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Identification
YMDB IDYMDB01333
NameMethyl hexanoate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionMethyl hexanoate, also known as methyl caproate or methyl hexoic acid, belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Methyl hexanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
Synonyms
  • 1-hexanoate
  • 1-pentacarboxylate
  • 1-pentanecarboxylate
  • butylacetate
  • caproate
  • Caproic acid methyl ester
  • capronate
  • Hexanoic acid, methyl ester
  • hexoate
  • hexylate
  • Methyl caproate
  • Methyl capronate
  • Methyl ester of hexanoic acid
  • Methyl hexoate
  • Methyl hexylate
  • Methyl n-hexanoate
  • Methyl n-hexoate
  • n-caproate
  • n-Caproic acid methyl ester
  • n-hexanoate
  • n-hexoate
  • n-hexylate
  • nPnCO2 anion
  • pentanecarboxylate
  • pentylformate
  • Caproic acid, methyl ester
  • Caproate, methyl ester
  • Hexanoate, methyl ester
  • Methyl caproic acid
  • Methyl capronic acid
  • Methyl hexoic acid
  • Methyl hexylic acid
  • Methyl N-hexanoic acid
  • Methyl hexanoic acid
  • FEMA 2708
  • Hexanoic acid,methyl ester
  • Hexanoic acid methyl ester
CAS number106-70-7
WeightAverage: 130.1849
Monoisotopic: 130.099379692
InChI KeyNUKZAGXMHTUAFE-UHFFFAOYSA-N
InChIInChI=1S/C7H14O2/c1-3-4-5-6-7(8)9-2/h3-6H2,1-2H3
IUPAC Namemethyl hexanoate
Traditional IUPAC Namemethyl hexanoate
Chemical FormulaC7H14O2
SMILESCCCCCC(=O)OC
Chemical Taxonomy
Description belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid methyl esters
Alternative Parents
Substituents
  • Fatty acid methyl ester
  • Methyl 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-71 °C
Experimental Properties
PropertyValueReference
Water Solubility1.33 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility2.24 g/LALOGPS
logP2.38ALOGPS
logP1.96ChemAxon
logS-1.8ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity35.84 m³·mol⁻¹ChemAxon
Polarizability15.27 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
EtherFDB013896
FreshFDB013896
FruitFDB013896
FruityFDB013896
PineappleFDB013896
SweetFDB013896
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
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 ID77322
HMDB IDHMDB0035238
Pubchem Compound ID7824
Kegg IDNot Available
ChemSpider ID7536
FOODB IDFDB013896
Wikipedia IDNot Available
BioCyc IDNot Available