You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Yeast Metabolome Database.
Identification
YMDB IDYMDB01334
NameEthyl 3-methyl butanoate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionEthyl isovalerate, also known as ethyl isopentanoate or fema 2463, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Ethyl isovalerate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
Synonyms
  • (CH3)2CHCH2C(O)OC2H5
  • 3-Methylbutanoic acid ethyl ester
  • Butanoic acid, 3-methyl-, ethyl ester
  • Butyric acid, 3-methyl-, ethyl ester
  • Ethyl 3-methylbutanoate
  • ethyl 3-methylbutanoate (ethyl isovalerate)
  • Ethyl 3-methylbutyrate
  • Ethyl iso-pentanoate
  • Ethyl isovalerate
  • Isovaleric acid, ethyl ester
  • Ethyl beta-methylbutyrate
  • Ethyl isopentanoate
  • Ethyl 3-methylbutyric acid
  • Ethyl b-methylbutyrate
  • Ethyl b-methylbutyric acid
  • Ethyl beta-methylbutyric acid
  • Ethyl β-methylbutyrate
  • Ethyl β-methylbutyric acid
  • Ethyl isopentanoic acid
  • Ethyl isovaleric acid
  • 3-Methylbutyric acid ethyl ester
  • Butyric acid, 3-methyl-, ethyl ester (6ci,7ci,8ci)
  • Ethyl isovalerianate
  • Ethylisovalerate
  • FEMA 2463
  • Ethyl 3-methyl-butanoic acid
  • Ethyl 3-methyl butanoic acid
CAS number108-64-5
WeightAverage: 130.1849
Monoisotopic: 130.099379692
InChI KeyPPXUHEORWJQRHJ-UHFFFAOYSA-N
InChIInChI=1S/C7H14O2/c1-4-9-7(8)5-6(2)3/h6H,4-5H2,1-3H3
IUPAC Nameethyl 3-methylbutanoate
Traditional IUPAC Nameethyl isovalerate
Chemical FormulaC7H14O2
SMILESCCOC(=O)CC(C)C
Chemical Taxonomy
Description belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid esters
Alternative Parents
Substituents
  • Fatty acid ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateLiquid
Charge0
Melting point-99.3 °C
Experimental Properties
PropertyValueReference
Water Solubility2 mg/mL at 20 oC [RIDDICK,JA et al. (1986)]PhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility4.05 g/LALOGPS
logP2.21ALOGPS
logP1.71ChemAxon
logS-1.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity35.94 m³·mol⁻¹ChemAxon
Polarizability14.99 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • extracellular
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-9000000000-131dee797c5fc67efffbJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-002r-9000000000-2e5a458a237911c47c6aJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-9000000000-131dee797c5fc67efffbJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-002r-9000000000-2e5a458a237911c47c6aJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a73-9000000000-c1b7378681f97f4f6e00JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-6900000000-8ba1d1c1f966ad17dca5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0007-9100000000-eed32a90ffaed5691eaeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-4aa67dd97a013a36b699JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0059-8900000000-e5224d86eecfb1c05567JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-9300000000-52d42ab52ca889399d3dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a5d-9000000000-9371873aec37f0034169JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-0550-9000000000-fe91c2131284961ab91bJSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
References
References:
  • Tsakiris, A., Koutinas, A. A., Psarianos, C., Kourkoutas, Y., Bekatorou, A. (2010). "A new process for wine production by penetration of yeast in uncrushed frozen grapes." Appl Biochem Biotechnol 162:1109-1121.20151225
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID31571
HMDB IDHMDB0030028
Pubchem Compound ID7945
Kegg IDC12290
ChemSpider ID7657
FOODB IDFDB001326
Wikipedia IDEthyl isovalerate
BioCyc IDNot Available