Record Information
Version1.0
Creation date2010-04-08 22:04:44 UTC
Update date2018-05-28 23:03:35 UTC
Primary IDFDB000841
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameEthyl vanillin
DescriptionEthyl vanillin, also known as ethyl protal or vanirom, belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. Ethyl vanillin is an extremely weak basic (essentially neutral) compound (based on its pKa). Ethyl vanillin is a sweet, caramel, and creamy tasting compound.
CAS Number121-32-4
Structure
Thumb
Synonyms
SynonymSource
2-Ethoxy-4-formylphenolChEBI
3-EthoxyprotocatechualdehydeChEBI
4-Hydroxy-3-ethoxybenzaldehydeChEBI
BourbonalChEBI
Ethyl protalChEBI
VanilalChEBI
3-ETHOXY-4-hydroxy-benzaldehydeHMDB
3-Ethoxy-4-hydroxybenzaldehydeHMDB
AethylvanillinHMDB
EthavanHMDB
EthovanHMDB
Ethyl proto-catechualdehyde-3-ethyl etherHMDB
Ethyl protocatechualdehydeHMDB
Ethyl vanillin (NF)HMDB
Ethyl vanillin, usan?HMDB
Ethyl-vanillinHMDB
EthylprotalHMDB
Ethylprotocatechualdehyde-3-ethyl etherHMDB
Ethylprotocatechuic aldehydeHMDB
EthylvanillinHMDB
FEMA 2464HMDB
Protocatechuic aldehyde 3-ethyl etherHMDB
Protocatechuic aldehyde ethyl etherHMDB
QuantrovanilHMDB
Quantrovanil, vanillalHMDB
RhodiaromeHMDB
VanbeenolHMDB
VanillalHMDB
VaniromHMDB
VaniromeHMDB
3-ETHOXY-4-HYDROXY-BENZALDEHYDEbiospider
Benzaldehyde, 3-ethoxy-4-hydroxy-biospider
Ethyl vanillinbiospider
Ethyl vanillin, USAN?db_source
Vanillin, ethyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility2.72 g/LALOGPS
logP1.82ALOGPS
logP1.58ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)7.79ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.83 m³·mol⁻¹ChemAxon
Polarizability17 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H10O3
IUPAC name3-ethoxy-4-hydroxybenzaldehyde
InChI IdentifierInChI=1S/C9H10O3/c1-2-12-9-5-7(6-10)3-4-8(9)11/h3-6,11H,2H2,1H3
InChI KeyCBOQJANXLMLOSS-UHFFFAOYSA-N
Isomeric SMILESCCOC1=C(O)C=CC(C=O)=C1
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
Classification
Description belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentHydroxybenzaldehydes
Alternative Parents
Substituents
  • Hydroxybenzaldehyde
  • Phenoxy compound
  • Phenol ether
  • Benzoyl
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Ether
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 65.05%; H 6.07%; O 28.88%DFC
Melting PointMp 76-78°DFC
Boiling PointBp 285°DFC
Experimental Water Solubility2.82 mg/mL at 25 oCJIN,LJ et al. (1998)
Experimental logP1.58BAZACO,JF & COCA,CM (1989)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-7900000000-82021b1b58fb03cd9cc6JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-8900000000-120b162ff2c185f413bbJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-4900000000-5cc4d780ed9e9279561dJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-7900000000-82021b1b58fb03cd9cc6JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-8900000000-120b162ff2c185f413bbJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-4900000000-5cc4d780ed9e9279561dJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-0900000000-afc9dd7ed64604d0102fJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-4950000000-a33f56f4bc60325bef65JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-89239990c4a10955d988JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014r-1900000000-5c128876e8bad02cc839JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fu-9700000000-bf41857855baca586fedJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-6b1cd6daa42968b433bcJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-1900000000-270e0adeb0ef058d650dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052s-9700000000-34282a16d387610767afJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
ChemSpider ID8154
ChEMBL IDCHEMBL508676
KEGG Compound IDNot Available
Pubchem Compound ID8467
Pubchem Substance IDNot Available
ChEBI ID48408
Phenol-Explorer ID728
DrugBank IDNot Available
HMDB IDHMDB29665
CRC / DFC (Dictionary of Food Compounds) IDHCW75-Q:BJR65-X
EAFUS ID1320
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1002651
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
creamy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vanilla
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
caramel
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference