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Identification
YMDB IDYMDB01354
NameEthyl nonanoate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionEthyl nonaoate is a volatile ethyl ester found in wine and produced during fermentation by yeast. Ethyl esters are formed by the reaction of ethanol with a fatty acid. They typically have pleasant sweet aromas. The concentrations of ethyl ester decrease over time as a wine ages due to spontaneous hydrolysis.
Structure
Thumb
Synonyms
  • 1-nonanoate
  • 1-octanecarboxylate
  • Caprylic acid ethyl ester
  • Carbon
  • Ethyl caprylate
  • Ethyl ester octanoic acid
  • Ethyl n-nonanoate
  • Ethyl n-octanoate
  • Ethyl nonylate
  • Ethyl octanoate
  • Ethyl octoate
  • Ethyl octylate
  • Ethyl pelargonate
  • n-Caprylic acid ethyl ester
  • n-nonanoate
  • Nonanoic acid ethyl ester
  • Nonanoic acid, ethyl ester
  • nonoate
  • nonylate
  • Octanoic acid, ethyl ester
  • pelargate
  • pelargonate
  • pergonate
  • Wine ether
  • Pelargonic acid ethyl ester
  • Ethyl pelargonic acid
  • Nonanoate ethyl ester
  • Pelargonate ethyl ester
  • Ethyl nonanoic acid
  • FEMA 2447
CAS number123-29-5
WeightAverage: 186.2912
Monoisotopic: 186.161979948
InChI KeyBYEVBITUADOIGY-UHFFFAOYSA-N
InChIInChI=1S/C11H22O2/c1-3-5-6-7-8-9-10-11(12)13-4-2/h3-10H2,1-2H3
IUPAC Nameethyl nonanoate
Traditional IUPAC Nameethyl nonanoate
Chemical FormulaC11H22O2
SMILES[H]C([H])([H])C([H])([H])OC(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([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
StateLiquid
Charge0
Melting point-36.7 °C
Experimental Properties
PropertyValueReference
Water Solubility0.0295 mg/mL at 25 oC [SUZUKI,T (1991)]PhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.026 g/LALOGPS
logP4.45ALOGPS
logP3.65ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity54.39 m³·mol⁻¹ChemAxon
Polarizability23.76 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
FruityFDB019905
NaturalFDB019905
RoseFDB019905
RumFDB019905
TropicalFDB019905
WaxyFDB019905
WineFDB019905
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
  • Verstrepen, K. J., Van Laere, S. D., Vanderhaegen, B. M., Derdelinckx, G., Dufour, J. P., Pretorius, I. S., Winderickx, J., Thevelein, J. M., Delvaux, F. R. (2003). "Expression levels of the yeast alcohol acetyltransferase genes ATF1, Lg-ATF1, and ATF2 control the formation of a broad range of volatile esters." Appl Environ Microbiol 69:5228-5237.12957907
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID32361
HMDB IDHMDB0040193
Pubchem Compound ID7799
Kegg IDNot Available
ChemSpider ID28991
FOODB IDFDB019905
Wikipedia IDNot Available
BioCyc IDNot Available