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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:59:15 UTC
Update Date2019-07-23 06:34:10 UTC
HMDB IDHMDB0041319
Secondary Accession Numbers
  • HMDB41319
Metabolite Identification
Common NameCinnamyl anthranilate
DescriptionProhibited from use in food.
Structure
Data?1563863650
Synonyms
ValueSource
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
Chemical FormulaC16H15NO2
Average Molecular Weight253.2958
Monoisotopic Molecular Weight253.110278729
IUPAC Name(2Z)-3-phenylprop-2-en-1-yl 2-aminobenzoate
Traditional Name(2Z)-3-phenylprop-2-en-1-yl 2-aminobenzoate
CAS Registry Number87-29-6
SMILES
NC1=CC=CC=C1C(=O)OC\C=C/C1=CC=CC=C1
InChI Identifier
InChI=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
Chemical Taxonomy
DescriptionThis compound 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
  • Benzoate ester
  • Aminobenzoic acid or derivatives
  • Phenylpropene
  • Benzylether
  • Substituted aniline
  • Styrene
  • Benzoyl
  • Aniline
  • Primary aromatic amine
  • Vinylogous amide
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point64 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP3.54ALOGPS
logP4.13ChemAxon
logS-4.4ALOGPS
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00xr-6900000000-c67918c6b47914e2e6d4JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uy0-0690000000-85d2f32c193a1ae02a01JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0910000000-3b4c9b53b568b901061cJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0v4i-9700000000-85c51499b0bd22ea95daJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-2590000000-679d958bba4686930ee8JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-7910000000-cce12f47044d49554746JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9500000000-0dd8d9c87d13e6219d3aJSpectraViewer | MoNA
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
FoodDB IDFDB021238
KNApSAcK IDNot Available
Chemspider ID30777557
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound54603882
PDB IDNot Available
ChEBI 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.. .