BIS-(METHYLTHIO)METHANE (CHEM004852)

Record Information
Version1.0
Creation Date2016-05-19 01:55:36 UTC
Update Date2026-08-22 13:50:51 UTC
Accession NumberCHEM004852
Identification
Common NameBIS-(METHYLTHIO)METHANE
ClassSmall Molecule
Description
Bis(methylthio)methane is found in animal foods. Bis(methylthio)methane is a odorous constituent of white truffle (Tuber magnatum); volatile component of some cheeses and boiled beef aroma. Also found in milk, fish oils, shitake mushroom, truffles, prawns and lobster. Bis(methylthio)methane is an important off-flavour component of foods. Bis(methylthio)methane is used in seasonings 2,4-Dithiapentane is an organic compound known to be an important component of truffle flavor. It is used as a primary aromatic ingredient in truffle oil when combined in an olive oil base
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
MOLSDF3D SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
2, 4-DithiapentaneHMDB
2,4-DithiapentaneHMDB
2,4-DithiopentaneHMDB
Bis(methylmercapto)methaneHMDB
Bis(methylsulfanyl)methaneHMDB
Bis(methylthio)-methaneHMDB
Bis(methylthio)methanHMDB
BismethylmercaptomethaneHMDB
Bis[methylmercapto]methaneHMDB
CH3Sch2Sch3HMDB
DimethylthiomethaneHMDB
Formaldehyde dimethyl mercaptalHMDB
Formaldehyde dimethylmercaptalHMDB
Methylenebis(methyl sulfide)HMDB
Methylenebis[methyl sulfide]HMDB
Thioformaldehyde dimethylacetalHMDB
Thioformaldehyde dimethylthioacetalHMDB
Bis(methylsulphanyl)methaneGenerator
Bis(methylthio)methaneMeSH
Chemical FormulaC3H8S2
Average Molecular Mass108.226 g/mol
Monoisotopic Mass108.007 g/mol
CAS Registry Number1618-26-4
IUPAC Namebis(methylsulfanyl)methane
Traditional Name2,4-dithiapentane
SMILESCSCSC
InChI IdentifierInChI=1S/C3H8S2/c1-4-3-5-2/h3H2,1-2H3
InChI KeyLOCDPORVFVOGCR-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dithioacetals. Dithioacetals are compounds containing a dithioacetal functional group with the general structure R2C(SR')2.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassThioacetals
Sub ClassDithioacetals
Direct ParentDithioacetals
Alternative Parents
Substituents
  • Thioacetal
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.72 g/LALOGPS
logP1.21ALOGPS
logP1.82ChemAxon
logS-1.6ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity31.01 m³·mol⁻¹ChemAxon
Polarizability12.35 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0031317
FooDB IDFDB003375
Phenol Explorer IDNot Available
KNApSAcK IDC00054008
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia Link2,4-Dithiapentane
Chemspider ID14639
ChEBI IDNot Available
PubChem Compound ID15380
Kegg Compound IDNot Available
YMDB IDYMDB01436
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Trost BM, Nubling C: An asymmetric approach to 2-deoxynucleosides via organosulfur building blocks as chemical chameleons. Carbohydr Res. 1990 Jul 15;202:1-12.
2. Gereben O, Pusztai L: Molecular conformations and the liquid structure in bis(methylthio)methane and diethyl sulfide: diffraction experiments vs molecular dynamics simulations. J Phys Chem B. 2012 Aug 2;116(30):9114-21. doi: 10.1021/jp3040117. Epub 2012 Jul 13.
3. Awaleh MO, Baril-Robert F, Reber C, Badia A, Brosse F: Gold(I)-dithioether supramolecular polymers: synthesis, characterization, and luminescence. Inorg Chem. 2008 Apr 21;47(8):2964-74. doi: 10.1021/ic701275k.
4. Awaleh MO, Badia A, Brisse F: One-dimensional coordination polymers incorporating silver(I) perfluorocarboxylate cuboctahedral clusters and the bis(methylthio)methane ligand. Inorg Chem. 2007 Apr 16;46(8):3185-91. Epub 2007 Mar 16.
5. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.