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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:11:58 UTC
Update Date2019-07-23 06:20:26 UTC
HMDB IDHMDB0036134
Secondary Accession Numbers
  • HMDB36134
Metabolite Identification
Common Name4-[(2-Furanylmethyl)thio]-2-pentanone
Description4-[(2-Furanylmethyl)thio]-2-pentanone, also known as 4-(furfurylthio)pentan-2-one or fema 3840, belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 4-[(2-Furanylmethyl)thio]-2-pentanone is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-[(2-Furanylmethyl)thio]-2-pentanone is a meaty tasting compound. Outside of the human body, 4-[(2-Furanylmethyl)thio]-2-pentanone has been detected, but not quantified in, coffee and coffee products. This could make 4-[(2-furanylmethyl)thio]-2-pentanone a potential biomarker for the consumption of these foods.
Structure
Data?1563862826
Synonyms
ValueSource
4-(Furfurylthio)pentan-2-oneHMDB
4-Furfurylthio-2-pentanoneHMDB
FEMA 3840HMDB
4-{[(furan-2-yl)methyl]sulphanyl}pentan-2-oneGenerator
Chemical FormulaC10H14O2S
Average Molecular Weight198.282
Monoisotopic Molecular Weight198.071450382
IUPAC Name4-[(furan-2-ylmethyl)sulfanyl]pentan-2-one
Traditional Name4-[(furan-2-ylmethyl)sulfanyl]pentan-2-one
CAS Registry Number180031-78-1
SMILES
CC(CC(C)=O)SCC1=CC=CO1
InChI Identifier
InChI=1S/C10H14O2S/c1-8(11)6-9(2)13-7-10-4-3-5-12-10/h3-5,9H,6-7H2,1-2H3
InChI KeyIUNKNKANRUMCNL-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassHeteroaromatic compounds
Sub ClassNot Available
Direct ParentHeteroaromatic compounds
Alternative Parents
Substituents
  • Heteroaromatic compound
  • Furan
  • Ketone
  • Oxacycle
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Carbonyl group
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

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 Solubility0.081 g/LALOGPS
logP2.16ALOGPS
logP2ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)19.4ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area30.21 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity54.95 m³·mol⁻¹ChemAxon
Polarizability21.71 ųChemAxon
Number of Rings1ChemAxon
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, Positivesplash10-001l-9300000000-a6fd329c8e125d5ef958Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00l2-2900000000-0078342403e118aeba19Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-3900000000-9012831454ec1bfc9c6cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kb-9300000000-2837ffce6feaba3cbebaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1900000000-1a14be2cbbd596ab8e3cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03ea-5900000000-090616584057643fc5a5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01q9-9200000000-b9415326adc37dd9e676Spectrum
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
FoodDB IDFDB014983
KNApSAcK IDNot Available
Chemspider ID2291568
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3025939
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
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.. .