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Identification
YMDB IDYMDB01687
NameEthyl vanillin
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
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).
Structure
Thumb
Synonyms
  • 3-Ethoxy-4-hydroxybenzaldehyde
  • 3-methoxy-4-hydroxybenzaldehyde
  • 4-formyl-2-methoxyphenol
  • 4-Hydroxy-3-ethoxybenzaldehyde
  • 4-Hydroxy-3-methoxy-benzaldehyde
  • 4-Hydroxy-3-methoxybenzaldehyde
  • 4-hydroxy-m-anisaldehyde
  • Benzaldehyde, 3-ethoxy-4-hydroxy-
  • Bourbonal
  • Ethavan
  • Ethovan
  • Ethyl proto-catechualdehyde-3-ethyl ether
  • Ethyl protocatechualdehyde
  • Ethyl vanillin (NF)
  • Ethylprotal
  • Ethylprotocatechuic aldehyde
  • Ethylvanillin
  • methylprotocatechuic aldehyde
  • p-hydroxy-m-methoxybenzaldehyde
  • p-vanillin
  • Protocatechuic aldehyde 3-ethyl ether
  • Protocatechuic aldehyde ethyl ether
  • Quantrovanil
  • Rhodiarome
  • Vanbeenol
  • Vanilal
  • vaniline
  • Vanillal
  • Vanillaldehyde
  • vanillic aldehyde
  • Vanillin
  • Vanillin, ethyl-
  • Vanirom
  • 2-Ethoxy-4-formylphenol
  • 3-Ethoxyprotocatechualdehyde
  • Ethyl protal
  • 3-ETHOXY-4-hydroxy-benzaldehyde
  • Aethylvanillin
  • Ethyl vanillin, usan?
  • Ethyl-vanillin
  • Ethylprotocatechualdehyde-3-ethyl ether
  • FEMA 2464
  • Quantrovanil, vanillal
  • Vanirome
CAS number121-32-4
WeightAverage: 166.1739
Monoisotopic: 166.062994186
InChI KeyCBOQJANXLMLOSS-UHFFFAOYSA-N
InChIInChI=1S/C9H10O3/c1-2-12-9-5-7(6-10)3-4-8(9)11/h3-6,11H,2H2,1H3
IUPAC Name3-ethoxy-4-hydroxybenzaldehyde
Traditional IUPAC Nameethyl vanillin
Chemical FormulaC9H10O3
SMILESCCOC1=C(O)C=CC(C=O)=C1
Chemical Taxonomy
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
Physical Properties
StateSolid
Charge0
Melting point77.5 °C
Experimental Properties
PropertyValueReference
Water Solubility2.82 mg/mL at 25 oC [JIN,LJ et al. (1998)]PhysProp
LogP1.58 [BAZACO,JF & COCA,CM (1989)]PhysProp
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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
CaramelFDB000841
CreamyFDB000841
SweetFDB000841
VanillaFDB000841
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID48408
HMDB IDHMDB0029665
Pubchem Compound ID8467
Kegg IDNot Available
ChemSpider ID8154
FOODB IDFDB000841
Wikipedia IDEthylvanillin
BioCyc IDNot Available