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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:11:58 UTC
Update Date2023-02-21 17:25:06 UTC
HMDB IDHMDB0036134
Secondary Accession Numbers
  • HMDB36134
Metabolite Identification
Common Name4-[(2-Furanylmethyl)thio]-2-pentanone
Description4-[(2-Furanylmethyl)thio]-2-pentanone 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 a meaty tasting compound. 4-[(2-Furanylmethyl)thio]-2-pentanone has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 4-[(2-furanylmethyl)thio]-2-pentanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4-[(2-Furanylmethyl)thio]-2-pentanone.
Structure
Data?1677000306
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
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point288.00 to 289.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1203 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.313 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+144.16531661259
DarkChem[M-H]-139.07531661259
DeepCCS[M+H]+141.07430932474
DeepCCS[M-H]-138.60130932474
DeepCCS[M-2H]-174.28530932474
DeepCCS[M+Na]+149.45330932474
AllCCS[M+H]+142.732859911
AllCCS[M+H-H2O]+138.932859911
AllCCS[M+NH4]+146.332859911
AllCCS[M+Na]+147.332859911
AllCCS[M-H]-146.032859911
AllCCS[M+Na-2H]-147.132859911
AllCCS[M+HCOO]-148.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-[(2-Furanylmethyl)thio]-2-pentanoneCC(CC(C)=O)SCC1=CC=CO12143.6Standard polar33892256
4-[(2-Furanylmethyl)thio]-2-pentanoneCC(CC(C)=O)SCC1=CC=CO11450.3Standard non polar33892256
4-[(2-Furanylmethyl)thio]-2-pentanoneCC(CC(C)=O)SCC1=CC=CO11430.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-[(2-Furanylmethyl)thio]-2-pentanone,1TMS,isomer #1CC(=CC(C)SCC1=CC=CO1)O[Si](C)(C)C1657.6Semi standard non polar33892256
4-[(2-Furanylmethyl)thio]-2-pentanone,1TMS,isomer #1CC(=CC(C)SCC1=CC=CO1)O[Si](C)(C)C1547.0Standard non polar33892256
4-[(2-Furanylmethyl)thio]-2-pentanone,1TMS,isomer #2C=C(CC(C)SCC1=CC=CO1)O[Si](C)(C)C1630.8Semi standard non polar33892256
4-[(2-Furanylmethyl)thio]-2-pentanone,1TMS,isomer #2C=C(CC(C)SCC1=CC=CO1)O[Si](C)(C)C1553.3Standard non polar33892256
4-[(2-Furanylmethyl)thio]-2-pentanone,1TBDMS,isomer #1CC(=CC(C)SCC1=CC=CO1)O[Si](C)(C)C(C)(C)C1890.2Semi standard non polar33892256
4-[(2-Furanylmethyl)thio]-2-pentanone,1TBDMS,isomer #1CC(=CC(C)SCC1=CC=CO1)O[Si](C)(C)C(C)(C)C1764.9Standard non polar33892256
4-[(2-Furanylmethyl)thio]-2-pentanone,1TBDMS,isomer #2C=C(CC(C)SCC1=CC=CO1)O[Si](C)(C)C(C)(C)C1867.1Semi standard non polar33892256
4-[(2-Furanylmethyl)thio]-2-pentanone,1TBDMS,isomer #2C=C(CC(C)SCC1=CC=CO1)O[Si](C)(C)C(C)(C)C1759.4Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-001l-9300000000-a6fd329c8e125d5ef9582017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone 10V, Positive-QTOFsplash10-00l2-2900000000-0078342403e118aeba192016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone 20V, Positive-QTOFsplash10-014i-3900000000-9012831454ec1bfc9c6c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone 40V, Positive-QTOFsplash10-00kb-9300000000-2837ffce6feaba3cbeba2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone 10V, Negative-QTOFsplash10-0002-1900000000-1a14be2cbbd596ab8e3c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone 20V, Negative-QTOFsplash10-03ea-5900000000-090616584057643fc5a52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone 40V, Negative-QTOFsplash10-01q9-9200000000-b9415326adc37dd9e6762016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone 10V, Negative-QTOFsplash10-01ot-1900000000-fc4aa855b4001aaf27b32021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone 20V, Negative-QTOFsplash10-03di-3900000000-99ea38bd68d30a23b2732021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone 40V, Negative-QTOFsplash10-02t9-9300000000-7bb36f2d54aaec4840c22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone 10V, Positive-QTOFsplash10-00ko-9100000000-bbc3d65365ff4d67b4e92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone 20V, Positive-QTOFsplash10-01qc-9300000000-39302159028ef0e22a132021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-[(2-Furanylmethyl)thio]-2-pentanone 40V, Positive-QTOFsplash10-001l-9100000000-24c12e00d36413e2544a2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
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 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
MarkerDB IDNot Available
Good Scents IDrw1586611
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.. .