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Identification
YMDB IDYMDB01351
NameIsopentyl hexanoate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description3-Methylbutyl hexanoate, also known as isoamyl caproate or isopentyl hexanoate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. 3-Methylbutyl hexanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
Synonyms
  • 1-hexanoate
  • 1-pentacarboxylate
  • 1-pentanecarboxylate
  • 3-methylbutyl hexanoate
  • butylacetate
  • caproate
  • caproic acid isopentyl ester
  • capronate
  • Hexanoic acid, 3-methylbutyl ester
  • Hexanoic acid, isopentyl ester
  • hexoate
  • hexylate
  • iso-Amyl n-hexanoate
  • Isoamyl caproate
  • Isoamyl hexanoate
  • isopentyl caproate
  • Isopentyl-n-hexanoate
  • n-caproate
  • n-hexanoate
  • n-hexoate
  • n-hexylate
  • nPnCO2 anion
  • pentanecarboxylate
  • pentylformate
  • 3-Methylbutyl caproate
  • Isopentyl hexanoate
  • 3-Methylbutyl caproic acid
  • Isoamyl caproic acid
  • Isoamyl hexanoic acid
  • Isopentyl caproic acid
  • Isopentyl hexanoic acid
  • 3-Methylbutyl hexanoic acid
  • FEMA 2075
  • Isopentyl alcohol, hexanoate
CAS number2198-61-0
WeightAverage: 186.2912
Monoisotopic: 186.161979948
InChI KeyXVSZRAWFCDHCBP-UHFFFAOYSA-N
InChIInChI=1S/C11H22O2/c1-4-5-6-7-11(12)13-9-8-10(2)3/h10H,4-9H2,1-3H3
IUPAC Name3-methylbutyl hexanoate
Traditional IUPAC Name3-methylbutyl hexanoate
Chemical FormulaC11H22O2
SMILES[H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C(=O)OC([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]
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
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.058 g/LALOGPS
logP4.11ALOGPS
logP3.57ChemAxon
logS-3.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity54.26 m³·mol⁻¹ChemAxon
Polarizability23.27 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • extracellular
Organoleptic Properties
Flavour/OdourSource
AppleFDB011706
BananaFDB011706
FruityFDB011706
GreenFDB011706
PineappleFDB011706
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)splash10-00di-9000000000-2b8fdd0269fd8c5f0f7dJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dl-9000000000-ce193357386508bde105JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-9000000000-2b8fdd0269fd8c5f0f7dJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00dl-9000000000-ce193357386508bde105JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05fr-9100000000-16d37be1cb669ac9f5beJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-7900000000-f165d92a4a56f221369bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9100000000-85c80de32be7521d7cdcJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ab9-9000000000-432612975eb6a7d759e1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000j-7900000000-117944cbb867cf1986c6JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014s-9700000000-868abd8aeaaa253c2f41JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aov-9100000000-097692b617e896e4ab5dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9100000000-685c2ea38ff94f80e9e4JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-9200000000-de6385f87b85e9993061JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-4f0f3b1dbf828233789bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9100000000-6e81751d0abeee2a7a0bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-9a955914a370a4c7baefJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0596-9000000000-fc0c7cedff2f445bf63aJSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-05fu-9200000000-07124736f42f8f3d5a72JSpectraViewer | 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 ID87542
HMDB IDHMDB0033618
Pubchem Compound ID16617
Kegg IDNot Available
ChemSpider ID15754
FOODB IDFDB011706
Wikipedia IDNot Available
BioCyc IDNot Available