Showing metabocard for Dimethyl sulfone (BMDB0004983)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:14:22 UTC
Update Date2020-06-04 20:48:45 UTC
BMDB IDBMDB0004983
Secondary Accession Numbers
  • BMDB04983
Metabolite Identification
Common NameDimethyl sulfone
DescriptionDimethyl sulfone, also known as sulfonylbismethane or lignisul MSM, belongs to the class of organic compounds known as sulfones. Sulfones are compounds containing a sulfonyl group( which as the general structure RS(=O)2R' (R,R' =alkyl, aryl)) attached to two carbon atoms. Dimethyl sulfone exists as a solid, possibly soluble (in water), and possibly neutral molecule. Dimethyl sulfone exists in all living organisms, ranging from bacteria to humans.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Dimethyl sulphoneChEBI
MethylsulfonylmethaneChEBI
SulfonylbismethaneChEBI
SulphonylbismethaneChEBI
MethylsulphonylmethaneGenerator
Dimethyl sulfone, 13C-labeledMeSH
Methyl sulfoneMeSH
Methyl sulfonmethaneMeSH
(Methylsulfonyl)methaneHMDB
DimethylsulfoneHMDB
Lignisul MSMHMDB
Opti MSMHMDB
Sulfonylbis-methaneHMDB
Dimethyl sulfoneChEBI
SulphonyldimethaneGenerator, HMDB
Chemical FormulaC2H6O2S
Average Molecular Weight94.133
Monoisotopic Molecular Weight94.008850126
IUPAC Namemethanesulfonylmethane
Traditional Namemethylsulfonylmethane
CAS Registry Number67-71-0
SMILES
CS(C)(=O)=O
InChI Identifier
InChI=1S/C2H6O2S/c1-5(2,3)4/h1-2H3
InChI KeyHHVIBTZHLRERCL-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as sulfones. Sulfones are compounds containing a sulfonyl group( which as the general structure RS(=O)2R' (R,R' =alkyl, aryl)) attached to two carbon atoms.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassSulfonyls
Sub ClassSulfones
Direct ParentSulfones
Alternative Parents
Substituents
  • Sulfone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point109 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-1.41HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
logP-0.95ALOGPS
logP-1.3ChemAxon
logS-0.23ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity20.53 m³·mol⁻¹ChemAxon
Polarizability8.6 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Brain
  • Kidney
  • Liver
  • Milk
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
    • Jiyuan Li, Everes...
 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
BrainExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
KidneyExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
LiverExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
MilkDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified11.67 +/- 1.59 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified1.423 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified8.426 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified8.0977 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified15.21 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified2.517 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified11.271 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified51.65 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified24.184 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified12.475 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified28.889 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified8.535 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified13.788 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified23 +/- 2 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified31 +/- 2 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified33 +/- 2 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified26 +/- 3 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified27.97 +/- 7.90 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified0.00142 +/- 0.00153 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified0.00120 +/- 0.00175 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified0.000547 +/- 0.00109 uMNot SpecifiedNot Specified
Normal		 details
MilkDetected and Quantified46.41 +/- 12.72 uMNot SpecifiedNot Specified
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
All Mycobacterium avium subsp. paratuberculosis-infected		 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
High dose Mycobacterium avium subsp. paratuberculosis-infected		 details
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Low dose Mycobacterium avium subsp. paratuberculosis-infected		 details
HMDB IDHMDB0004983
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB006725
KNApSAcK IDNot Available
Chemspider ID5978
KEGG Compound IDC11142
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethylsulfonylmethane
METLIN ID7236
PubChem Compound6213
PDB IDNot Available
ChEBI ID9349
References
Synthesis ReferenceDouglas, Thomas B. Heats of formation of liquid methyl suffoxide and crystalline methyl sulfone at 18° Journal of the American Chemical Society (1946), 68 1072-6.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Toso B, Procida G, Stefanon B: Determination of volatile compounds in cows' milk using headspace GC-MS. J Dairy Res. 2002 Nov;69(4):569-77. [PubMed:12463694 ]
  2. Vazquez-Landaverde PA, Torres JA, Qian MC: Quantification of trace volatile sulfur compounds in milk by solid-phase microextraction and gas chromatography-pulsed flame photometric detection. J Dairy Sci. 2006 Aug;89(8):2919-27. doi: 10.3168/jds.S0022-0302(06)72564-4. [PubMed:16840607 ]
  3. Jensen RG: The composition of bovine milk lipids: January 1995 to December 2000. J Dairy Sci. 2002 Feb;85(2):295-350. doi: 10.3168/jds.S0022-0302(02)74079-4. [PubMed:11913692 ]
  4. O'Callaghan TF, Vazquez-Fresno R, Serra-Cayuela A, Dong E, Mandal R, Hennessy D, McAuliffe S, Dillon P, Wishart DS, Stanton C, Ross RP: Pasture Feeding Changes the Bovine Rumen and Milk Metabolome. Metabolites. 2018 Apr 6;8(2). pii: metabo8020027. doi: 10.3390/metabo8020027. [PubMed:29642378 ]
  5. Antunes-Fernandes EC, van Gastelen S, Dijkstra J, Hettinga KA, Vervoort J: Milk metabolome relates enteric methane emission to milk synthesis and energy metabolism pathways. J Dairy Sci. 2016 Aug;99(8):6251-6262. doi: 10.3168/jds.2015-10248. Epub 2016 May 26. [PubMed:27236769 ]
  6. A. Foroutan et al. (2019). A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation). Journal of Agricultural and Food Chemistry.