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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:56:42 UTC
Update Date2022-03-07 02:55:27 UTC
HMDB IDHMDB0037683
Secondary Accession Numbers
  • HMDB37683
Metabolite Identification
Common NameEthyl vanillin isobutyrate
DescriptionEthyl vanillin 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. Ethyl vanillin isobutyrate is a sweet, chocolate, and creamy tasting compound. Based on a literature review very few articles have been published on Ethyl vanillin isobutyrate.
Structure
Data?1563863072
Synonyms
ValueSource
2-Ethoxy-4-formylphenyl isobutyrateChEBI
2-Methylpropanoic acid 2-ethoxy-4-formylphenyl esterChEBI
4-Isobutanoyloxy-3-ethoxybenzaldehydeChEBI
2-Ethoxy-4-formylphenyl isobutyric acidGenerator
2-Methylpropanoate 2-ethoxy-4-formylphenyl esterGenerator
Ethyl vanillin isobutyric acidGenerator
2-Ethoxy-4-formylphenyl 2-methylpropanoateHMDB
2-Ethoxy-4-formylphenyl 2-methylpropanoic acidGenerator
Chemical FormulaC13H16O4
Average Molecular Weight236.2637
Monoisotopic Molecular Weight236.104859
IUPAC Name2-ethoxy-4-formylphenyl 2-methylpropanoate
Traditional Name2-ethoxy-4-formylphenyl 2-methylpropanoate
CAS Registry Number188417-26-7
SMILES
CCOC1=C(OC(=O)C(C)C)C=CC(C=O)=C1
InChI Identifier
InChI=1S/C13H16O4/c1-4-16-12-7-10(8-14)5-6-11(12)17-13(15)9(2)3/h5-9H,4H2,1-3H3
InChI KeyBTCQMCOBMIXUCG-UHFFFAOYSA-N
Chemical Taxonomy
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
  • Benzaldehyde
  • Benzoyl
  • Phenol ether
  • Alkyl aryl ether
  • Aryl-aldehyde
  • Monocyclic benzene moiety
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid derivative
  • Carbonyl group
  • Hydrocarbon derivative
  • Aldehyde
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting Point57.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point295.00 to 296.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water SolubilityNot AvailableNot Available
LogP1.719 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.26 g/LALOGPS
logP2.62ALOGPS
logP2.74ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity64.19 m³·mol⁻¹ChemAxon
Polarizability25.07 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+156.26531661259
DarkChem[M-H]-152.82631661259
DeepCCS[M+H]+158.3930932474
DeepCCS[M-H]-156.03230932474
DeepCCS[M-2H]-188.91830932474
DeepCCS[M+Na]+164.48430932474
AllCCS[M+H]+153.032859911
AllCCS[M+H-H2O]+149.432859911
AllCCS[M+NH4]+156.432859911
AllCCS[M+Na]+157.432859911
AllCCS[M-H]-156.132859911
AllCCS[M+Na-2H]-156.532859911
AllCCS[M+HCOO]-156.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ethyl vanillin isobutyrateCCOC1=C(OC(=O)C(C)C)C=CC(C=O)=C12643.9Standard polar33892256
Ethyl vanillin isobutyrateCCOC1=C(OC(=O)C(C)C)C=CC(C=O)=C11780.2Standard non polar33892256
Ethyl vanillin isobutyrateCCOC1=C(OC(=O)C(C)C)C=CC(C=O)=C11739.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl vanillin isobutyrate GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9720000000-f588c9c0f098c2a3aec12017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl vanillin isobutyrate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ethyl vanillin isobutyrate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl vanillin isobutyrate 10V, Positive-QTOFsplash10-000i-4590000000-af940bd3520d5b0f27c82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl vanillin isobutyrate 20V, Positive-QTOFsplash10-00dl-9530000000-d6e16b6fd561f54ab1452016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl vanillin isobutyrate 40V, Positive-QTOFsplash10-00di-9300000000-4030d37b28ce1edee6202016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl vanillin isobutyrate 10V, Negative-QTOFsplash10-000i-2190000000-29ae5b031b3648a0dcb42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl vanillin isobutyrate 20V, Negative-QTOFsplash10-000i-7980000000-0854eb06e78aef610b102016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl vanillin isobutyrate 40V, Negative-QTOFsplash10-00kr-9500000000-906c10b2f14dbd1545d52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl vanillin isobutyrate 10V, Positive-QTOFsplash10-000i-0290000000-108c7fac3b3430085b7d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl vanillin isobutyrate 20V, Positive-QTOFsplash10-01bi-5960000000-c3b99f82a08581459f942021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl vanillin isobutyrate 40V, Positive-QTOFsplash10-000f-7900000000-9a0d25bdc1f3a3c225812021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl vanillin isobutyrate 10V, Negative-QTOFsplash10-000i-9070000000-1126651e73e268d99c152021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl vanillin isobutyrate 20V, Negative-QTOFsplash10-000i-7920000000-64e31457edf7353e51502021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ethyl vanillin isobutyrate 40V, Negative-QTOFsplash10-0079-9600000000-bc601533b83b6418d94c2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB016810
KNApSAcK IDNot Available
Chemspider ID586073
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound673160
PDB IDNot Available
ChEBI ID143870
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1407661
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .