Record Information
Version1.0
Creation date2010-04-08 22:15:33 UTC
Update date2018-05-29 01:50:13 UTC
Primary IDFDB021236
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCinnamyl isobutyrate
DescriptionCinnamyl isobutyrate, also known as fema 2297, belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Cinnamyl isobutyrate is an extremely weak basic (essentially neutral) compound (based on its pKa). Cinnamyl isobutyrate is a sweet, almond, and cinnamyl tasting compound.
CAS Number103-59-3
Structure
Thumb
Synonyms
SynonymSource
Cinnamyl isobutyric acidGenerator
(2E)-3-Phenyl-2-propenyl 2-methylpropanoateHMDB
2-Methyl-propanoic acid, 3-phenyl-2-propenyl esterHMDB
3-Phenyl-2-propen-1-yl 2-methylpropanoateHMDB
3-Phenyl-2-propen-1-yl isobutyrateHMDB
Cinnamyl 2-methylpropanoateHMDB
FEMA 2297HMDB
Isobutyric acid, cinnamyl esterHMDB
Propanoic acid, 2-methyl-, 3-phenyl-2-propen-1-yl esterHMDB
Propanoic acid, 2-methyl-, 3-phenyl-2-propenyl esterHMDB
(2Z)-3-Phenylprop-2-en-1-yl 2-methylpropanoic acidGenerator
Cinnamyl isobutyratedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.041 g/LALOGPS
logP3.82ALOGPS
logP3.5ChemAxon
logS-3.7ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity61.55 m³·mol⁻¹ChemAxon
Polarizability23.58 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC13H16O2
IUPAC name(2Z)-3-phenylprop-2-en-1-yl 2-methylpropanoate
InChI IdentifierInChI=1S/C13H16O2/c1-11(2)13(14)15-10-6-9-12-7-4-3-5-8-12/h3-9,11H,10H2,1-2H3/b9-6-
InChI KeyKLKQSZIWHVEARN-TWGQIWQCSA-N
Isomeric SMILESCC(C)C(=O)OC\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 styrenes. These are organic compounds containing an ethenylbenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassStyrenes
Direct ParentStyrenes
Alternative Parents
Substituents
  • Styrene
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Role

Biological role:

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 PointBp 254°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 KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-9500000000-ba9c43bf47387982f88fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-4290000000-4feeb9474006fda9c968JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9110000000-65b0928b050ce87ce6daJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kr-9300000000-d6c526fdc985744cb7a5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0aor-5490000000-b1e2e9653a36e6775c7cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-6900000000-25b98298481d67971d5dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-cd016d20e62b38984590JSpectraViewer
ChemSpider ID21427413
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID24884264
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB41317
CRC / DFC (Dictionary of Food Compounds) IDBLR24-Y:NNM49-A
EAFUS ID658
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1024251
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.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
almond
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spicy
  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.
tropical
  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