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Identification
YMDB IDYMDB01744
NameMethyl cinnamate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionMethyl cinnamate is the methyl ester of cinnamic acid. It is found naturally in a variety of plants. It is responsible for strawberry-like aromas.
Structure
Thumb
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
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
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
  • Methyl 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
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
BalsamNot Available
CherryNot Available
CinnamonNot Available
StrawberryNot Available
SweetNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID23248
HMDB IDNot Available
Pubchem Compound ID7644
Kegg IDC06358
ChemSpider ID24533537
FOODB IDNot Available
Wikipedia IDMethyl cinnamate
BioCyc IDNot Available