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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:23:57 UTC
Update Date2023-02-21 17:25:39 UTC
HMDB IDHMDB0037155
Secondary Accession Numbers
  • HMDB37155
Metabolite Identification
Common Name4,4'-Thiobis-2-butanone
Description4,4'-Thiobis-2-butanone 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. Based on a literature review very few articles have been published on 4,4'-Thiobis-2-butanone.
Structure
Data?1677000339
Synonyms
ValueSource
4,4'-Thiobis(2-butanone)HMDB
4,4'-Thiodi(2-butanone)HMDB
4,4'-Thiodi-2-butanoneHMDB
5-Thianona-2,8-dioneHMDB
Bis(3-oxobutyl) sulfideHMDB
Di(butan-3-one-1-yl) sulfideHMDB
FEMA 3335HMDB
4-[(3-Oxobutyl)sulphanyl]butan-2-oneGenerator
Chemical FormulaC8H14O2S
Average Molecular Weight174.261
Monoisotopic Molecular Weight174.071450382
IUPAC Name4-[(3-oxobutyl)sulfanyl]butan-2-one
Traditional Name4-[(3-oxobutyl)sulfanyl]butan-2-one
CAS Registry Number40790-04-3
SMILES
CC(=O)CCSCCC(C)=O
InChI Identifier
InChI=1S/C8H14O2S/c1-7(9)3-5-11-6-4-8(2)10/h3-6H2,1-2H3
InChI KeyCIBUHUTVSRPCRO-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
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point95.00 °C. @ 0.10 mm HgThe Good Scents Company Information System
Water Solubility92930 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.315 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.5 g/LALOGPS
logP0.97ALOGPS
logP1.11ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)18.92ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity47.66 m³·mol⁻¹ChemAxon
Polarizability19.62 ųChemAxon
Number of Rings0ChemAxon
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]+138.6631661259
DarkChem[M-H]-134.56831661259
DeepCCS[M+H]+139.35830932474
DeepCCS[M-H]-136.93230932474
DeepCCS[M-2H]-173.19530932474
DeepCCS[M+Na]+148.31330932474
AllCCS[M+H]+138.632859911
AllCCS[M+H-H2O]+134.932859911
AllCCS[M+NH4]+142.032859911
AllCCS[M+Na]+143.032859911
AllCCS[M-H]-142.132859911
AllCCS[M+Na-2H]-144.232859911
AllCCS[M+HCOO]-146.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4,4'-Thiobis-2-butanoneCC(=O)CCSCCC(C)=O2339.7Standard polar33892256
4,4'-Thiobis-2-butanoneCC(=O)CCSCCC(C)=O1353.8Standard non polar33892256
4,4'-Thiobis-2-butanoneCC(=O)CCSCCC(C)=O1396.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4,4'-Thiobis-2-butanone,1TMS,isomer #1CC(=O)CCSCC=C(C)O[Si](C)(C)C1592.3Semi standard non polar33892256
4,4'-Thiobis-2-butanone,1TMS,isomer #1CC(=O)CCSCC=C(C)O[Si](C)(C)C1544.0Standard non polar33892256
4,4'-Thiobis-2-butanone,1TMS,isomer #2C=C(CCSCCC(C)=O)O[Si](C)(C)C1575.7Semi standard non polar33892256
4,4'-Thiobis-2-butanone,1TMS,isomer #2C=C(CCSCCC(C)=O)O[Si](C)(C)C1528.9Standard non polar33892256
4,4'-Thiobis-2-butanone,2TMS,isomer #1CC(=CCSCC=C(C)O[Si](C)(C)C)O[Si](C)(C)C1787.4Semi standard non polar33892256
4,4'-Thiobis-2-butanone,2TMS,isomer #1CC(=CCSCC=C(C)O[Si](C)(C)C)O[Si](C)(C)C1680.3Standard non polar33892256
4,4'-Thiobis-2-butanone,2TMS,isomer #2C=C(CCSCC=C(C)O[Si](C)(C)C)O[Si](C)(C)C1764.2Semi standard non polar33892256
4,4'-Thiobis-2-butanone,2TMS,isomer #2C=C(CCSCC=C(C)O[Si](C)(C)C)O[Si](C)(C)C1710.6Standard non polar33892256
4,4'-Thiobis-2-butanone,2TMS,isomer #3C=C(CCSCCC(=C)O[Si](C)(C)C)O[Si](C)(C)C1729.9Semi standard non polar33892256
4,4'-Thiobis-2-butanone,2TMS,isomer #3C=C(CCSCCC(=C)O[Si](C)(C)C)O[Si](C)(C)C1709.8Standard non polar33892256
4,4'-Thiobis-2-butanone,1TBDMS,isomer #1CC(=O)CCSCC=C(C)O[Si](C)(C)C(C)(C)C1830.7Semi standard non polar33892256
4,4'-Thiobis-2-butanone,1TBDMS,isomer #1CC(=O)CCSCC=C(C)O[Si](C)(C)C(C)(C)C1757.4Standard non polar33892256
4,4'-Thiobis-2-butanone,1TBDMS,isomer #2C=C(CCSCCC(C)=O)O[Si](C)(C)C(C)(C)C1807.4Semi standard non polar33892256
4,4'-Thiobis-2-butanone,1TBDMS,isomer #2C=C(CCSCCC(C)=O)O[Si](C)(C)C(C)(C)C1740.7Standard non polar33892256
4,4'-Thiobis-2-butanone,2TBDMS,isomer #1CC(=CCSCC=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2252.0Semi standard non polar33892256
4,4'-Thiobis-2-butanone,2TBDMS,isomer #1CC(=CCSCC=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2143.4Standard non polar33892256
4,4'-Thiobis-2-butanone,2TBDMS,isomer #2C=C(CCSCC=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2222.6Semi standard non polar33892256
4,4'-Thiobis-2-butanone,2TBDMS,isomer #2C=C(CCSCC=C(C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2143.4Standard non polar33892256
4,4'-Thiobis-2-butanone,2TBDMS,isomer #3C=C(CCSCCC(=C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2179.2Semi standard non polar33892256
4,4'-Thiobis-2-butanone,2TBDMS,isomer #3C=C(CCSCCC(=C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2141.2Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4,4'-Thiobis-2-butanone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-be2c5b3e0b971db6b7ff2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4,4'-Thiobis-2-butanone 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 - 4,4'-Thiobis-2-butanone 10V, Positive-QTOFsplash10-056r-3900000000-1bc8a48b1c7b167772d62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Thiobis-2-butanone 20V, Positive-QTOFsplash10-0zmr-9600000000-0cd444a101afbedd1e0c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Thiobis-2-butanone 40V, Positive-QTOFsplash10-0f79-9100000000-b21146bee4505fca2a992016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Thiobis-2-butanone 10V, Negative-QTOFsplash10-0fk9-1900000000-4c376f717580f56c2e092016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Thiobis-2-butanone 20V, Negative-QTOFsplash10-0udi-5900000000-d06d270346a3434d6edf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Thiobis-2-butanone 40V, Negative-QTOFsplash10-0pwi-9100000000-8379c165dc360410541a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Thiobis-2-butanone 10V, Negative-QTOFsplash10-0udi-3900000000-09a65c6d6e32f96f36382021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Thiobis-2-butanone 20V, Negative-QTOFsplash10-001i-9300000000-135a73d0b8d03164edd62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Thiobis-2-butanone 40V, Negative-QTOFsplash10-001i-9000000000-094702241fd636848f542021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Thiobis-2-butanone 10V, Positive-QTOFsplash10-0a70-4900000000-875d04dbbc344a27c3252021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Thiobis-2-butanone 20V, Positive-QTOFsplash10-006x-9000000000-849f92a4c21c183026062021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4,4'-Thiobis-2-butanone 40V, Positive-QTOFsplash10-0006-9000000000-cf3975f704a6a705a2882021-09-24Wishart 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 IDFDB016150
KNApSAcK IDNot Available
Chemspider ID55839
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61989
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1035891
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.. .