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Showing Compound Butyl cinnamate (FDB016830)

Record Information
Version1.0
Creation date2010-04-08 22:12:40 UTC
Update date2015-07-20 23:33:06 UTC
Primary IDFDB016830
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameButyl cinnamate
DescriptionButyl cinnamate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Butyl cinnamate is a sweet, balsam, and cocoa tasting compound. Based on a literature review very few articles have been published on Butyl cinnamate.
CAS Number538-65-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Butyl cinnamic acidGenerator
2-Propenoic acid, 3-phenyl-, butyl esterHMDB
3-Phenyl-acrylic acid, butyl esterHMDB
Butyl 3-phenyl-2-propenoateHMDB
Butyl 3-phenylpropenoateHMDB
Butyl phenylacrylateHMDB
Butyl-beta-phenylacrylateHMDB
Cinnamate de N-butyleHMDB
Cinnamic acid butyl esterHMDB
Cinnamic acid N-butyl esterHMDB
Cinnamic acid, butyl esterHMDB
EliminoxyHMDB
FEMA 2192HMDB
N-Butyl cinnamateHMDB
N-Butyl phenylacrylateHMDB
Butyl (2Z)-3-phenylprop-2-enoic acidGenerator
Tert-butyl cinnamateMeSH
Butyl cinnamateMeSH
Cinnamate de n-butylebiospider
Cinnamic acid n-butyl esterbiospider
N-butyl cinnamatebiospider
N-butyl phenylacrylatebiospider
Predicted Properties
PropertyValueSource
Water Solubility0.016 g/LALOGPS
logP3.93ALOGPS
logP3.84ChemAxon
logS-4.1ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity61.7 m³·mol⁻¹ChemAxon
Polarizability23.9 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC13H16O2
IUPAC namebutyl (2Z)-3-phenylprop-2-enoate
InChI IdentifierInChI=1S/C13H16O2/c1-2-3-11-15-13(14)10-9-12-7-5-4-6-8-12/h4-10H,2-3,11H2,1H3/b10-9-
InChI KeyOHHIVLJVBNCSHV-KTKRTIGZSA-N
Isomeric SMILESCCCCOC(=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
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
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 295°DFC
Experimental Water Solubility5 mg/mLMERCK INDEX (1989)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd18 1.01DFC
Refractive Indexn20D 1.5470DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSButyl cinnamate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-6900000000-0d21e381e2542b15607fSpectrum
Predicted GC-MSButyl cinnamate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-4490000000-fffbfda43959205b8dc92017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9510000000-496dcf83df8656dbbc962017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pbc-9200000000-6c3d8e4710fc3c621e3e2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ufr-2790000000-73bd16f22005bd31aaa72017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f92-1910000000-be03d86327a98bae2bc32017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fb9-3900000000-cec7b52250a5a00869802017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0940000000-77395fc8665b8abc76522021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f6x-9510000000-af8cbe09e10ba806a2672021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fb9-9600000000-df961893a546f3c3edfb2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-053r-0930000000-51411e58beeb0eb816cb2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ue9-3900000000-422969c7ab529a7224b32021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-4900000000-596427e1756466414ab72021-09-25View Spectrum
NMRNot Available
ChemSpider ID21427812
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID25021438
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37702
CRC / DFC (Dictionary of Food Compounds) IDHCV54-E:KTL65-G
EAFUS ID404
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00035549
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1013181
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.
cocoa
  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.
fruity
  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