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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:57:50 UTC
Update Date2019-07-23 06:24:36 UTC
HMDB IDHMDB0037704
Secondary Accession Numbers
  • HMDB37704
Metabolite Identification
Common NameIsoamyl cinnamate
DescriptionIsoamyl cinnamate is a flavouring ingredient.
Structure
Data?1563863076
Synonyms
ValueSource
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
Chemical FormulaC14H18O2
Average Molecular Weight218.2915
Monoisotopic Molecular Weight218.13067982
IUPAC Name3-methylbutyl (2Z)-3-phenylprop-2-enoate
Traditional Name3-methylbutyl (2Z)-3-phenylprop-2-enoate
CAS Registry Number7779-65-9
SMILES
CC(C)CCOC(=O)\C=C/C1=CC=CC=C1
InChI Identifier
InChI=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
Chemical Taxonomy
DescriptionThis compound 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
  • Phenylpropene
  • Styrene
  • Fatty acid ester
  • Fatty acyl
  • Benzenoid
  • Monocyclic benzene moiety
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f8c-9800000000-884f510d4e960dfd1938JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-016r-3790000000-572059e9d9aac67efeb3JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-1910000000-961751ef38f92ff46d54JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fb9-3900000000-e152329507041c2cd4d2JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-4390000000-4bc71b240bdfbcb139c9JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00e9-9510000000-ce0aab329c8292fca7beJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pi3-9200000000-893bfbccd58675ff778eJSpectraViewer | MoNA
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB016832
KNApSAcK IDNot Available
Chemspider ID21428204
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .