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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:48:04 UTC
Update Date2023-02-21 17:21:39 UTC
HMDB IDHMDB0032138
Secondary Accession Numbers
  • HMDB32138
Metabolite Identification
Common Name3,4-Dimethoxybenzaldehyde
Description3,4-Dimethoxybenzaldehyde, also known as veratric aldehyde, belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups. 3,4-Dimethoxybenzaldehyde is a sweet, caramel, and cherry tasting compound. 3,4-Dimethoxybenzaldehyde is found, on average, in the highest concentration within peppermints (Mentha X piperita). 3,4-Dimethoxybenzaldehyde has also been detected, but not quantified in, fruits and herbs and spices. This could make 3,4-dimethoxybenzaldehyde a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 3,4-Dimethoxybenzaldehyde.
Structure
Data?1677000099
Synonyms
ValueSource
Veratric aldehydeChEBI
3,4-DimethoxybenzaldehydeChEBI
3, 4-DimethoxybenzaldehydeHMDB
3,4-DIMETHOXY-benzaldehydeHMDB
3,4-DimethoxybenzenecarbonalHMDB
4-O-MethylvanillinHMDB
Benzaldehyde, 3,4-dimethoxy-veratraldehydeHMDB
FEMA 3109HMDB
MethylvanillinHMDB
P-Veratric aldehydeHMDB
Protocatechualdehyde dimethyl etherHMDB
Protocatechuecaldehyde dimethyl etherHMDB
Protocatechuic aldehyde dimethyl etherHMDB
Vanillin methyl etherHMDB
VeratralHMDB
Veratrum aldehydeHMDB
VeratrumaldehydeHMDB
Veratryl aldehydeHMDB
VeratraldehydeMeSH
Chemical FormulaC9H10O3
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
IUPAC Name3,4-dimethoxybenzaldehyde
Traditional Nameveratraldehyde
CAS Registry Number120-14-9
SMILES
COC1=C(OC)C=C(C=O)C=C1
InChI Identifier
InChI=1S/C9H10O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-6H,1-2H3
InChI KeyWJUFSDZVCOTFON-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassMethoxybenzenes
Direct ParentDimethoxybenzenes
Alternative Parents
Substituents
  • Dimethoxybenzene
  • O-dimethoxybenzene
  • Anisole
  • Benzaldehyde
  • Benzoyl
  • Phenol ether
  • Phenoxy compound
  • Aryl-aldehyde
  • Alkyl aryl ether
  • Ether
  • Organooxygen compound
  • Aldehyde
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point58 °CNot Available
Boiling Point281.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility6.32 mg/mL at 25 °CNot Available
LogP1.22Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.39 g/LALOGPS
logP1.64ALOGPS
logP1.37ChemAxon
logS-2.1ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.57 m³·mol⁻¹ChemAxon
Polarizability16.86 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+137.28231661259
DarkChem[M-H]-135.83331661259
DeepCCS[M+H]+136.84830932474
DeepCCS[M-H]-133.18630932474
DeepCCS[M-2H]-170.77330932474
DeepCCS[M+Na]+146.31130932474
AllCCS[M+H]+135.432859911
AllCCS[M+H-H2O]+131.032859911
AllCCS[M+NH4]+139.532859911
AllCCS[M+Na]+140.732859911
AllCCS[M-H]-134.632859911
AllCCS[M+Na-2H]-135.732859911
AllCCS[M+HCOO]-137.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3,4-DimethoxybenzaldehydeCOC1=C(OC)C=C(C=O)C=C12378.8Standard polar33892256
3,4-DimethoxybenzaldehydeCOC1=C(OC)C=C(C=O)C=C11391.3Standard non polar33892256
3,4-DimethoxybenzaldehydeCOC1=C(OC)C=C(C=O)C=C11464.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 3,4-Dimethoxybenzaldehyde GC-EI-TOF (Non-derivatized)splash10-0075-2900000000-c846048d98d3318f90452017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3,4-Dimethoxybenzaldehyde GC-EI-TOF (Non-derivatized)splash10-0075-2900000000-c846048d98d3318f90452018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,4-Dimethoxybenzaldehyde GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fri-1900000000-2d0a63c9daf98928ab332017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,4-Dimethoxybenzaldehyde GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,4-Dimethoxybenzaldehyde GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 45V, Negative-QTOFsplash10-000l-6900000000-bfaf6c2a0d0819eff8d92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 30V, Negative-QTOFsplash10-014r-1900000000-8df27c702ca0792480d12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 35V, Positive-QTOFsplash10-0abi-1900000000-e090f7f3684ee2fd384b2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 15V, Negative-QTOFsplash10-014r-1900000000-7731b0038b523b9194632021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 75V, Negative-QTOFsplash10-0006-9200000000-301672a18e1b7b1a036b2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 60V, Negative-QTOFsplash10-0006-9400000000-f2fc05096f0752c35b852021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 90V, Negative-QTOFsplash10-0006-9100000000-b60e34d7d812476e39762021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 10V, Positive-QTOFsplash10-014i-0900000000-f400888de905a726618b2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 20V, Positive-QTOFsplash10-014i-0900000000-6f184055a0baf4dfc6e92015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 40V, Positive-QTOFsplash10-0zn9-7900000000-fe1f4820b22ef135ff7f2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 10V, Negative-QTOFsplash10-014i-0900000000-5b1fcf8c1e3efbca0fd02015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 20V, Negative-QTOFsplash10-014i-0900000000-146ae0a045d56fee225c2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 40V, Negative-QTOFsplash10-0ar1-9600000000-d463c3dad8eeb74fe46b2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 10V, Negative-QTOFsplash10-014i-0900000000-5dea0e2df5cd18252bf02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 20V, Negative-QTOFsplash10-000i-0900000000-dc28ea151a5f9e0a73422021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 40V, Negative-QTOFsplash10-01ba-9500000000-54dea791a070816fbe5d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 10V, Positive-QTOFsplash10-014r-0900000000-e4e21f5c89903e5f13122021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 20V, Positive-QTOFsplash10-014r-0900000000-ac1cfb8a688d346677de2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,4-Dimethoxybenzaldehyde 40V, Positive-QTOFsplash10-014i-9300000000-e511fbc3418b0b3f3a7a2021-09-22Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
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 IDFDB008864
KNApSAcK IDC00051592
Chemspider ID21106008
KEGG Compound IDC02201
BioCyc IDVERATRALDEHYDE
BiGG IDNot Available
Wikipedia LinkVeratraldehyde
METLIN IDNot Available
PubChem Compound8419
PDB IDNot Available
ChEBI ID17098
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1030991
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .