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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:57:17 UTC
Update Date2019-07-23 06:24:34 UTC
HMDB IDHMDB0037693
Secondary Accession Numbers
  • HMDB37693
Metabolite Identification
Common Name2-Propenyl 2-aminobenzoate
Description2-Propenyl 2-aminobenzoate, also known as 2-propen-1-yl anthranilate or allyl anthranilate, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. 2-Propenyl 2-aminobenzoate is a moderately basic compound (based on its pKa). 2-Propenyl 2-aminobenzoate is a floral, grape, and green tasting compound. 2-Propenyl 2-aminobenzoate is a flavour ingredient.
Structure
Data?1563863074
Synonyms
ValueSource
2-Propenyl 2-aminobenzoic acidGenerator
2-Propen-1-yl 2-aminobenzoateHMDB
2-Propen-1-yl anthranilateHMDB
Allyl 2-aminobenzoateHMDB
Allyl anthranilateHMDB
Allyl O-aminobenzoateHMDB
Anthranilic acid, allyl esterHMDB
Anthranilic acid, allyl ester (8ci)HMDB
Benzoic acid, 2-amino-, 2-propenyl esterHMDB
Vinyl carbinyl anthranilateHMDB
Prop-2-en-1-yl 2-aminobenzoic acidGenerator
Chemical FormulaC10H11NO2
Average Molecular Weight177.1998
Monoisotopic Molecular Weight177.078978601
IUPAC Nameprop-2-en-1-yl 2-aminobenzoate
Traditional Nameprop-2-en-1-yl 2-aminobenzoate
CAS Registry Number7493-63-2
SMILES
NC1=CC=CC=C1C(=O)OCC=C
InChI Identifier
InChI=1S/C10H11NO2/c1-2-7-13-10(12)8-5-3-4-6-9(8)11/h2-6H,1,7,11H2
InChI KeyUCANFCXAKYMFGA-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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility4.05 g/LALOGPS
logP1.76ALOGPS
logP2.53ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)19.39ChemAxon
pKa (Strongest Basic)2.16ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.32 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity51.95 m³·mol⁻¹ChemAxon
Polarizability18.7 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0103-3900000000-12a46495a65d9dee99e0Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01dl-7900000000-b1419121142cd4687b33Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0103-3900000000-12a46495a65d9dee99e0Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-01dl-7900000000-b1419121142cd4687b33Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0096-9400000000-75ed8033f672d4836b7bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01tc-3900000000-293d19497d1ce9de67a6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9400000000-1f6caf2e4cf352ac7e22Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9300000000-0a86d2a7c694d759049cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-3900000000-8b065f796a9a1be1ad0fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-8900000000-af5f5d929c8b4ce3db27Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-0cc8276ac3562d5184dbSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB016821
KNApSAcK IDNot Available
Chemspider ID22541
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound24116
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH 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.. .