Record Information
Version1.0
Creation date2010-04-08 22:04:44 UTC
Update date2015-07-20 21:34:58 UTC
Primary IDFDB000841
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameEthyl vanillin
DescriptionFlavouring agent with flavouring power 2-4 times greater than vanillin. Used esp. in cocoa products
CAS Number121-32-4
Structure
Thumb
Synonyms
SynonymSource
2-Ethoxy-4-formylphenolbiospider
3-ETHOXY-4-HYDROXY-BENZALDEHYDEbiospider
3-Ethoxy-4-hydroxybenzaldehydedb_source
3-Ethoxyprotocatechualdehydebiospider
4-Hydroxy-3-ethoxybenzaldehydebiospider
Aethylvanillindb_source
Benzaldehyde, 3-ethoxy-4-hydroxy-biospider
Bourbonaldb_source
Ethavanbiospider
Ethovanbiospider
Ethyl protalbiospider
Ethyl proto-catechualdehyde-3-ethyl etherbiospider
Ethyl protocatechualdehydebiospider
Ethyl vanillinbiospider
Ethyl vanillin (NF)biospider
Ethyl vanillin, USAN?db_source
Ethyl-vanillinHMDB
Ethylprotalbiospider
Ethylprotocatechualdehyde-3-ethyl etherbiospider
Ethylprotocatechuic aldehydebiospider
Ethylvanillinbiospider
FEMA 2464db_source
Protocatechuic aldehyde 3-ethyl etherbiospider
Protocatechuic aldehyde ethyl etherbiospider
Quantrovanilbiospider
Quantrovanil, vanillalbiospider
Rhodiaromebiospider
Vanbeenolbiospider
Vanilalbiospider
Vanillaldb_source
Vanillin, ethyl-biospider
Vaniromdb_source
Vaniromebiospider
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
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 KeyInChIKey=CBOQJANXLMLOSS-UHFFFAOYSA-N
Isomeric SMILESCCOC1=C(O)C=CC(C=O)=C1
Average Molecular Weight166
Monoisotopic Molecular Weight166
Classification
DescriptionThis compound belongs to the class of chemical entities known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic oxygen compounds
Sub ClassOrganooxygen 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
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 Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-7900000000-82021b1b58fb03cd9cc6View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-8900000000-120b162ff2c185f413bbView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-4900000000-5cc4d780ed9e9279561dView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-0900000000-afc9dd7ed64604d0102fView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-4950000000-a33f56f4bc60325bef65View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-89239990c4a10955d988View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014r-1900000000-5c128876e8bad02cc839View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fu-9700000000-bf41857855baca586fedView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-6b1cd6daa42968b433bcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-1900000000-270e0adeb0ef058d650dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052s-9700000000-34282a16d387610767afView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
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
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