Record Information
Version1.0
Creation date2010-04-08 22:12:59 UTC
Update date2015-07-20 23:37:05 UTC
Primary IDFDB017262
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namealpha-Terpinyl anthranilate
DescriptionFlavouring ingredient with a complex fruity odour and bitter taste
CAS Number14481-52-8
Structure
Thumb
Synonyms
SynonymSource
2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl 2-aminobenzoic acidGenerator
1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl anthranilateHMDB
a-Terpinyl anthranilateHMDB
FEMA 3048HMDB
p-Menth-1-en-8-yl 2-aminobenzoateHMDB
p-Menth-1-en-8-yl anthranilateHMDB
p-Mentha-1-en-8-yl 2-aminobenzoateHMDB
Terpinyl 2-aminobenzoateHMDB
Terpinyl anthranilateHMDB
Terpinyl O-aminobenzoateHMDB
Alpha-terpinyl anthranilatebiospider
P-Menth-1-en-8-yl 2-aminobenzoatebiospider
P-Menth-1-en-8-yl anthranilatebiospider
P-Mentha-1-en-8-yl 2-aminobenzoatebiospider
Terpinyl o-aminobenzoatebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.011 g/LALOGPS
logP4.77ALOGPS
logP4.49ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)19.39ChemAxon
pKa (Strongest Basic)2.21ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.32 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity82.98 m³·mol⁻¹ChemAxon
Polarizability30.98 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC17H23NO2
IUPAC name2-(4-methylcyclohex-3-en-1-yl)propan-2-yl 2-aminobenzoate
InChI IdentifierInChI=1S/C17H23NO2/c1-12-8-10-13(11-9-12)17(2,3)20-16(19)14-6-4-5-7-15(14)18/h4-8,13H,9-11,18H2,1-3H3
InChI KeyUHUIKPAIJHOKNF-UHFFFAOYSA-N
Isomeric SMILESCC1=CCC(CC1)C(C)(C)OC(=O)C1=CC=CC=C1N
Average Molecular Weight273.37
Monoisotopic Molecular Weight273.172878985
Classification
Description belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAromatic monoterpenoids
Alternative Parents
Substituents
  • Aminobenzoic acid or derivatives
  • Aromatic monoterpenoid
  • Benzoate ester
  • Monocyclic monoterpenoid
  • P-menthane monoterpenoid
  • Benzoic acid or derivatives
  • Aniline or substituted anilines
  • Benzoyl
  • Benzenoid
  • Monocyclic benzene moiety
  • Vinylogous amide
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxide
  • Organonitrogen compound
  • Organopnictogen compound
  • Amine
  • Organooxygen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Primary amine
  • 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 74.69%; H 8.48%; N 5.12%; O 11.71%DFC
Melting PointNot Available
Boiling PointBp 365°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd15.5 1.06DFC
Refractive Indexn20D 1.4830DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-7900000000-76af6be5279687cd1679View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1490000000-36f4fd7cdfc5d7502b36View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dr-6930000000-82cbca0213e059f39e17View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0g6r-9300000000-deea19e80fb0f36be0e6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-2390000000-af0daa0a2de322f25698View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006x-9770000000-67e89ec58c870dac36b7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000f-9700000000-994b805febfef85a5f5dView in MoNA
ChemSpider ID55638
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID61746
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38051
CRC / DFC (Dictionary of Food Compounds) IDJQJ06-Z:KWW12-M
EAFUS ID3612
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1034821
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
lily
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
orange blossom
  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.
bitter
  1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference