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Showing Compound Coniferyl aldehyde (FDB001513)

Record Information
Version1.0
Creation date2010-04-08 22:05:00 UTC
Update date2025-11-18 22:31:46 UTC
Primary IDFDB001513
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameConiferyl aldehyde
Description(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal, also known as 4-hydroxy-3-methoxycinnamaldehyde or coniferaldehyde, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal is found, on average, in the highest concentration within sherries (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal has also been detected, but not quantified in, several different foods, such as highbush blueberries, lima beans, chinese cabbages, loquats, and greenthread tea. This could make (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal a potential biomarker for the consumption of these foods.
CAS Number458-36-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(e)-ConiferaldehydeChEBI
4-Hydroxy-3-methoxycinnamaldehydeChEBI
FerulaldehydeChEBI
ConiferylaldehydeHMDB
trans-Coniferyl aldehydeHMDB
Coniferyl aldehydeHMDB
Coniferaldehyde, (e)-isomerHMDB
4-HM-CAHMDB
(2E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenalHMDB
(2E)-4-Hydroxy-3-methoxycinnamaldehydeHMDB
(e)-3-(4-Hydroxy-3-methoxyphenyl)acrylaldehydeHMDB
(e)-3-(4-Hydroxy-m-methoxyphenyl)prop-2-enalHMDB
(e)-Coniferyl aldehydeHMDB
(e)-FerulaldehydeHMDB
2-Methoxy-4-(3-oxo-1-propenyl)phenolHMDB
3-(4-Hydroxy-3-methoxyphenyl)-2-propenalHMDB
3-(4-Hydroxy-3-methoxyphenyl)acroleinHMDB
3-(4-Hydroxy-3-methoxyphenyl)propenalHMDB
3-Methoxy-4-hydroxycinnamaldehydeHMDB
4-Hydroxy-3-methoxy-trans-cinnamaldehydeHMDB
4-Hydroxy-3-methoxyzimtaldehydeHMDB
e-Coniferyl aldehydeHMDB
Ferulic aldehydeHMDB
Ferulyl aldehydeHMDB
p-ConiferaldehydeHMDB
trans-ConiferaldehydeHMDB
trans-FerulaldehydeHMDB
ConiferaldehydeChEBI
2-Propenal, 3-(4-hydroxy-3-methoxyphenyl), (E)-biospider
3-(4-Hydroxy-3-methoxyphenyl)prop-2-enalbiospider
4-Hydroxy-3-methoxycinnamic aldehydebiospider
Coniferyl-aldehydebiospider
Predicted Properties
PropertyValueSource
Water Solubility1.47 g/LALOGPS
logP2.22ALOGPS
logP1.52ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)9.52ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity50.58 m³·mol⁻¹ChemAxon
Polarizability18.38 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H10O3
IUPAC name(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal
InChI IdentifierInChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+
InChI KeyDKZBBWMURDFHNE-NSCUHMNNSA-N
Isomeric SMILES[H]\C(C=O)=C(\[H])C1=CC(OC)=C(O)C=C1
Average Molecular Weight178.1846
Monoisotopic Molecular Weight178.062994186
Classification
Description Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Cinnamaldehyde
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Styrene
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Enal
  • Alpha,beta-unsaturated aldehyde
  • Ether
  • Hydrocarbon derivative
  • Carbonyl group
  • Aldehyde
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point84 oC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-004r-6900000000-a86325dd1576b3f487752015-03-01View Spectrum
GC-MSConiferyl aldehyde, 1 MEOX; 1 TMS, GC-MS Spectrumsplash10-016s-2690000000-7abfc1522df042195df1Spectrum
GC-MSConiferyl aldehyde, 1 MEOX; 1 TMS, GC-MS Spectrumsplash10-014j-2590000000-15150b461f11e1bda607Spectrum
Predicted GC-MSConiferyl aldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-002k-0900000000-4b53a2043e1f6361ead3Spectrum
Predicted GC-MSConiferyl aldehyde, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dr-3490000000-291245f9f1446b7afd79Spectrum
Predicted GC-MSConiferyl aldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 32V, positivesplash10-00mn-2900000000-992c99004e6fde552d972020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-01r2-1900000000-70313f0148c29d58d4022020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 35V, positivesplash10-00kb-1900000000-2584d8d7901671f414b02020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-004j-0900000000-caa230c203451e970aab2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, positivesplash10-00kf-6900000000-1422198e43af20ba687f2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 50V, positivesplash10-004i-2900000000-4599e4c2f96e007197f02020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 3V, positivesplash10-004i-0900000000-d141af5ed7ad11a0b3292020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 5V, positivesplash10-004i-0900000000-a67f723a0baace8b943f2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 7V, positivesplash10-004i-0900000000-ee621d01cc62a3ce8c4c2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 8V, positivesplash10-01t9-0900000000-1a872c87c3feaaad2e192020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 10V, positivesplash10-004i-0900000000-f39ee9e99ea496e20dad2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 12V, positivesplash10-01ta-0900000000-73ba83124befc3d5b4aa2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 14V, positivesplash10-0002-0900000000-4ec09260b70fdc588abb2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 17V, positivesplash10-00kb-1900000000-beaccce20ecd09f86a842020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 16V, positivesplash10-01ot-0900000000-62c0cbea9cf170ca12d52020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 21V, positivesplash10-014m-2900000000-da234679d419a5f1f90b2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 19V, positivesplash10-00kb-1900000000-6e854a0e40975c36f5a42020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 23V, positivesplash10-014m-2900000000-edc82bfb9c638255d6a82020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 24V, positivesplash10-00kg-3900000000-ed61083587979f81e32d2020-07-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-a6b27eb458881a5fcbbe2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01t9-1900000000-8b71d1a330b1da6e66842016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-6900000000-6e2551158c636a43718d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-0320b825331e83e2c26d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0900000000-fb30ae42d6aba9785aea2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0bu4-3900000000-8d4192e399d7ba0ae0372016-08-03View Spectrum
NMR
TypeDescriptionView
ChemSpider ID4444167
ChEMBL IDCHEMBL242529
KEGG Compound IDC02666
Pubchem Compound ID5280536
Pubchem Substance IDNot Available
ChEBI ID16547
Phenol-Explorer ID630
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDCONIFERYL-ALDEHYDE|CONIFERALDEHYDE
BIGG IDNot Available
KNApSAcK IDC00002728
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDConiferyl aldehyde
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
Anti-edemicAn agent that relieves or prevents edema, reducing abnormal fluid accumulation in tissues or the circulatory system, commonly used to treat conditions such as swelling, inflammation, and water retention.DUKE
Anti-inflammatory35472 An agent that reduces inflammation, playing a biological role in suppressing immune responses and therapeutic applications in managing pain, swelling, and redness. Key medical uses include treating arthritis, allergies, and autoimmune disorders, as well as relieving symptoms of conditions such as asthma and dermatitis.DUKE
Anti prostaglandin49020 An agent that inhibits prostaglandin production, reducing inflammation and pain. Therapeutically, it's used to treat conditions like arthritis, menstrual cramps, and post-surgical pain, by blocking prostaglandin-mediated responses, providing relief from inflammation and discomfort.DUKE
Fungicide24127 An agent that kills or inhibits the growth of fungi, playing a biological role in preventing fungal infections. Therapeutically, it is used to treat fungal diseases, with key medical applications including athlete's foot, ringworm, and candidiasis, as well as agricultural uses to protect crops from fungal damage.DUKE
Pesticide25944 An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.