Record Information
Version1.0
Creation date2010-04-08 22:15:33 UTC
Update date2019-11-26 03:20:05 UTC
Primary IDFDB021235
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCinnamyl butyrate
DescriptionCinnamyl butyrate belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Cinnamyl butyrate is an extremely weak basic (essentially neutral) compound (based on its pKa). Cinnamyl butyrate is a balsamic, cinnamyl, and cognac tasting compound. Cinnamyl butyrate has been detected, but not quantified in, pomes. This could make cinnamyl butyrate a potential biomarker for the consumption of these foods.
CAS Number103-61-7
Structure
Thumb
Synonyms
SynonymSource
Cinnamyl butyric acidGenerator
(2E)-3-Phenyl-2-propenyl butyrateHMDB
3-Phenyl-2-propen-1-yl butanoateHMDB
3-Phenyl-2-propen-1-yl butyrateHMDB
3-Phenyl-2-propenyl butanoateHMDB
3-Phenylallyl butyrateHMDB
Butanoic acid, 3-phenyl-2-propen-1-yl esterHMDB
Butanoic acid, 3-phenyl-2-propenyl esterHMDB
Butynoic acid, 3-phenyl-2-propenyl esterHMDB
Butyric acid, cinnamyl esterHMDB
Cinnamyl butanoateHMDB
Cinnamyl N-butyrateHMDB
Phenylpropenyl N-butyrateHMDB
(2Z)-3-Phenylprop-2-en-1-yl butanoic acidGenerator
Cinnamyl butyratedb_source
Cinnamyl n-butyratebiospider
FEMA 2296db_source
Phenylpropenyl n-butyratebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.032 g/LALOGPS
logP3.88ALOGPS
logP3.4ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity61.57 m³·mol⁻¹ChemAxon
Polarizability23.5 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC13H16O2
IUPAC name(2Z)-3-phenylprop-2-en-1-yl butanoate
InChI IdentifierInChI=1S/C13H16O2/c1-2-7-13(14)15-11-6-10-12-8-4-3-5-9-12/h3-6,8-10H,2,7,11H2,1H3/b10-6-
InChI KeyYZYPQKZWNXANRB-POHAHGRESA-N
Isomeric SMILESCCCC(=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
  • Fatty acid ester
  • Fatty acyl
  • 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

Route of exposure:

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 300°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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSCinnamyl butyrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014l-9600000000-66d634d385e532163d61Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0aor-5790000000-55ec2b0ccbed2ef4f68fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-6900000000-53f7acb8e28f3c663cf8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9300000000-f842da73bf5e6fb7c8cdSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0uxr-9380000000-4edd12f20ebef5c798e5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kr-9210000000-fd0e667a63d1ef1a6795Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-9300000000-c492d86c01088cfee89dSpectrum
NMRNot Available
ChemSpider ID30777556
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID86306395
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB41316
CRC / DFC (Dictionary of Food Compounds) IDBLR24-Y:NNM48-Z
EAFUS ID655
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1014111
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
soft
  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.
winey
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cognac
  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.
balsamic
  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