Record Information
Version1.0
Creation date2010-04-08 22:09:56 UTC
Update date2015-07-20 22:45:45 UTC
Primary IDFDB012000
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCinnamyl cinnamate
DescriptionOccurs in storax and Peruvian balsam. Flavouring agent
CAS Number122-69-0
Structure
Thumb
Synonyms
SynonymSource
(2E)-3-Phenylprop-2-en-1-yl (2Z)-3-phenylprop-2-enoic acidGenerator
(2E)-3-Phenyl-2-propenyl (2E)-3-phenyl-2-propenoateHMDB
2-Propenoic acid, 3-phenyl-, 3-phenyl-2-propenyl esterHMDB
3-Phenyl allyl cinnamateHMDB
3-Phenyl-2-propen-1-yl 3-phenyl propenoateHMDB
3-Phenyl-2-propen-1-yl cinnamateHMDB
Cinnamic acid, cinnamyl esterHMDB
Cinnamyl alcohol, cinnamateHMDB
Cinnamyl beta-phenyl acrylateHMDB
Cinnamylester kyseliny skoricoveHMDB
Phenylallyl cinnamateHMDB
StyracinHMDB
Cinnamyl β-phenyl acrylatebiospider
Cinnamyl cinnamatedb_source
FEMA 2298db_source
Predicted Properties
PropertyValueSource
Water Solubility0.00083 g/LALOGPS
logP4.62ALOGPS
logP4.85ChemAxon
logS-5.5ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity82.76 m³·mol⁻¹ChemAxon
Polarizability30.48 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC18H16O2
IUPAC name(2E)-3-phenylprop-2-en-1-yl (2Z)-3-phenylprop-2-enoate
InChI IdentifierInChI=1S/C18H16O2/c19-18(14-13-17-10-5-2-6-11-17)20-15-7-12-16-8-3-1-4-9-16/h1-14H,15H2/b12-7+,14-13-
InChI KeyNQBWNECTZUOWID-QSYVVUFSSA-N
Isomeric SMILESO=C(OC\C=C\C1=CC=CC=C1)\C=C/C1=CC=CC=C1
Average Molecular Weight264.3184
Monoisotopic Molecular Weight264.115029756
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
  • Styrene
  • Fatty acid ester
  • Monocyclic benzene moiety
  • Benzenoid
  • Fatty acyl
  • Enoate ester
  • Alpha,beta-unsaturated carboxylic ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
OntologyShould have ontology for this compound
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 81.79%; H 6.10%; O 12.11%DFC
Melting PointMp 44°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP4.45HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0gbc-2910000000-85b64ecb4c755def7bf8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0590000000-b1cffc8382744a15cebdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-76ebfda733a5e9f84460View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uxu-6910000000-6754e4c1095f546754e5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0590000000-1f5818e4e7e8047b60bcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0910000000-e2b54b0166cc17c1dfcbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fvj-0900000000-07cb4c4ce72a1ae5e83bView in MoNA
ChemSpider ID1267365
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID1550888
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33832
CRC / DFC (Dictionary of Food Compounds) IDHCV54-E:HCL29-C
EAFUS ID656
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1012411
SuperScent ID1550890
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
carnation
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
jasmine
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
rose
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
cinnamon
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
honey
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
berry
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
almond
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
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.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cassia
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cinnamyl
  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