You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:36:37 UTC
Update Date2019-07-23 06:28:56 UTC
HMDB IDHMDB0039227
Secondary Accession Numbers
  • HMDB39227
Metabolite Identification
Common 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. Outside of the human body, 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.
Structure
Data?1563863336
Synonyms
ValueSource
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
Chemical FormulaC7H14O2S
Average Molecular Weight162.25
Monoisotopic Molecular Weight162.071450382
IUPAC Name3-methyl-3-sulfanylbutyl acetate
Traditional Name3-methyl-3-sulfanylbutyl acetate
CAS Registry Number50746-09-3
SMILES
CC(=O)OCCC(C)(C)S
InChI Identifier
InChI=1S/C7H14O2S/c1-6(8)9-5-4-7(2,3)10/h10H,4-5H2,1-3H3
InChI KeyHEZWKNVLHZGPOE-UHFFFAOYSA-N
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 DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
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 RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00bc-9200000000-d32e4c6c43025da7495aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-2900000000-765720981542aed826aeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uy0-9600000000-e857304e376b0092f0beSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9200000000-d17c43472ce40c339259Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03fr-4900000000-7d194aac48cb1058a59cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9300000000-2f64581952b86b42ee39Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-dd19626b95f7096af667Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB018760
KNApSAcK IDNot Available
Chemspider ID4925940
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6420388
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .