Record Information
Version1.0
Creation date2010-04-08 22:12:59 UTC
Update date2015-07-20 23:37:03 UTC
Primary IDFDB017260
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namealpha-Terpinyl cinnamate
DescriptionFlavouring ingredient with a heavy, fruity, somewhat spicy taste
CAS Number10024-56-3
Structure
Thumb
Synonyms
SynonymSource
2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl (2E)-3-phenylprop-2-enoic acidGenerator
(Z)-1-Methyl-1-(4-methyl-3-cyclohexen-1-yl)ethyl cinnamateHMDB
a-Terpinyl cinnamateHMDB
Cinnamic acid, p-menth-1-en-8-yl esterHMDB
FEMA 3051HMDB
p-Menth-1-en-8-yl 3-phenylpropenoateHMDB
p-Menth-1-en-8-yl cinnamateHMDB
Terpinyl 3-phenylpropenoateHMDB
Terpinyl beta-phenylacrylateHMDB
Terpinyl cinnamateHMDB
P-Menth-1-en-8-yl 3-phenylpropenoatebiospider
P-Menth-1-en-8-yl cinnamatebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.0026 g/LALOGPS
logP5.76ALOGPS
logP5.21ChemAxon
logS-5ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity88.03 m³·mol⁻¹ChemAxon
Polarizability33.37 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC19H24O2
IUPAC name2-(4-methylcyclohex-3-en-1-yl)propan-2-yl (2E)-3-phenylprop-2-enoate
InChI IdentifierInChI=1S/C19H24O2/c1-15-9-12-17(13-10-15)19(2,3)21-18(20)14-11-16-7-5-4-6-8-16/h4-9,11,14,17H,10,12-13H2,1-3H3/b14-11+
InChI KeyCKYQZYGVFMSSKH-SDNWHVSQSA-N
Isomeric SMILESCC1=CCC(CC1)C(C)(C)OC(=O)\C=C\C1=CC=CC=C1
Average Molecular Weight284.3927
Monoisotopic Molecular Weight284.177630012
Classification
Description belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassCinnamic acid esters
Direct ParentCinnamic acid esters
Alternative Parents
Substituents
  • Cinnamic acid ester
  • Aromatic monoterpenoid
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Monoterpenoid
  • Styrene
  • Fatty acid ester
  • Monocyclic benzene moiety
  • Fatty acyl
  • Benzenoid
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • 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 80.24%; H 8.51%; O 11.25%DFC
Melting PointNot Available
Boiling PointBp 360°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 1.03DFC
Refractive Indexn20D 1.5500DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fsi-8910000000-46248b0ecc4f647a424bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0980000000-3fb266f3a282a8efbf54View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0541-4910000000-803b9418bea7eeca70f8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zgi-9500000000-21d6d905cde6e3577d91View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0690000000-63a58c2cfecd0c3a986dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0920000000-17bc68654d56fc2e0aaeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f79-2900000000-89b59c71bcd53bdbd53aView in MoNA
ChemSpider ID4940529
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID6435837
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB38050
CRC / DFC (Dictionary of Food Compounds) IDJQJ06-Z:KWW10-K
EAFUS ID3614
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1034841
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.
balsam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
wine
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
moscato
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
nutmeg
  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