Canmetcon
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Identification
YMDB IDYMDB01336
NameMethyl decanoate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
DescriptionMethyl decanoate is a volatile methyl ester found in wine and produced during fermentation by yeast. Methyl esters are formed by the reaction of methanol with a fatty acid. Methyl ester are far less common than ethyl esters that are produced from ethanol.
Structure
Thumb
Synonyms
  • Capric acid methyl ester
  • Decanoic acid methyl ester
  • Decanoic acid, methyl ester
  • Methyl caprate
  • Methyl caprinate
  • Methyl n-decanoate
  • Methyl-n-caprate
  • n-Capric acid methyl ester
  • Methyl decanoic acid
  • Decanoic acid,methyl ester
  • Metholene 2095
  • Methyl N-caprate
  • Uniphat a30
CAS number110-42-9
WeightAverage: 186.2912
Monoisotopic: 186.161979948
InChI KeyYRHYCMZPEVDGFQ-UHFFFAOYSA-N
InChIInChI=1S/C11H22O2/c1-3-4-5-6-7-8-9-10-11(12)13-2/h3-10H2,1-2H3
IUPAC Namemethyl decanoate
Traditional IUPAC Namemethyl decanoate
Chemical FormulaC11H22O2
SMILESCCCCCCCCCC(=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-18 °C
Experimental Properties
PropertyValueReference
Water Solubility0.0044 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogP4.41 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.019 g/LALOGPS
logP4.58ALOGPS
logP3.74ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity54.25 m³·mol⁻¹ChemAxon
Polarizability23.64 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
FloralFDB012026
FruityFDB012026
OilyFDB012026
WineFDB012026
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 IDNot Available
HMDB IDHMDB0033848
Pubchem Compound ID8050
Kegg IDNot Available
ChemSpider ID7759
FOODB IDFDB012026
Wikipedia IDNot Available
BioCyc IDNot Available