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Identification
YMDB IDYMDB01416
Name3-mercaptohexyl acetate
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description(S)-3-Mercaptohexyl acetate belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group) (S)-3-Mercaptohexyl acetate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
Synonyms
  • 1-Hexanol, 3-mercapto-, 1-acetate
  • 3-Sulfanylhexyl acetate
  • ACETATE ION
  • acetic acid, ion(1-)
  • Ethanoat
  • ethanoate
  • MeCO2 anion
  • (S)-3-Mercaptohexyl acetic acid
  • 3-Mercaptohexyl acetic acid
CAS number136954-20-6
WeightAverage: 176.276
Monoisotopic: 176.087100446
InChI KeyJUCARGIKESIVLB-UHFFFAOYSA-N
InChIInChI=1S/C8H16O2S/c1-3-4-8(11)5-6-10-7(2)9/h8,11H,3-6H2,1-2H3
IUPAC Name3-sulfanylhexyl acetate
Traditional IUPAC Name3-sulfanylhexyl acetate
Chemical FormulaC8H16O2S
SMILESCCCC(S)CCOC(C)=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Alkylthiol
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.21 g/LALOGPS
logP2.88ALOGPS
logP1.82ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)10.05ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity48.19 m³·mol⁻¹ChemAxon
Polarizability20.18 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
Box treeFDB018447
FloralFDB018447
FruityFDB018447
Passion fruitFDB018447
PearFDB018447
TropicalFDB018447
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-938fdd16428d4abef3e8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-2900000000-a21c5dde453924e4cf75JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-7900000000-33b710ee91fa04d18a37JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-09d4a4be1760d7a8f617JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002f-4900000000-1c11f29ed0517dc00affJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9300000000-7d8e5228f2812fa3fd0cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-8f80c1481f444859aefaJSpectraViewer
References
References:
  • Masneuf-Pomarede, I., Mansour, C., Murat, M. L., Tominaga, T., Dubourdieu, D. (2006). "Influence of fermentation temperature on volatile thiols concentrations in Sauvignon blanc wines." Int J Food Microbiol 108:385-390.16524635
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID77818
HMDB IDHMDB0038920
Pubchem Compound ID88471
Kegg IDNot Available
ChemSpider ID452600
FOODB IDFDB018447
Wikipedia IDNot Available
BioCyc IDNot Available