2,2'-Thiobisethanol (CED0040826)

Record Information
Version1.0
Creation Date2016-05-19 03:03:19 UTC
Update Date2026-08-22 15:30:50 UTC
Accession NumberCHEM009347
Identification
Common Name2,2'-Thiobisethanol
ClassSmall Molecule
Description
2,2'-Thiobisethanol belongs to the dialkylthioethers, a subclass of thioethers within the organic compounds. This organosulfur compound has the chemical formula C4H10O2S and an average molecular weight of 122.19 g/mol. In industrial applications, it serves as an antioxidant. The compound is found in or released from 21 recorded sources across several categories. Within electrical and electronic equipment, it is associated with amplifiers, antennas, auxiliary devices, electric switches, and conductors or conductive bodies characterised by the conductive materials. It is present in building and construction materials, specifically fencing and ceilings, and is found in household items such as coins. In the context of household cleaning and consumer products, it is identified in soap detergents, bleaching agents, tobacco smoke filters, and perfumes within detergents and soaps. Additionally, it is linked to food, food processing, and cookware, specifically in processing meats, food preservation, and fermentation processes for beer. It has also been detected in drinking water and water supply. The recorded exposure route for this compound is oral.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
2-[(2-Hydroxyethyl)sulfanyl]ethan-1-olChEBI
3-Thiapentane-1,5-diolChEBI
beta,Beta'-dihydroxydiethyl sulfideChEBI
beta,Beta'-dihydroxyethyl sulfideChEBI
beta-Bis(hydroxyethyl) sulfideChEBI
beta-Hydroxyethyl sulfidChEBI
beta-Hydroxyethyl sulfideChEBI
beta-ThiodiglycolChEBI
Bis(2-hydroxyethyl) sulfideChEBI
Bis(2-hydroxyethyl) sulphideChEBI
Bis(2-hydroxyethyl) thioetherChEBI
Bis(2-hydroxyethyl)sulfideChEBI
Bis(beta-hydroxyethyl) sulfideChEBI
Bis(beta-hydroxyethyl)sulfideChEBI
Bis(hydroxyethyl)sulfideChEBI
Di(2-hydroxyethyl) sulfideChEBI
Diethanol sulfideChEBI
Dihydroxyethyl sulfideChEBI
ThiodiethanolChEBI
Thiodiethylene glycolChEBI
ThiodiglycolumChEBI
TiodiglicolChEBI
TiodiglicoloChEBI
2-[(2-Hydroxyethyl)sulphanyl]ethan-1-olGenerator
b,Beta'-dihydroxydiethyl sulfideGenerator
b,Beta'-dihydroxydiethyl sulphideGenerator
beta,Beta'-dihydroxydiethyl sulphideGenerator
Β,beta'-dihydroxydiethyl sulfideGenerator
Β,beta'-dihydroxydiethyl sulphideGenerator
b,Beta'-dihydroxyethyl sulfideGenerator
b,Beta'-dihydroxyethyl sulphideGenerator
beta,Beta'-dihydroxyethyl sulphideGenerator
Β,beta'-dihydroxyethyl sulfideGenerator
Β,beta'-dihydroxyethyl sulphideGenerator
b-Bis(hydroxyethyl) sulfideGenerator
b-Bis(hydroxyethyl) sulphideGenerator
beta-Bis(hydroxyethyl) sulphideGenerator
Β-bis(hydroxyethyl) sulfideGenerator
Β-bis(hydroxyethyl) sulphideGenerator
b-Hydroxyethyl sulfidGenerator
b-Hydroxyethyl sulphidGenerator
beta-Hydroxyethyl sulphidGenerator
Β-hydroxyethyl sulfidGenerator
Β-hydroxyethyl sulphidGenerator
b-Hydroxyethyl sulfideGenerator
b-Hydroxyethyl sulphideGenerator
beta-Hydroxyethyl sulphideGenerator
Β-hydroxyethyl sulfideGenerator
Β-hydroxyethyl sulphideGenerator
b-ThiodiglycolGenerator
Β-thiodiglycolGenerator
Bis(2-hydroxyethyl)sulphideGenerator
Bis(b-hydroxyethyl) sulfideGenerator
Bis(b-hydroxyethyl) sulphideGenerator
Bis(beta-hydroxyethyl) sulphideGenerator
Bis(β-hydroxyethyl) sulfideGenerator
Bis(β-hydroxyethyl) sulphideGenerator
Bis(b-hydroxyethyl)sulfideGenerator
Bis(b-hydroxyethyl)sulphideGenerator
Bis(beta-hydroxyethyl)sulphideGenerator
Bis(β-hydroxyethyl)sulfideGenerator
Bis(β-hydroxyethyl)sulphideGenerator
Bis(hydroxyethyl)sulphideGenerator
Di(2-hydroxyethyl) sulphideGenerator
Diethanol sulphideGenerator
Dihydroxyethyl sulphideGenerator
2,2'-Thiobis-ethanolHMDB
2,2'-ThiobisethanolHMDB
2,2'-Thiobis[ethanol]HMDB
2,2'-Thiodi-ethanolHMDB
2,2'-ThiodiethanolHMDB
2,2'-ThiodiglycolHMDB
2,2-ThiodiethanolHMDB
Glyecine aHMDB
Kromfax solventHMDB
Kromfax@ solventHMDB
Sulfide, bis(2-hydroxyethyl)HMDB
TedegylHMDB
2,2'-SulfobisethanolHMDB
Chemical FormulaC4H10O2S
Average Molecular Mass122.186 g/mol
Monoisotopic Mass122.040 g/mol
CAS Registry Number111-48-8
IUPAC Name2-[(2-hydroxyethyl)sulfanyl]ethan-1-ol
Traditional Namethiodiglycol
SMILESOCCSCCO
InChI IdentifierInChI=1S/C4H10O2S/c5-1-3-7-4-2-6/h5-6H,1-4H2
InChI KeyYODZTKMDCQEPHD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dialkylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two alkyl groups.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassThioethers
Sub ClassDialkylthioethers
Direct ParentDialkylthioethers
Alternative Parents
Substituents
  • Dialkylthioether
  • Sulfenyl compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility94.1 g/LALOGPS
logP-0.65ALOGPS
logP-0.68ChemAxon
logS-0.11ALOGPS
pKa (Strongest Acidic)15.24ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.88 m³·mol⁻¹ChemAxon
Polarizability13.34 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-002e-9000000000-26d44c614b9be5a1c0dfNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00di-9700000000-ec9b591d9d7894e8b638Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-5900000000-3ac53d6f904de5ca7f8fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00ba-9400000000-157603b803ea5f9977d8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-9000000000-b9b8f016706c54bb2779Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00fr-9700000000-27b27de26851817117d6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-9100000000-dcae47229ce45daa5676Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9000000000-c2e630ccd22f6be06a9fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01t9-9000000000-f909984c07348bc03804Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03dj-9000000000-11e5f1a88a1aa68ebcdfNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01ot-9000000000-cbb0af24a9ebb7a99a7fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05i0-9100000000-ab8a7884c8c1224e9a87Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-9000000000-4ca78d5ebe24a8933338Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9000000000-7e4a9cc2e7a9db94f5a5Not AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
5827.0Log mg/kg[3300:10000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
115Drinking waterDrinking water & water supplyNot Available
490Personal care & cosmeticsNot Available
495CeilingsBuilding & ConstructionNot Available
496FencingBuilding & ConstructionNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
507Auxiliary DevicesElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
529Power CablesElectrical & Electronic EquipmentNot Available
533Sparking PlugsElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
571CoinsHousehold itemsNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
620Card GamesRecreation & sports surfacesNot Available
630ToysRecreation & sports surfacesNot Available
631Anthraquinone DyesTextiles, leather & furnishingsNot Available
632ApparelTextiles, leather & furnishingsNot Available
633Azo DyesTextiles, leather & furnishingsNot Available
635ButtonsTextiles, leather & furnishingsNot Available
638Decorating TextilesTextiles, leather & furnishingsNot Available
640Embroidering And TuftingTextiles, leather & furnishingsNot Available
641Foam DyeingTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
647Multicolour DyeingTextiles, leather & furnishingsNot Available
648Nitro DyesTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
652RopesTextiles, leather & furnishingsNot Available
655Slide FastenersTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
659Transfer PrintingTextiles, leather & furnishingsNot Available
661UmbrellasTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)7436.39
Click to view 3D structureSodium- and chloride-dependent creatine transporter 1P28570Rattus norvegicusPredicted (SEA)44.0627
Liver carboxylesterase 1 structureClick to view 3D structureLiver carboxylesterase 1P23141HumansPredicted (SEA)4724.9
Click to view 3D structureLiver carboxylesteraseQ29550Sus scrofaPredicted (SEA)2408.5
Carboxypeptidase M structureClick to view 3D structureCarboxypeptidase MP14384HumansPredicted (SEA)19.5402
Click to view 3D structureGlutaminase kidney isoform, mitochondrialP13264Rattus norvegicusPredicted (SEA)1488.48
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)7613.03
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)7449.16
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)7626.11
Click to view 3D structureCarbonic anhydrase 5B, mitochondrialQ9Y2D0HumansPredicted (SEA)7045.04
Click to view 3D structureCarbonic anhydrase 5A, mitochondrialP35218HumansPredicted (SEA)7205.02
Click to view 3D structureLactase/phlorizin hydrolaseQ02401Rattus norvegicusPredicted (SEA)13.2344
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)7645.49
Carbonic anhydrase 6 structureClick to view 3D structureCarbonic anhydrase 6P23280HumansPredicted (SEA)7379.64
Carbonic anhydrase 14 structureClick to view 3D structureCarbonic anhydrase 14Q9ULX7HumansPredicted (SEA)7375.82
Carbonic anhydrase 4 structureClick to view 3D structureCarbonic anhydrase 4P22748HumansPredicted (SEA)7526.77
Click to view 3D structureAsc-type amino acid transporter 1P63116RatPredicted (SEA)81.8195
Click to view 3D structureNeutral alpha-glucosidase CQ8TET4HumansPredicted (SEA)13.5458
Click to view 3D structureAlpha-galactosidase AD3ZJF9Rattus norvegicusPredicted (SEA)13.5458
Click to view 3D structureS-ribosylhomocysteine lyaseP45578Escherichia coli K-12Predicted (SEA)109.145
Click to view 3D structureS-ribosylhomocysteine lyaseQ9Z5X1Vibrio campbelliiPredicted (SEA)109.145
Replicase polyprotein 1ab structureClick to view 3D structureReplicase polyprotein 1abP0DTD1SARS-CoV-2Predicted (SEA)7745.84
Click to view 3D structureS-methylmethionine--homocysteine S-methyltransferase BHMT2Q9H2M3HumansPredicted (SEA)11.9109
Betaine--homocysteine S-methyltransferase 1 structureClick to view 3D structureBetaine--homocysteine S-methyltransferase 1Q93088HumansPredicted (SEA)20.3186
Cytosolic beta-glucosidase structureClick to view 3D structureCytosolic beta-glucosidaseQ9H227HumansPredicted (SEA)23.4326
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0042033
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkThiodiglycol
Chemspider ID13881956
ChEBI ID75184
PubChem Compound ID5447
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16965944
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=18584953
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=19179003
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19191966
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22460856
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22752796
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23610933
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=3352237
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=8342295
10. Riches J, Read RW, Black RM: Analysis of the sulphur mustard metabolites thiodiglycol and thiodiglycol sulphoxide in urine using isotope-dilution gas chromatography-ion trap tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Jan 1;845(1):114-20. Epub 2006 Sep 11.
11. Smith WA, Going JJ: Subgross breast pathology in the twenty-first century. Virchows Arch. 2012 May;460(5):489-95. doi: 10.1007/s00428-012-1226-y. Epub 2012 Mar 30.
12. Kuvichkina TN, Ermakova IT, Reshetilov AN: [Strain Alcaligenes xylosoxydans subsp. Denitrificans TD2 as a biosensor basis for determination of thiodiglycol]. Mikrobiologiia. 2012 Nov-Dec;81(6):810-1.
13. Wils ER, Hulst AG, van Laar J: Analysis of thiodiglycol in urine of victims of an alleged attack with mustard gas, Part II. J Anal Toxicol. 1988 Jan-Feb;12(1):15-9.