Showing Compound Card for 3-(3-Hydroxyphenyl)-2-propenoic acid, methyl ester (CDB000524)

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Record Information
Version1.0
Created at2020-03-19 00:41:45 UTC
Updated at2020-11-18 16:35:14 UTC
CannabisDB IDCDB000524
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name3-(3-Hydroxyphenyl)-2-propenoic acid, methyl ester
Description3-(3-Hydroxyphenyl)-2-propenoic acid, methyl ester also known as methyl trans-3-coumarate, belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid. 3-(3-Hydroxyphenyl)-2-propenoic acid, methyl ester is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-(3-Hydroxyphenyl)-2-propenoic acid is an methylester derivative of m-coumaric acid in which the methyl group has been replaced by a hrogen atom of carboxyl functional group. M-coumaric acid is an organic compound found in carrots, strawberries, grape wines, garden tomato (var.), and bilberries.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Methyl (e)-3-hydroxycinnamateChEBI
Methyl trans-3-coumarateChEBI
Methyl trans-3-hydroxycinnamateChEBI
Methyl (e)-3-hydroxycinnamic acidGenerator
Methyl trans-3-coumaric acidGenerator
Methyl trans-3-hydroxycinnamic acidGenerator
Methyl (2E)-3-(3-hydroxyphenyl)acrylic acidGenerator
Chemical FormulaC10H10O3
Average Molecular Weight178.19
Monoisotopic Molecular Weight178.063
IUPAC Namemethyl (2E)-3-(3-hydroxyphenyl)prop-2-enoate
Traditional Namemethyl (2E)-3-(3-hydroxyphenyl)prop-2-enoate
CAS Registry Number3943-95-1
SMILES
COC(=O)\C=C\C1=CC(O)=CC=C1
InChI Identifier
InChI=1S/C10H10O3/c1-13-10(12)6-5-8-3-2-4-9(11)7-8/h2-7,11H,1H3/b6-5+
InChI KeyPKALKWFZXXGNJD-AATRIKPKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentCoumaric acid esters
Alternative Parents
Substituents
  • Coumaric acid ester
  • Coumaric acid or derivatives
  • Cinnamic acid ester
  • Styrene
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Fatty acid ester
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Fatty acyl
  • Benzenoid
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Methyl ester
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Not Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.41ALOGPS
logP2.21ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)9.4ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity49.81 m³·mol⁻¹ChemAxon
Polarizability18.54 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS3-(3-Hydroxyphenyl)-2-propenoic acid, methyl ester, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00kb-1900000000-2fa36e4ecff32a471745Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0900000000-b97b6ac6e7132da59fb22018-04-06View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05ot-0900000000-4132a56810323db6d7c42018-04-06View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-066r-9800000000-0aa657dd7cf36ae07c7f2018-04-06View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-227ed2f975b7373a90c62018-04-06View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-0900000000-49cbd3a8c7b322e50df92018-04-06View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kb-1900000000-95824b253d5e45957a122018-04-06View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0146658
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4509726
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5352910
PDB IDNot Available
ChEBI ID131393
References
General ReferencesNot Available