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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:49:33 UTC
Update Date2023-02-21 17:24:29 UTC
HMDB IDHMDB0034896
Secondary Accession Numbers
  • HMDB34896
Metabolite Identification
Common Name3-Mercapto-2-pentanone
Description3-Mercapto-2-pentanone belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 3-Mercapto-2-pentanone is a horseradish, meat, and metallic tasting compound. Based on a literature review a significant number of articles have been published on 3-Mercapto-2-pentanone.
Structure
Data?1677000269
Synonyms
ValueSource
3-mercapto-2-PenanoneHMDB
3-Mercaptopentan-2-oneHMDB
FEMA 3300HMDB
3-Sulphanylpentan-2-oneGenerator
Chemical FormulaC5H10OS
Average Molecular Weight118.197
Monoisotopic Molecular Weight118.045235632
IUPAC Name3-sulfanylpentan-2-one
Traditional Name3-sulfanylpentan-2-one
CAS Registry Number67633-97-0
SMILES
CCC(S)C(C)=O
InChI Identifier
InChI=1S/C5H10OS/c1-3-5(7)4(2)6/h5,7H,3H2,1-2H3
InChI KeySZECUQRKLXRGSJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentKetones
Alternative Parents
Substituents
  • Ketone
  • Alkylthiol
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point160.00 to 165.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility30260 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.383 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.8 g/LALOGPS
logP2.06ALOGPS
logP1.42ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)9.47ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity33.04 m³·mol⁻¹ChemAxon
Polarizability13 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+124.67531661259
DarkChem[M-H]-120.65831661259
DeepCCS[M+H]+131.23730932474
DeepCCS[M-H]-129.34230932474
DeepCCS[M-2H]-165.21130932474
DeepCCS[M+Na]+139.72630932474
AllCCS[M+H]+128.532859911
AllCCS[M+H-H2O]+124.232859911
AllCCS[M+NH4]+132.432859911
AllCCS[M+Na]+133.532859911
AllCCS[M-H]-133.332859911
AllCCS[M+Na-2H]-137.232859911
AllCCS[M+HCOO]-141.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Mercapto-2-pentanoneCCC(S)C(C)=O1345.4Standard polar33892256
3-Mercapto-2-pentanoneCCC(S)C(C)=O900.2Standard non polar33892256
3-Mercapto-2-pentanoneCCC(S)C(C)=O901.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Mercapto-2-pentanone,1TMS,isomer #1CCC(S[Si](C)(C)C)C(C)=O1096.6Semi standard non polar33892256
3-Mercapto-2-pentanone,1TMS,isomer #1CCC(S[Si](C)(C)C)C(C)=O1093.8Standard non polar33892256
3-Mercapto-2-pentanone,1TMS,isomer #2CCC(S)=C(C)O[Si](C)(C)C1217.5Semi standard non polar33892256
3-Mercapto-2-pentanone,1TMS,isomer #2CCC(S)=C(C)O[Si](C)(C)C1154.8Standard non polar33892256
3-Mercapto-2-pentanone,1TMS,isomer #3C=C(O[Si](C)(C)C)C(S)CC1064.5Semi standard non polar33892256
3-Mercapto-2-pentanone,1TMS,isomer #3C=C(O[Si](C)(C)C)C(S)CC1082.0Standard non polar33892256
3-Mercapto-2-pentanone,2TMS,isomer #1CCC(S[Si](C)(C)C)=C(C)O[Si](C)(C)C1339.4Semi standard non polar33892256
3-Mercapto-2-pentanone,2TMS,isomer #1CCC(S[Si](C)(C)C)=C(C)O[Si](C)(C)C1280.0Standard non polar33892256
3-Mercapto-2-pentanone,2TMS,isomer #2C=C(O[Si](C)(C)C)C(CC)S[Si](C)(C)C1232.7Semi standard non polar33892256
3-Mercapto-2-pentanone,2TMS,isomer #2C=C(O[Si](C)(C)C)C(CC)S[Si](C)(C)C1269.7Standard non polar33892256
3-Mercapto-2-pentanone,1TBDMS,isomer #1CCC(S[Si](C)(C)C(C)(C)C)C(C)=O1333.3Semi standard non polar33892256
3-Mercapto-2-pentanone,1TBDMS,isomer #1CCC(S[Si](C)(C)C(C)(C)C)C(C)=O1341.4Standard non polar33892256
3-Mercapto-2-pentanone,1TBDMS,isomer #2CCC(S)=C(C)O[Si](C)(C)C(C)(C)C1440.0Semi standard non polar33892256
3-Mercapto-2-pentanone,1TBDMS,isomer #2CCC(S)=C(C)O[Si](C)(C)C(C)(C)C1372.6Standard non polar33892256
3-Mercapto-2-pentanone,1TBDMS,isomer #3C=C(O[Si](C)(C)C(C)(C)C)C(S)CC1297.5Semi standard non polar33892256
3-Mercapto-2-pentanone,1TBDMS,isomer #3C=C(O[Si](C)(C)C(C)(C)C)C(S)CC1282.6Standard non polar33892256
3-Mercapto-2-pentanone,2TBDMS,isomer #1CCC(S[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C1770.8Semi standard non polar33892256
3-Mercapto-2-pentanone,2TBDMS,isomer #1CCC(S[Si](C)(C)C(C)(C)C)=C(C)O[Si](C)(C)C(C)(C)C1687.6Standard non polar33892256
3-Mercapto-2-pentanone,2TBDMS,isomer #2C=C(O[Si](C)(C)C(C)(C)C)C(CC)S[Si](C)(C)C(C)(C)C1670.5Semi standard non polar33892256
3-Mercapto-2-pentanone,2TBDMS,isomer #2C=C(O[Si](C)(C)C(C)(C)C)C(CC)S[Si](C)(C)C(C)(C)C1692.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Mercapto-2-pentanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9100000000-ee5433a9e9d250980b772017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Mercapto-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 - 3-Mercapto-2-pentanone 10V, Positive-QTOFsplash10-0gb9-3900000000-1939caaf2a88793964822016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-pentanone 20V, Positive-QTOFsplash10-014i-5900000000-e7927f77411d22f20d212016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-pentanone 40V, Positive-QTOFsplash10-00fr-9100000000-1b802af4acc9f0557f6c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-pentanone 10V, Negative-QTOFsplash10-014i-5900000000-107cdbc14c95a93a7bf92016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-pentanone 20V, Negative-QTOFsplash10-016r-9300000000-b9e6be89e3ca2cd86a592016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-pentanone 40V, Negative-QTOFsplash10-0019-9100000000-a484fa8dd5ea406eded12016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-pentanone 10V, Positive-QTOFsplash10-0frl-9300000000-95b7d0cc51589bc286432021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-pentanone 20V, Positive-QTOFsplash10-004l-9000000000-093a9f675d7803ec42632021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-pentanone 40V, Positive-QTOFsplash10-0006-9000000000-69f8348e1c490ad03a6c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-pentanone 10V, Negative-QTOFsplash10-014i-1900000000-d32a56b7d7d77c5a7edd2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-pentanone 20V, Negative-QTOFsplash10-0089-9100000000-67c9fa4a20fd1aff81de2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Mercapto-2-pentanone 40V, Negative-QTOFsplash10-001i-9000000000-26b08ea0514bf2e507c82021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart 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+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 IDFDB013472
KNApSAcK IDNot Available
Chemspider ID56044
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound62237
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1031521
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.. .