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Methyl cinnamate (YMDB01744)

Identification
YMDB IDYMDB01744
NameMethyl cinnamate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionMethyl cinnamate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Based on a literature review very few articles have been published on Methyl cinnamate.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • 2-Propenoic acid, 3-phenyl-, methyl ester
  • 3-phenyl-2-propenoate
  • 3-Phenyl-2-propenoic acid methyl
  • 3-Phenyl-2-propenoic acid methyl ester (methyl cinnamate)
  • 3-phenyl-2-propenoic acid, ion(1-)
  • 3-phenylacrylate
  • Cinnamic acid methyl ester
  • cinnamic acid, ion(1-)
  • Cinnamic acid, methyl ester
  • Methyl (2E)-3-phenyl-2-propenoate
  • Methyl 3-phenyl-2-propenoate
  • Methyl 3-phenylacrylate
  • methyl 3-phenylprop-2-enoate
  • Methyl 3-phenylpropenoate
  • methyl cinnamate (isomer)
  • Methyl cinnamylate
  • Methyl ester of Cinnamic acid
  • trans-Methyl cinnamate
  • 3-Phenyl-2-propenoate methyl
  • Methyl cinnamic acid
  • Methyl cinnamate, ion(1-)
  • Methyl trans-cinnamate
  • Methyl cinnamate, propenoic-3-(14)C-labeled
  • Methyl cinnamate, cis-isomer
  • Methyl cinnamate, propenoic-3-(14)C-labeled, (e)-isomer
  • Methyl cinnamate, trans-isomer
  • (e)-Methyl ester 3-phenyl-2-propenoate
CAS number103-26-4
WeightAverage: 162.1852
Monoisotopic: 162.068079564
InChI KeyCCRCUPLGCSFEDV-BQYQJAHWSA-N
InChIInChI=1S/C10H10O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-8H,1H3/b8-7+
IUPAC Namemethyl (2E)-3-phenylprop-2-enoate
Traditional IUPAC Namemethyl cinnamate
Chemical FormulaC10H10O2
SMILESCOC(=O)\C=C\C1=CC=CC=C1
Chemical Taxonomy
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
  • Fatty acyl
  • Benzenoid
  • Methyl ester
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting point36 °C
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogP2.62 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.22 g/LALOGPS
logP2.58ALOGPS
logP2.52ChemAxon
logS-2.9ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.83 m³·mol⁻¹ChemAxon
Polarizability17.61 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
BalsamFDB029756
CherryFDB029756
CinnamonFDB029756
StrawberryFDB029756
SweetFDB029756
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ue9-1900000000-379d34fb8fd151e306c1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01q9-0900000000-5ffbe8c76fc7a9d99dd2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01q9-1900000000-c4d34454b333cc5217afJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ue9-4900000000-8663d73bf2cb0783d8caJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-8b7585c9f65f2d4a1819JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03fr-0900000000-33da441d59a1275048f6JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-2900000000-46ce0ee70dbceb8d0d92JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-3285e0b323d2266782aeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-2900000000-abd0c0c325ee40da24cbJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fb9-9400000000-3c5a8c04f990bda44645JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03fr-0900000000-b6bdcd0fedc54834c9e6JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-20d806534be8d5a510dbJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9300000000-f637efaadb9d92581a8aJSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-0gx0-4900000000-26366970a00a3ece5f5dJSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID23248
HMDB IDHMDB0303905
Pubchem Compound ID7644
Kegg IDC06358
ChemSpider ID24533537
FOODB IDFDB029756
Wikipedia IDNot Available
BioCyc IDNot Available