Record Information
Version1.0
Creation date2010-04-08 22:12:40 UTC
Update date2015-07-20 23:33:01 UTC
Primary IDFDB016824
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePhenethyl anthranilate
DescriptionFlavouring ingredient
CAS Number133-18-6
Structure
Thumb
Synonyms
SynonymSource
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
β-Phenethyl-o-aminobenzoatebiospider
β-Phenylethyl anthranilatebiospider
2-Phenylethyl 2-aminobenzoatedb_source
2-Phenylethyl o-aminobenzoatebiospider
2-Phenylethyl-o-aminobenzoatebiospider
beta-Phenethyl o-aminobenzoatebiospider
beta-Phenethyl-o-aminobenzoatebiospider
Predicted 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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC15H15NO2
IUPAC name2-phenylethyl 2-aminobenzoate
InChI IdentifierInChI=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
Isomeric SMILESNC1=CC=CC=C1C(=O)OCCC1=CC=CC=C1
Average Molecular Weight241.2851
Monoisotopic Molecular Weight241.110278729
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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 74.67%; H 6.27%; N 5.80%; O 13.26%DFC
Melting PointMp 42°DFC
Boiling PointBp 324°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dl-9700000000-6c26d212a5d742a5d6a3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002f-1490000000-2a3ccaa8accb78b5097eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-1920000000-d5fb9c92293e9a79234aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-1093-9400000000-10c111659635421d30c8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-3490000000-1637f479cfd46d5d501fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-8920000000-191b1a3cb0428b0a8d82View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9300000000-afe21cb01c6b7a32ce8fView in MoNA
ChemSpider ID8296
ChEMBL IDCHEMBL1488668
KEGG Compound IDNot Available
Pubchem Compound ID8615
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37696
CRC / DFC (Dictionary of Food Compounds) IDBLS86-X:KTL26-V
EAFUS ID2959
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1006421
SuperScent ID8615
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
iris
  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.
rose
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
grape
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
orange
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
honey
  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