2-ethylaminophenyl)methanoateHMDB
Ethyl 2-(ethylamino)benzoateHMDB
Ethyl O-(ethylamino)benzoateHMDB
Ethyl 2-(ethylamino)benzoic acidGenerator
Chemical FormulaC11H15NO2
Average Molecular Weight193.2423
Monoisotopic Molecular Weight193.110278729
IUPAC Nameethyl 2-(ethylamino)benzoate
Traditional Nameethyl 2-(ethylamino)benzoate
CAS Registry Number38446-21-8
SMILES
CCNC1=CC=CC=C1C(=O)OCC
InChI Identifier
InChI=1S/C11H15NO2/c1-3-12-10-8-6-5-7-9(10)11(13)14-4-2/h5-8,12H,3-4H2,1-2H3
InChI KeyVKRBJLSSQUIOHL-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
  • Phenylalkylamine
  • Secondary aliphatic/aromatic amine
  • Vinylogous amide
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Secondary amine
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.81 g/LALOGPS
logP2.62ALOGPS
logP2.81ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)18.72ChemAxon
pKa (Strongest Basic)2.37ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.33 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity57.77 m³·mol⁻¹ChemAxon
Polarizability21.63 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+145.00131661259
DarkChem[M-H]-143.28931661259
DeepCCS[M+H]+145.16630932474
DeepCCS[M-H]-142.80730932474
DeepCCS[M-2H]-178.27330932474
DeepCCS[M+Na]+153.63130932474
AllCCS[M+H]+142.932859911
AllCCS[M+H-H2O]+138.832859911
AllCCS[M+NH4]+146.732859911
AllCCS[M+Na]+147.832859911
AllCCS[M-H]-145.432859911
AllCCS[M+Na-2H]-146.132859911
AllCCS[M+HCOO]-147.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ethyl N-ethylanthranilateCCNC1=CC=CC=C1C(=O)OCC2146.1Standard polar33892256
Ethyl N-ethylanthranilateCCNC1=CC=CC=C1C(=O)OCC1588.9Standard non polar33892256
Ethyl N-ethylanthranilateCCNC1=CC=CC=C1C(=O)OCC1525.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ethyl N-ethylanthranilate,1TMS,isomer #1CCOC(=O)C1=CC=CC=C1N(CC)[Si](C)(C)C1548.9Semi standard non polar33892256
Ethyl N-ethylanthranilate,1TMS,isomer #1CCOC(=O)C1=CC=CC=C1N(CC)[Si](C)(C)C1716.4Standard non polar33892256
Ethyl N-ethylanthranilate,1TBDMS,isomer #1CCOC(=O)C1=CC=CC=C1N(CC)[Si](C)(C)C(C)(C)C1773.7Semi standard non polar33892256
Ethyl N-ethylanthranilate,1TBDMS,isomer #1CCOC(=O)C1=CC=CC=C1N(CC)[Si](C)(C)C(C)(C)C1898.3Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl N-ethylanthranilate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0092-3900000000-9223b086a5952dc43a0d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl N-ethylanthranilate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl N-ethylanthranilate 10V, Positive-QTOFsplash10-0007-0900000000-0b4fe058430717792b322016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl N-ethylanthranilate 20V, Positive-QTOFsplash10-0002-1900000000-95058e2ebd7f48758b352016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl N-ethylanthranilate 40V, Positive-QTOFsplash10-00bd-9800000000-024e6cfa9e7df7448eb32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl N-ethylanthranilate 10V, Negative-QTOFsplash10-0006-0900000000-3e84c5be9082cb5ba5a62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl N-ethylanthranilate 20V, Negative-QTOFsplash10-006x-1900000000-41142c846557640a77c62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl N-ethylanthranilate 40V, Negative-QTOFsplash10-006x-9800000000-63c29237661d7ab6f9eb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl N-ethylanthranilate 10V, Negative-QTOFsplash10-0006-1900000000-55ad311f3c81b500c3e22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl N-ethylanthranilate 20V, Negative-QTOFsplash10-006x-4900000000-297da5bc11816d1457652021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl N-ethylanthranilate 40V, Negative-QTOFsplash10-0006-9300000000-a122d15e3a16b2c416622021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl N-ethylanthranilate 10V, Positive-QTOFsplash10-006t-0900000000-55bf41e032494df95f2e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl N-ethylanthranilate 20V, Positive-QTOFsplash10-00dj-0900000000-eec2dad2a37649bbbda02021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl N-ethylanthranilate 40V, Positive-QTOFsplash10-00xu-9600000000-3b8c349dedc9bbecb44e2021-09-24Wishart 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 IDFDB016826
KNApSAcK IDNot Available
Chemspider ID55831
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61980
PDB IDNot Available
ChEBI ID165192
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .