Record Information
Version1.0
Creation date2010-04-08 22:12:39 UTC
Update date2015-07-20 23:32:45 UTC
Primary IDFDB016808
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameVanillin isobutyrate
DescriptionVanillin isobutyrate belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. Vanillin isobutyrate is a sweet, caramel, and chocolate tasting compound. Based on a literature review very few articles have been published on Vanillin isobutyrate.
CAS Number20665-85-4
Structure
Thumb
Synonyms
SynonymSource
Vanillin isobutyric acidGenerator
FEMA 3754HMDB
IsobutavanHMDB
4-Formyl-2-methoxyphenyl 2-methylpropanoic acidGenerator
Vanillin isobutyratedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.42 g/LALOGPS
logP2.25ALOGPS
logP2.38ChemAxon
logS-2.7ALOGPS
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity59.44 m³·mol⁻¹ChemAxon
Polarizability23.14 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC12H14O4
IUPAC name4-formyl-2-methoxyphenyl 2-methylpropanoate
InChI IdentifierInChI=1S/C12H14O4/c1-8(2)12(14)16-10-5-4-9(7-13)6-11(10)15-3/h4-8H,1-3H3
InChI KeyBGKAKRUFBSTALK-UHFFFAOYSA-N
Isomeric SMILESCOC1=C(OC(=O)C(C)C)C=CC(C=O)=C1
Average Molecular Weight222.2372
Monoisotopic Molecular Weight222.089208936
Classification
Description Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol esters
Sub ClassNot Available
Direct ParentPhenol esters
Alternative Parents
Substituents
  • Phenol ester
  • Phenoxy compound
  • Anisole
  • Benzaldehyde
  • Methoxybenzene
  • Phenol ether
  • Benzoyl
  • Alkyl aryl ether
  • Aryl-aldehyde
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Ether
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Carbonyl group
  • Organooxygen compound
  • Aldehyde
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 64.85%; H 6.35%; O 28.80%DFC
Melting PointNot Available
Boiling PointBp5.5 155°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd20 0.99DFC
Refractive Indexn20D 1.5219DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSVanillin isobutyrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fdo-8910000000-2d7cfa83307798d0afbfSpectrum
Predicted GC-MSVanillin isobutyrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSVanillin isobutyrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004i-0900000000-e14af552e9b8db2e9364Spectrum
MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-014i-9000000000-ed8d9d8c1adcba78ab3eSpectrum
MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-00ou-9800000000-3e69e882204361a9a257Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-00bc-3900000000-20330bc7cb80b4cf2ef2Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-00di-0900000000-1a1e3d54f88fd157a5deSpectrum
MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-00di-0910000000-70714079ed7e95d6ef74Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0umj-5900000000-82639734b79004580e2bSpectrum
MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-0udj-7900000000-a0eea15924ac087b77f8Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-004i-9200000000-bab0e6b59be9a589fdf8Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-00b9-9700000000-2002a92aa776f731f547Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-00di-0900000000-3a6c7d7f9113fed59174Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-00di-3900000000-a00fe976c698b4ed6325Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-4290000000-5ab713e0abcc3537b105Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-9220000000-bf4860b04da09072ce68Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fu-9200000000-e1d19d9c5fa12d20d89dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0190000000-04c60ba217267f440811Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-3890000000-5182553d6b920ad8598cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014r-9600000000-b70b1735f77e1b1a194eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dr-8090000000-4152470ffe84d9eca4c8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9740000000-6b680ec6779d356e92b8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014r-9230000000-a17cfa7b37261c0463dbSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1190000000-a0add6e6a2add28948c5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05fu-9660000000-81e2f89e6192568e3bc4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f6x-9600000000-82f6a1d940d36f040b68Spectrum
NMRNot Available
ChemSpider ID470078
ChEMBL IDCHEMBL3188782
KEGG Compound IDNot Available
Pubchem Compound ID539829
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37681
CRC / DFC (Dictionary of Food Compounds) IDHCW75-Q:KTJ44-P
EAFUS ID3833
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1024071
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.
vanilla
  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.
fruity
  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.
chocolate
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference