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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:50:46 UTC
Update Date2019-07-23 06:11:22 UTC
HMDB IDHMDB0032611
Secondary Accession Numbers
  • HMDB32611
Metabolite Identification
Common Name3-(4-Methoxyphenyl)-2-propenal
Description3-(4-Methoxyphenyl)-2-propenal, also known as 4-methoxycinnamaldehyde or 3-(4-methoxyphenyl)acrylaldehyde, belongs to the class of organic compounds known as cinnamaldehydes. These are organic aromatic compounds containing a cinnamlaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal. 3-(4-Methoxyphenyl)-2-propenal is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-(4-Methoxyphenyl)-2-propenal is a sweet, cherry, and cinnamon. Outside of the human body, 3-(4-methoxyphenyl)-2-propenal is found, on average, in the highest concentration in tarragons. 3-(4-methoxyphenyl)-2-propenal has also been detected, but not quantified in, a few different foods, such as potato, star anises, and sweet basils. This could make 3-(4-methoxyphenyl)-2-propenal a potential biomarker for the consumption of these foods.
Structure
Data?1563862282
Synonyms
ValueSource
4-MethoxycinnamaldehydeKegg
(2E)-3-(4-Methoxyphenyl)-2-propenalHMDB
(2E)-3-(4-Methoxyphenyl)acrylaldehydeHMDB
3-(4-Methoxyphenyl)-(2E)-2-propenalHMDB
3-(4-Methoxyphenyl)acrylaldehydeHMDB
Cinnamaldehyde, p-methoxy- (8ci)HMDB
p-Methoxy cinnamaldehydeHMDB
p-Methoxy-cinnamaldehydeHMDB
p-MethoxycinnamaldehydeHMDB
p-Methoxycinnamic aldehydeHMDB
Para-methoxy cinnamic aldehydeHMDB
trans-4-MethoxycinnamaldehydeHMDB
trans-p-MethoxycinnamaldehydeHMDB
4-Methoxy-cinnamaldehydeMeSH
Chemical FormulaC10H10O2
Average Molecular Weight162.1852
Monoisotopic Molecular Weight162.068079564
IUPAC Name(2E)-3-(4-methoxyphenyl)prop-2-enal
Traditional Name4-methoxycinnamaldehyde
CAS Registry Number24680-50-0
SMILES
COC1=CC=C(\C=C\C=O)C=C1
InChI Identifier
InChI=1S/C10H10O2/c1-12-10-6-4-9(5-7-10)3-2-8-11/h2-8H,1H3/b3-2+
InChI KeyAXCXHFKZHDEKTP-NSCUHMNNSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as cinnamaldehydes. These are organic aromatic compounds containing a cinnamlaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamaldehydes
Sub ClassNot Available
Direct ParentCinnamaldehydes
Alternative Parents
Substituents
  • Cinnamaldehyde
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Alpha,beta-unsaturated aldehyde
  • Enal
  • Ether
  • Carbonyl group
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aldehyde
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point58 - 59 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.28 g/LALOGPS
logP2.06ALOGPS
logP1.82ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity48.6 m³·mol⁻¹ChemAxon
Polarizability17.54 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01q9-1900000000-4f28e127b93f78c5ce10Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-cb9f289edd85f0b217f8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-1900000000-03ed6a2560274a83ef9fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kai-6900000000-fbb7329572f355c4e9c2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-1d977d90eaae07efb2e1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-d21cc57534719dff36a8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-2900000000-832be9ce36fc5d88e52fSpectrum
MSMass Spectrum (Electron Ionization)splash10-03e9-3900000000-dc04801eb543a1f07abfSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010552
KNApSAcK IDC00002757
Chemspider ID556586
KEGG Compound IDC10475
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound641294
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .