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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:57:26 UTC
Update Date2022-03-07 02:55:27 UTC
HMDB IDHMDB0037696
Secondary Accession Numbers
  • HMDB37696
Metabolite Identification
Common Name2-Phenylethyl 2-aminobenzoate
Description2-Phenylethyl 2-aminobenzoate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. 2-Phenylethyl 2-aminobenzoate is a sweet, floral, and grape tasting compound. Based on a literature review very few articles have been published on 2-Phenylethyl 2-aminobenzoate.
Structure
Data?1563863074
Synonyms
ValueSource
2-Phenylethyl 2-aminobenzoic acidGenerator
2-Phenylethyl anthranilateHMDB
2-Phenylethyl O-aminobenzoateHMDB
2-Phenylethyl-O-aminobenzoateHMDB
Anthranilic acid, phenethyl esterHMDB
Anthranilic acid, phenylethyl esterHMDB
Benzoic acid, 2-amino-, 2-phenylethyl esterHMDB
Benzyl carbinyl anthranilateHMDB
Benzylcarbinyl anthranilateHMDB
beta -Phenethyl-O-aminobenzoateHMDB
beta -Phenylethyl anthranilateHMDB
beta-Phenethyl O-aminobenzoateHMDB
beta-Phenethyl-O-aminobenzoateHMDB
beta-Phenylethyl anthranilateHMDB
FEMA 2859HMDB
Phenethyl anthranilateHMDB
Phenylethyl anthranilateHMDB
Phenethyl anthranilic acidGenerator
Chemical FormulaC15H15NO2
Average Molecular Weight241.2851
Monoisotopic Molecular Weight241.110278729
IUPAC Name2-phenylethyl 2-aminobenzoate
Traditional Name2-phenylethyl 2-aminobenzoate
CAS Registry Number133-18-6
SMILES
NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C1
InChI Identifier
InChI=1S/C15H15NO2/c16-14-9-5-4-8-13(14)15(17)18-11-10-12-6-2-1-3-7-12/h1-9H,10-11,16H2
InChI KeyPXWNBAGCFUDYBE-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
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point42 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.018 g/LALOGPS
logP3.36ALOGPS
logP3.81ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)19.4ChemAxon
pKa (Strongest Basic)2.19ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.32 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity72.15 m³·mol⁻¹ChemAxon
Polarizability26.64 ųChemAxon
Number of Rings2ChemAxon
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]+155.07431661259
DarkChem[M-H]-153.68231661259
DeepCCS[M+H]+155.8330932474
DeepCCS[M-H]-153.47230932474
DeepCCS[M-2H]-186.57630932474
DeepCCS[M+Na]+161.92430932474
AllCCS[M+H]+156.432859911
AllCCS[M+H-H2O]+152.532859911
AllCCS[M+NH4]+160.032859911
AllCCS[M+Na]+161.132859911
AllCCS[M-H]-159.732859911
AllCCS[M+Na-2H]-159.532859911
AllCCS[M+HCOO]-159.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Phenylethyl 2-aminobenzoateNC1=CC=CC=C1C(=O)OCCC1=CC=CC=C13344.5Standard polar33892256
2-Phenylethyl 2-aminobenzoateNC1=CC=CC=C1C(=O)OCCC1=CC=CC=C12042.4Standard non polar33892256
2-Phenylethyl 2-aminobenzoateNC1=CC=CC=C1C(=O)OCCC1=CC=CC=C12074.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Phenylethyl 2-aminobenzoate,1TMS,isomer #1C[Si](C)(C)NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C12242.4Semi standard non polar33892256
2-Phenylethyl 2-aminobenzoate,1TMS,isomer #1C[Si](C)(C)NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C12193.0Standard non polar33892256
2-Phenylethyl 2-aminobenzoate,2TMS,isomer #1C[Si](C)(C)N(C1=CC=CC=C1C(=O)OCCC1=CC=CC=C1)[Si](C)(C)C2205.5Semi standard non polar33892256
2-Phenylethyl 2-aminobenzoate,2TMS,isomer #1C[Si](C)(C)N(C1=CC=CC=C1C(=O)OCCC1=CC=CC=C1)[Si](C)(C)C2212.1Standard non polar33892256
2-Phenylethyl 2-aminobenzoate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C12455.2Semi standard non polar33892256
2-Phenylethyl 2-aminobenzoate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=CC=CC=C1C(=O)OCCC1=CC=CC=C12413.3Standard non polar33892256
2-Phenylethyl 2-aminobenzoate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1C(=O)OCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C2632.2Semi standard non polar33892256
2-Phenylethyl 2-aminobenzoate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1C(=O)OCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C2622.9Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Phenylethyl 2-aminobenzoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-9700000000-6c26d212a5d742a5d6a32017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Phenylethyl 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 - 2-Phenylethyl 2-aminobenzoate 60V, Positive-QTOFsplash10-0a4i-2900000000-ad3466562eaae71e84792021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 75V, Positive-QTOFsplash10-0pb9-4900000000-9210ef179a20c86429582021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 45V, Positive-QTOFsplash10-0a4i-0910000000-816b76185995917ea4552021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 90V, Positive-QTOFsplash10-0pb9-9800000000-5513b4055088b00962902021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 75V, Positive-QTOFsplash10-0pb9-4900000000-98d88912915da0d85a6d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 15V, Positive-QTOFsplash10-0ab9-0940000000-f79c77a97f67ea16b3002021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 30V, Positive-QTOFsplash10-0a4i-0920000000-d3a0f33a7edc011317f42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 60V, Positive-QTOFsplash10-0a4i-2900000000-aa16e8fcf2988f9128ed2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 45V, Positive-QTOFsplash10-0a4i-0910000000-f175a7ef922934d3970d2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 10V, Positive-QTOFsplash10-002f-1490000000-2a3ccaa8accb78b5097e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 20V, Positive-QTOFsplash10-0ab9-1920000000-d5fb9c92293e9a79234a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 40V, Positive-QTOFsplash10-1093-9400000000-10c111659635421d30c82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 10V, Negative-QTOFsplash10-0006-3490000000-1637f479cfd46d5d501f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 20V, Negative-QTOFsplash10-0006-8920000000-191b1a3cb0428b0a8d822016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 40V, Negative-QTOFsplash10-0006-9300000000-afe21cb01c6b7a32ce8f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 10V, Positive-QTOFsplash10-00dl-0930000000-e26dc354d012f99382b22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 20V, Positive-QTOFsplash10-00di-1900000000-f22cb96ffff5a4e74d402021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 40V, Positive-QTOFsplash10-002f-9400000000-2f9f7819a8c452f6cd472021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 10V, Negative-QTOFsplash10-0006-1290000000-23dfc38f232faf2a95882021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 20V, Negative-QTOFsplash10-0006-9100000000-669b5b18afc4eb12a30b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylethyl 2-aminobenzoate 40V, Negative-QTOFsplash10-0006-9000000000-eef4c1f804c025cbb9782021-09-22Wishart 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 IDFDB016824
KNApSAcK IDNot Available
Chemspider ID8296
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound8615
PDB IDNot Available
ChEBI IDNot Available
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.. .