Record Information
Version1.0
Creation date2010-04-08 22:12:40 UTC
Update date2015-07-20 23:32:58 UTC
Primary IDFDB016822
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namecis-3-Hexenyl anthranilate
Descriptioncis-3-Hexenyl 2-aminobenzoate, also known as 2-aminobenzoate(3Z)-3-hexen-1-ol or (Z)-3-hexenyl anthranilate, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. cis-3-Hexenyl 2-aminobenzoate is a moderately basic compound (based on its pKa). cis-3-Hexenyl 2-aminobenzoate is a sweet, concord grape, and fruity tasting compound.
CAS Number65405-76-7
Structure
Thumb
Synonyms
SynonymSource
cis-3-Hexenyl 2-aminobenzoic acidGenerator
(3Z)-3-Hexenyl 2-aminobenzoateHMDB
(Z)-3-Hexenyl anthranilateHMDB
(Z)-Hex-3-enyl anthranilateHMDB
1-(2-Aminobenzoate)(3Z)-3-hexen-1-olHMDB
2-Aminobenzoate(3Z)-3-hexen-1-olHMDB
2-Aminobenzoate(Z)-3-hexen-1-olHMDB
2-Aminobenzoate(Z)-3-hexen-olHMDB
3-Hexen-1-yl 2-aminobenzoateHMDB
cis-3-Hexenyl anthranilateHMDB
cis-Hex-3-enyl anthranilateHMDB
FEMA 3925HMDB
(3Z)-Hex-3-en-1-yl 2-aminobenzoic acidGenerator
cis-3-Hexenyl anthranilic acidGenerator
3-Hexen-1-ol, 1-(2-aminobenzoate), (3Z)-biospider
3-Hexen-1-ol, 2-aminobenzoate, (3Z)-biospider
3-Hexen-1-ol, 2-aminobenzoate, (Z)-biospider
3-Hexen-ol, 2-aminobenzoate, (Z)-biospider
cis-3-Hexenyl 2-aminobenzoatedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.2 g/LALOGPS
logP3.34ALOGPS
logP3.65ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)19.4ChemAxon
pKa (Strongest Basic)2.18ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.32 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity66.98 m³·mol⁻¹ChemAxon
Polarizability24.86 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC13H17NO2
IUPAC name(3Z)-hex-3-en-1-yl 2-aminobenzoate
InChI IdentifierInChI=1S/C13H17NO2/c1-2-3-4-7-10-16-13(15)11-8-5-6-9-12(11)14/h3-6,8-9H,2,7,10,14H2,1H3/b4-3-
InChI KeyVZWCCPAVZNSCEO-ARJAWSKDSA-N
Isomeric SMILESCC\C=C/CCOC(=O)C1=CC=CC=C1N
Average Molecular Weight219.2796
Monoisotopic Molecular Weight219.125928793
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
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 71.21%; H 7.81%; N 6.39%; O 14.59%DFC
Melting PointNot Available
Boiling PointBp5 160°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, Positivesplash10-00di-6900000000-1423ce6d0eebb34d4330JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-3390000000-320579a662eeee5ad1e1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0089-9320000000-34d95b386c17cfe737f2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fxx-9100000000-f1f81d90f141df95fd86JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-4390000000-4d57917174842eb19bbeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00ko-9720000000-ebe12cb49fbef011395eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9200000000-886514a7cbd98d904705JSpectraViewer
ChemSpider ID4522640
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID5372353
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37694
CRC / DFC (Dictionary of Food Compounds) IDBLS86-X:KTL24-T
EAFUS ID1649
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1026681
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
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  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.
concord grape
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
jasmin
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
orange flower
  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