Methyl p-coumarate (CHEM024054)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 21:27:49 UTC
Update Date2016-11-09 01:17:49 UTC
Accession NumberCHEM024054
Identification
Common NameMethyl p-coumarate
ClassSmall Molecule
DescriptionA cinnamate ester that is the methyl ester of 4-coumaric acid.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
4-Hydroxycinnamic acid methyl esterChEBI
Methyl 4-coumarateChEBI
Methyl 4-hydroxycinnamateChEBI
Methyl ester OF p-hydroxycinnamic acidChEBI
Methyl p-coumarateChEBI
Methyl p-hydroxycinnamateChEBI
Methyl-p-coumarateChEBI
p-Coumaric acid methyl esterChEBI
p-Hydroxycinnamic acid methyl esterChEBI
4-Hydroxycinnamate methyl esterGenerator
Methyl 4-coumaric acidGenerator
Methyl 4-hydroxycinnamic acidGenerator
Methyl ester OF p-hydroxycinnamateGenerator
Methyl p-coumaric acidGenerator
Methyl p-hydroxycinnamic acidGenerator
Methyl-p-coumaric acidGenerator
p-Coumarate methyl esterGenerator
p-Hydroxycinnamate methyl esterGenerator
4-Coumarate methyl esterGenerator
4-Coumaric acid methyl ester, (e)-isomerMeSH
Para-coumaric acid methyl esterMeSH
4-Coumaric acid methyl esterMeSH
Chemical FormulaC10H10O3
Average Molecular Mass178.185 g/mol
Monoisotopic Mass178.063 g/mol
CAS Registry Number3943-97-3
IUPAC Namemethyl 3-(4-hydroxyphenyl)prop-2-enoate
Traditional Namemethyl 3-(4-hydroxyphenyl)prop-2-enoate
SMILESCOC(=O)C=CC1=CC=C(O)C=C1
InChI IdentifierInChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3
InChI KeyNITWSHWHQAQBAW-UHFFFAOYSA-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
  • Fatty acid ester
  • 1-hydroxy-2-unsubstituted benzenoid
  • Fatty acyl
  • Benzenoid
  • Monocyclic benzene moiety
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Methyl ester
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.98 g/LALOGPS
logP2.42ALOGPS
logP2.21ChemAxon
logS-2.3ALOGPS
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
Polarizability18.42 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0900000000-30f715c913da2c4b4a42Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002b-1900000000-d195a842c51d6bdd4cecSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014j-5900000000-c5e94961896287588e71Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-067e68b904c1d6c59a54Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004j-0900000000-51aa75ac7a72e82c6223Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-2900000000-09e8dec08fb57d6dd574Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0900000000-6386b3c34ac099b91698Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-016r-2900000000-0e61d64ed6b9cbdce692Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9300000000-8a1786d80b5cd86f80f9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004j-0900000000-08ae02b81f154f1d0e7fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-073d21c98cb9e9cd3e6dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-2900000000-bb57ea527f05c0f0bf2bSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0302074
FooDB IDFDB001825
Phenol Explorer IDNot Available
KNApSAcK IDC00032012
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID83243
ChEBI ID86904
PubChem Compound ID92203
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=13595927
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=13662007
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=15388162
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=18338881
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21246114
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22684331
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23574393
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=24596616
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=26067677
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=27398611
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=27711413
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=28414046
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=30794401
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=31143124
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=31275927
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=31782089
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=31963799