trans-2-Methoxycinnamic acid (CHEM025738)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 22:34:32 UTC
Update Date2016-11-09 01:18:08 UTC
Accession NumberCHEM025738
Identification
Common Nametrans-2-Methoxycinnamic acid
ClassSmall Molecule
DescriptionA member of the class of cinnamic acids that is trans-cinnamic acid carrying a methoxy substituent at position 2 on the benzene ring.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(e)-3-(2-Methoxyphenyl)-2-propenoic acidChEBI
(e)-3-(2-Methoxyphenyl)acrylic acidChEBI
(e)-O-Methoxycinnamic acidChEBI
2-Methoxycinnamic acidChEBI
trans-2-Methoxycinnamic acidChEBI
(e)-3-(2-Methoxyphenyl)-2-propenoateGenerator
(e)-3-(2-Methoxyphenyl)acrylateGenerator
(e)-O-MethoxycinnamateGenerator
2-MethoxycinnamateGenerator
trans-2-MethoxycinnamateGenerator
(e)-2-MethoxycinnamateGenerator
Chemical FormulaC10H10O3
Average Molecular Mass178.185 g/mol
Monoisotopic Mass178.063 g/mol
CAS Registry NumberNot Available
IUPAC Name(2E)-3-(2-methoxyphenyl)prop-2-enoic acid
Traditional Name(2E)-3-(2-methoxyphenyl)prop-2-enoic acid
SMILES[H]\C(=C(\[H])C1=CC=CC=C1OC)C(O)=O
InChI IdentifierInChI=1S/C10H10O3/c1-13-9-5-3-2-4-8(9)6-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-6+
InChI KeyFEGVSPGUHMGGBO-VOTSOKGWSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as coumaric acids. These are aromatic compounds containing a cinnamic acid moiety hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentCoumaric acids
Alternative Parents
Substituents
  • Cinnamic acid
  • Coumaric acid
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Ether
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • 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 Solubility0.64 g/LALOGPS
logP2.38ALOGPS
logP1.98ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)4.14ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity49.52 m³·mol⁻¹ChemAxon
Polarizability18.22 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-02vi-3940000000-08e47fe2d1ef428337feSpectrum
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-0gyc-3920000000-6a8a02b6b2e7c8b4cb32Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-97d4050612e3d3614c55Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0900000000-b8e3ccb90a2adb2986a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05nf-5900000000-fed71ccb81b86eb9d7a8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0arr-0900000000-303ae88751ee0cc820eaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0gb9-0900000000-c6a353de42455f9e358cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-0900000000-59d189614ecf1a727514Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-0900000000-6b7bbdcd75ddbbe30e62Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01si-1900000000-7a017f4610241ad78787Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ufr-6900000000-3d4d0e914dc88af855acSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0059-0900000000-d80b6ee7ed76b990f260Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-2900000000-ba27a3f739f2a1c7daa9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002r-9300000000-b067241e9b4b82dd8fc1Spectrum
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 IDHMDB0302514
FooDB IDFDB004884
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID641429
ChEBI ID136676
PubChem Compound ID734154
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=11600003
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11879010
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=20572266
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=28265631