Record Information
Version1.0
Creation date2010-04-08 22:12:43 UTC
Update date2019-11-27 17:32:21 UTC
Primary IDFDB016905
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-Acetylmercaptohexyl acetate
DescriptionS-[1-[2-(Acetyloxy)ethyl]butyl] ethanethioate, also known as 3-acetylmercaptohexyl acetate or fema 3816, belongs to the class of organic compounds known as thioesters. These are organic compounds containing an ester of thiocarboxylic acid, with the general structure RC(=S)XR' (R=H, alkyl, aryl; R'=alkyl, aryl; X=O,S). S-[1-[2-(Acetyloxy)ethyl]butyl] ethanethioate is an extremely weak basic (essentially neutral) compound (based on its pKa). S-[1-[2-(Acetyloxy)ethyl]butyl] ethanethioate is a sweet, buchu, and catty tasting compound. S-[1-[2-(Acetyloxy)ethyl]butyl] ethanethioate has been detected, but not quantified in, fruits. This could make S-[1-[2-(acetyloxy)ethyl]butyl] ethanethioate a potential biomarker for the consumption of these foods.
CAS Number136954-25-1
Structure
Thumb
Synonyms
SynonymSource
S-[1-[2-(Acetyloxy)ethyl]butyl] ethanethioic acidGenerator
3-Acetylmercaptohexyl acetateHMDB
FEMA 3816HMDB
3-(Acetylsulfanyl)hexyl acetic acidGenerator
3-(Acetylsulphanyl)hexyl acetateGenerator
3-(Acetylsulphanyl)hexyl acetic acidGenerator
S-[1-[2-(Acetyloxy)ethyl]butyl] ethanethioatedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.23 g/LALOGPS
logP2.69ALOGPS
logP1.66ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity57.66 m³·mol⁻¹ChemAxon
Polarizability23.95 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H18O3S
IUPAC name3-(acetylsulfanyl)hexyl acetate
InChI IdentifierInChI=1S/C10H18O3S/c1-4-5-10(14-9(3)12)6-7-13-8(2)11/h10H,4-7H2,1-3H3
InChI KeyGSJSVAFGVJLTNQ-UHFFFAOYSA-N
Isomeric SMILESCCCC(CCOC(C)=O)SC(C)=O
Average Molecular Weight218.313
Monoisotopic Molecular Weight218.097665132
Classification
Description belongs to the class of organic compounds known as thioesters. These are organic compounds containing an ester of thiocarboxylic acid, with the general structure RC(=S)XR' (R=H, alkyl, aryl; R'=alkyl, aryl; X=O,S).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassThiocarboxylic acids and derivatives
Sub ClassThioesters
Direct ParentThioesters
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 55.02%; H 8.31%; O 21.99%; S 14.69%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9300000000-70cab67e5a2b50a20dddView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00or-1930000000-e94724cfb9cc5b528702View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ap3-9710000000-5d2d1206bbf84a6de3bbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014u-9800000000-ff3d7509e07860a42a5bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-3930000000-697052efaad11ab35de2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a6r-9610000000-05837aed53e18d0e2c45View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9100000000-ed5fe6da39ae2f5f26a8View in MoNA
ChemSpider ID2015739
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID2733977
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37764
CRC / DFC (Dictionary of Food Compounds) IDMDL85-A:KTY58-T
EAFUS ID42
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1545851
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sulfury
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
metallic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
buchu
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
catty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference