Canmetcon
Record Information
Version1.0
Creation date2010-04-08 22:08:14 UTC
Update date2018-01-23 19:06:32 UTC
Primary IDFDB008757
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namealpha-Terpinyl propanoate
DescriptionFlavouring agent. alpha-Terpinyl propanoate is found in wild celery and lemon.
CAS Number80-27-3
Structure
Thumb
Synonyms
SynonymSource
2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl propanoic acidGenerator
1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl propionateHMDB
4-Terpinenyl ester OF propanoic acidHMDB
a-Terpineol propanoateHMDB
alpha -Terpinyl ester OF propanoic acidHMDB
alpha -Terpinyl propionateHMDB
alpha,alpha,4-Trimethyl-3-cyclohexene-1-methyl propionateHMDB
FEMA 3053HMDB
p-Menth-1-en-8-yl propanoateHMDB
p-Menth-1-en-8-yl propionateHMDB
p-Menth-1-en-8-yl-propionateHMDB
p-Menthanyl propionateHMDB
Propionic acid, terpineol esterHMDB
Terpenyl propionateHMDB
Terpineol propionateHMDB
Terpineol, propanoateHMDB
Terpinyl N-propionateHMDB
Terpinyl propionateHMDB
α-terpinyl ester of propanoic acidbiospider
α-terpinyl propionatebiospider
4-Terpinenyl ester of propanoic acidbiospider
alpha-Terpinyl propanoatemanual
P-menthanyl propionatebiospider
Terpinyl n-propionatebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.084 g/LALOGPS
logP4.38ALOGPS
logP3.32ChemAxon
logS-3.4ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity62.24 m³·mol⁻¹ChemAxon
Polarizability25.09 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC13H22O2
IUPAC name2-(4-methylcyclohex-3-en-1-yl)propan-2-yl propanoate
InChI IdentifierInChI=1S/C13H22O2/c1-5-12(14)15-13(3,4)11-8-6-10(2)7-9-11/h6,11H,5,7-9H2,1-4H3
InChI KeyCMKQOKAXUWQAHG-UHFFFAOYSA-N
Isomeric SMILESCCC(=O)OC(C)(C)C1CCC(C)=CC1
Average Molecular Weight210.3126
Monoisotopic Molecular Weight210.161979948
Classification
Description belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 74.24%; H 10.54%; O 15.21%DFC
Melting PointNot Available
Boiling PointBp 240°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd 0.95DFC
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-059f-9500000000-efa383b242ac218473abView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-059f-9500000000-efa383b242ac218473abView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-054t-9300000000-4bc3584e944e0f90a0cbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-08fr-7890000000-ccf705697c559a60c7f7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9500000000-c567c0834ead64f419d9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9200000000-9b5b6b11e7d2bab7fa6cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-2590000000-1df40840fa103282692aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zfr-4920000000-c73f57ae8fcd51aa021cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0k9i-7900000000-0f72a85f502bca5b3842View in MoNA
ChemSpider ID56122
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID62328
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32052
CRC / DFC (Dictionary of Food Compounds) IDJQJ06-Z:DVY18-W
EAFUS ID3618
Dr. Duke IDTERPINEOL-PROPIONATE|ALPHA-TERPINYL-PROPIONATE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1011291
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
herbal
  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.
old wood
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
citrus
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
geranium
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical
  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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).