Record Information
Version1.0
Creation date2010-04-08 22:15:34 UTC
Update date2015-07-21 06:51:33 UTC
Primary IDFDB021238
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCinnamyl anthranilate
DescriptionCinnamyl anthranilate, also known as cinnamyl 2-aminobenzoate or fema 2295, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Cinnamyl anthranilate is a moderately basic compound (based on its pKa). Cinnamyl anthranilate is a balsam, fruity, and grape tasting compound.
CAS Number87-29-6
Structure
Thumb
Synonyms
SynonymSource
Cinnamyl anthranilic acidGenerator
2-Aminobenzoic acid 3-phenyl-2-propenyl esterHMDB
2-Propen-1-ol, 3-phenyl-, 1-(2-aminobenzoate)HMDB
2-Propen-1-ol, 3-phenyl-, 2-aminobenzoateHMDB
3-Phenyl-2-propen-1-ol 2-aminobenzoateHMDB
3-Phenyl-2-propen-1-yl 2-aminobenzoateHMDB
3-Phenyl-2-propen-1-yl anthranilateHMDB
3-Phenyl-2-propenyl anthranilateHMDB
3-Phenyl-2-propenylanthranilateHMDB
Anthranilic acid, cinnamyl esterHMDB
Benzoic acid, 2-amino-, 3-phenyl-2-propenyl esterHMDB
Cinnamyl 2-aminobenzoateHMDB
Cinnamyl alcohol, anthranilateHMDB
Cinnamyl anthranylateHMDB
Cinnamyl O-aminobenzoateHMDB
Cinnamylester kyseliny anthraniloveHMDB
FEMA 2295HMDB
(2Z)-3-Phenylprop-2-en-1-yl 2-aminobenzoic acidGenerator
3-Phenyl-2-propenyl-2-aminobenzoateMeSH
Cinnamyl anthranilateMeSH
Cinnamyl o-aminobenzoatebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP3.54ALOGPS
logP4.13ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)19.39ChemAxon
pKa (Strongest Basic)2.15ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.32 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity77.71 m³·mol⁻¹ChemAxon
Polarizability28.08 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC16H15NO2
IUPAC name(2Z)-3-phenylprop-2-en-1-yl 2-aminobenzoate
InChI IdentifierInChI=1S/C16H15NO2/c17-15-11-5-4-10-14(15)16(18)19-12-6-9-13-7-2-1-3-8-13/h1-11H,12,17H2/b9-6-
InChI KeyGABQNAFEZZDSCM-TWGQIWQCSA-N
Isomeric SMILESNC1=CC=CC=C1C(=O)OC\C=C/C1=CC=CC=C1
Average Molecular Weight253.2958
Monoisotopic Molecular Weight253.110278729
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
  • Styrene
  • Vinylogous amide
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Amine
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 75.87%; H 5.97%; N 5.53%; O 12.63%DFC
Melting PointMp 64°DFC
Boiling PointBp 332°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 KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00xr-6900000000-c67918c6b47914e2e6d4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uy0-0690000000-85d2f32c193a1ae02a01JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0910000000-3b4c9b53b568b901061cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0v4i-9700000000-85c51499b0bd22ea95daJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-2590000000-679d958bba4686930ee8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-7910000000-cce12f47044d49554746JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9500000000-0dd8d9c87d13e6219d3aJSpectraViewer
ChemSpider ID30777557
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID54603882
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB41319
CRC / DFC (Dictionary of Food Compounds) IDBLR24-Y:NNM51-V
EAFUS ID653
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1015441
SuperScent IDNot Available
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
balsam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  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.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference