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Showing Compound Isoamyl cinnamate (FDB016832)

Record Information
Version1.0
Creation date2010-04-08 22:12:40 UTC
Update date2015-07-20 23:33:08 UTC
Primary IDFDB016832
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameIsoamyl cinnamate
DescriptionIsoamyl cinnamate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Isoamyl cinnamate is an amber, cocoa, and floral tasting compound. Based on a literature review very few articles have been published on Isoamyl cinnamate.
CAS Number7779-65-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Isoamyl cinnamic acidGenerator
2-Propenoic acid, 3-phenyl-, 3-methylbutyl esterHMDB
3-Methylbutyl (2E)-3-phenylacrylateHMDB
3-Methylbutyl 3-phenyl-2-propenoateHMDB
3-Phenyl-3-methylbutyl ester(e)-2-propenoic acidHMDB
3-Phenyl-acrylic acid, 3-methyl-butyl esterHMDB
Cinnamic acid, isopentyl esterHMDB
Cinnamic acid, isopentyl ester (8ci)HMDB
FEMA 2063HMDB
Isoamyl 3-phenyl propenoateHMDB
Isoamyl beta-phenylacrylateHMDB
Isopentyl (2E)-3-phenyl-2-propenoateHMDB
Isopentyl 3-phenylacrylateHMDB
Isopentyl 3-phenylpropenoateHMDB
Isopentyl alcohol, cinnamateHMDB
Isopentyl beta-phenylacrylateHMDB
Isopentyl cinnamateHMDB
3-Methylbutyl (2Z)-3-phenylprop-2-enoic acidGenerator
2-Propenoic acid, 3-phenyl-, 3-methylbutyl ester, (E)-biospider
3-methylbutyl (2E)-3-phenylacrylatebiospider
Cinnamic acid, isopentyl ester (8CI)biospider
Isoamyl cinnamatedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.007 g/LALOGPS
logP4.36ALOGPS
logP4.13ChemAxon
logS-4.5ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity66.25 m³·mol⁻¹ChemAxon
Polarizability25.36 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC14H18O2
IUPAC name3-methylbutyl (2Z)-3-phenylprop-2-enoate
InChI IdentifierInChI=1S/C14H18O2/c1-12(2)10-11-16-14(15)9-8-13-6-4-3-5-7-13/h3-9,12H,10-11H2,1-2H3/b9-8-
InChI KeyJFHCDEYLWGVZMX-HJWRWDBZSA-N
Isomeric SMILESCC(C)CCOC(=O)\C=C/C1=CC=CC=C1
Average Molecular Weight218.2915
Monoisotopic Molecular Weight218.13067982
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 - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 77.03%; H 8.31%; O 14.66%DFC
Melting PointNot Available
Boiling PointNot Available
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-MSIsoamyl cinnamate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0f8c-9800000000-884f510d4e960dfd1938Spectrum
Predicted GC-MSIsoamyl cinnamate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-4390000000-4bc71b240bdfbcb139c92017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00e9-9510000000-ce0aab329c8292fca7be2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pi3-9200000000-893bfbccd58675ff778e2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-016r-3790000000-572059e9d9aac67efeb32017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-1910000000-961751ef38f92ff46d542017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fb9-3900000000-e152329507041c2cd4d22017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0gb9-0590000000-8155de8e7469e25e92ad2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9530000000-4f932d941dcc7778fc362021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ufr-7900000000-b237c85e0a3ddcde5ba42021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00lr-0950000000-ebf97cf963e0b48351b82021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ue9-1900000000-94beed13960d146759ed2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-8900000000-f55f11794d783260bedc2021-09-22View Spectrum
NMRNot Available
ChemSpider ID21428204
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID5273467
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37704
CRC / DFC (Dictionary of Food Compounds) IDHCV54-E:KTL67-I
EAFUS ID1828
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1021111
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
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
amber
  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.
orchid
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
musty
  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