Record Information
Version1.0
Creation date2010-04-08 22:13:55 UTC
Update date2019-11-26 03:16:38 UTC
Primary IDFDB018760
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3-Mercapto-3-methyl-1-butyl acetate
Description3-Mercapto-3-methyl-1-butyl acetate, also known as 5-(O-chlorophenyl)-5-ethylbarbituric acid or acido 5-(O-clorofenil)-5-etilbarbiturico, 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). 3-Mercapto-3-methyl-1-butyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Mercapto-3-methyl-1-butyl acetate is a sweet, fruity, and sulfurous tasting compound. 3-Mercapto-3-methyl-1-butyl acetate has been detected, but not quantified in, fruits. This could make 3-mercapto-3-methyl-1-butyl acetate a potential biomarker for the consumption of these foods.
CAS Number50746-09-3
Structure
Thumb
Synonyms
SynonymSource
3-Mercapto-3-methyl-1-butyl acetic acidGenerator
5-(O-Chlorophenyl)-5-ethyl-barbituric acidHMDB
5-(O-Chlorophenyl)-5-ethylbarbituric acidHMDB
Acido 5-(O-clorofenil)-5-etilbarbituricoHMDB
3-Methyl-3-sulfanylbutyl acetic acidGenerator
3-Methyl-3-sulphanylbutyl acetateGenerator
3-Methyl-3-sulphanylbutyl acetic acidGenerator
3-m-3MBAMeSH
3-Mercapto-3-methylbutyl acetateMeSH
3-Mercapto-3-methyl-1-butyl acetatemanual
Predicted Properties
PropertyValueSource
Water Solubility0.71 g/LALOGPS
logP2.26ALOGPS
logP1.03ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)9.97ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity43.75 m³·mol⁻¹ChemAxon
Polarizability17.91 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC7H14O2S
IUPAC name3-methyl-3-sulfanylbutyl acetate
InChI IdentifierInChI=1S/C7H14O2S/c1-6(8)9-5-4-7(2,3)10/h10H,4-5H2,1-3H3
InChI KeyHEZWKNVLHZGPOE-UHFFFAOYSA-N
Isomeric SMILESCC(=O)OCCC(C)(C)S
Average Molecular Weight162.25
Monoisotopic Molecular Weight162.071450382
Classification
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 DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 51.82%; H 8.70%; O 19.72%; S 19.76%DFC
Melting PointNot Available
Boiling PointBp1 39-40°DFC
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 Indexn20D 1.4616DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00bc-9200000000-d32e4c6c43025da7495aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-2900000000-765720981542aed826aeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uy0-9600000000-e857304e376b0092f0beJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9200000000-d17c43472ce40c339259JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03fr-4900000000-7d194aac48cb1058a59cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9300000000-2f64581952b86b42ee39JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-dd19626b95f7096af667JSpectraViewer
ChemSpider ID4925940
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID6420388
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB39227
CRC / DFC (Dictionary of Food Compounds) IDJXV14-F:LMP68-R
EAFUS ID2178
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1593941
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
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sulfurous
  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.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference