Canmetcon
Record Information
Version1.0
Creation date2010-04-08 22:12:40 UTC
Update date2015-07-20 23:33:06 UTC
Primary IDFDB016831
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameIsobutyl cinnamate
DescriptionFlavouring ingredient
CAS Number122-67-8
Structure
Thumb
Synonyms
SynonymSource
2-Methylpropyl (2Z)-3-phenylprop-2-enoic acidGenerator
2-Methylpropyl (2E)-3-phenylprop-2-enoateHMDB
2-Methylpropyl 3-phenyl-2-propenoateHMDB
2-Methylpropyl 3-phenylpropenoateHMDB
2-Methylpropyl beta-phenylacrylateHMDB
2-Methylpropyl cinnamateHMDB
2-Propenoic acid, 3-phenyl-, 2-methylpropyl esterHMDB
Cinnamic acid, isobutyl esterHMDB
FEMA 2193HMDB
Isobutyl (2E)-3-phenyl-2-propenoateHMDB
Isobutyl 3-phenylpropenoateHMDB
Isobutyl beta-phenylacrylateHMDB
Isobutyl cinammateHMDB
LabdanolHMDB
2-methylpropyl (2E)-3-phenylprop-2-enoatebiospider
2-methylpropyl Cinnamatebiospider
Isobutyl cinnamatedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.025 g/LALOGPS
logP3.76ALOGPS
logP3.76ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity61.57 m³·mol⁻¹ChemAxon
Polarizability23.64 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC13H16O2
IUPAC name2-methylpropyl (2Z)-3-phenylprop-2-enoate
InChI IdentifierInChI=1S/C13H16O2/c1-11(2)10-15-13(14)9-8-12-6-4-3-5-7-12/h3-9,11H,10H2,1-2H3/b9-8-
InChI KeyIQZUZPKOFSOVET-HJWRWDBZSA-N
Isomeric SMILESCC(C)COC(=O)\C=C/C1=CC=CC=C1
Average Molecular Weight204.2649
Monoisotopic Molecular Weight204.115029756
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
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 76.44%; H 7.89%; O 15.67%DFC
Melting PointNot Available
Boiling PointBp13 145°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 Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0kal-6900000000-9cae211ce75418f614aaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9470000000-1e4a99ea35c45b8e0053View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9300000000-fa99a6e5cb3c741fba60View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9100000000-d24b9d2a323987edfdbcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ufr-2790000000-549bc54903e61ffca63cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fba-2920000000-cee39e15987fad1dc4f4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fb9-3900000000-68dc3ff41a2d9f169d41View in MoNA
ChemSpider ID21428207
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID1712057
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37703
CRC / DFC (Dictionary of Food Compounds) IDHCV54-E:KTL66-H
EAFUS ID1863
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1016351
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.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
labdanum
  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