Livestock Metabolome Database: Showing metabocard for Dimethyl sulfone (LMDB00459)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:50:19 UTC

Update Date

2021-04-30 20:57:57 UTC

Lmdb

LMDB00459

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dimethyl sulfone

Description

Dimethyl sulfone (DMSO2) or methylsulfonylmethane (MSM), is an organic sulfur compound belonging to a class of chemicals known as sulfones. It occurs naturally in some primitive plants and is present in small amounts in many foods and beverages. DMSO2 reflects its close chemical relationship to dimethyl sulfoxide (DMSO), which differs only in the oxidation state of the sulfur atom. DMSO2 is the primary metabolite of DMSO in animals, and it shares some of the properties of DMSO. Dimethyl sulfone is a metabolite occurring in plasma and CSF of normal animal. It derives from dietary sources, from intestinal bacterial metabolism and from animal endogenous methanethiol metabolism. (PMID 15996001 ).

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
Dimethyl sulphone	ChEBI
Methylsulfonylmethane	ChEBI
Sulfonylbismethane	ChEBI
Sulphonylbismethane	ChEBI
Methylsulphonylmethane	Generator
Dimethyl sulfone, 13C-labeled	MeSH
Methyl sulfone	MeSH
Methyl sulfonmethane	MeSH
(Methylsulfonyl)methane	HMDB
Dimethylsulfone	HMDB
Lignisul MSM	HMDB
Opti MSM	HMDB
Sulfonylbis-methane	HMDB
Dimethyl sulfone	ChEBI
Sulphonyldimethane	Generator, HMDB

Chemical Formula

C₂H₆O₂S

Average Molecular Weight

94.133

Monoisotopic Molecular Weight

94.008850126

IUPAC Name

methanesulfonylmethane

Traditional Name

methylsulfonylmethane

CAS Registry Number

67-71-0

SMILES

CS(C)(=O)=O

InChI Identifier

InChI=1S/C2H6O2S/c1-5(2,3)4/h1-2H3

InChI Key

HHVIBTZHLRERCL-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.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Sulfonyls

Sub Class

Sulfones

Direct Parent

Sulfones

Alternative Parents

Substituents

Sulfone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

sulfone (CHEBI:9349 )
a sulfone (CPD-10437 )

Ontology

Status

Detected and Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.95	ALOGPS
logP	-1.3	ChemAxon
logS	-0.23	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	20.53 m³·mol⁻¹	ChemAxon
Polarizability	8.6 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-9000000000-3e72edc8bd8e168298a0	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0002-9000000000-9896ec507f104ada81f3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-014i-9000000000-aad0ad2e46e9a93df295	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-014i-9000000000-8cb5ee5ae152833c1e84	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-fb26633c75e592809868	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-3a6db80e12370ab204a9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002b-9000000000-c5c35fbdd4193d0ece0d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-c0a7fe921fa7e601fb70	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-113ab821ffdae95a6086	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00fu-9000000000-2ef5cb880f6a43bd9df3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-f0302cfc5bddee62ebdf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-f0302cfc5bddee62ebdf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-902b68745378a21a3ae9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9000000000-dd5ad5c474bf2a0fc2ab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-dd5ad5c474bf2a0fc2ab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-d82cbf78ceb7825835f9	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Milk
Plasma
Serum

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Milk	Detected but not Quantified	Not Applicable	Not Available	Bovine	23394630	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Bovine	23394630	details
Serum	Detected and Quantified	99.8941 +/- 34.259 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	63.2647 +/- 42.19 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	72.0886 +/- 53.9509 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	91.5838 +/- 47.3592 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	25.65 +/- 14.95 uM	Not Available	Ovine	Candidate serum m...	details
Serum	Detected and Quantified	110.7982 +/- 43.1251 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	63.0225 +/- 39.2953 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	65.3988 +/- 35.5296 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	68.1907 +/- 55.8718 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	68.755 +/- 47.197 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	69.0114 +/- 36.1451 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	25372282	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	25372282	details
Serum	Detected but not Quantified	Not Applicable	Not Available	Bovine	25372282	details
Serum	Detected and Quantified	99.6598 +/- 48.6059 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	138.8426 +/- 40.7203 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	69.5839 +/- 42.9579 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	54.6408 +/- 28.5287 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	144.0776 +/- 41.498 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	91.6925 +/- 26.2549 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	63.6914 +/- 65.2832 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	56.9878 +/- 35.7689 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	81.8664 +/- 54.3586 uM	Normal	Ovine	Goldansaz et al.,...	details
Serum	Detected and Quantified	127.9354 +/- 36.6192 uM	Normal	Ovine	Goldansaz et al.,...	details

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0004983

FooDB ID

FDB006725

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

7236

PDB ID

Not Available

Wikipedia Link

Methylsulfonylmethane

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

M2MDB004191

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Engelke UF, Tangerman A, Willemsen MA, Moskau D, Loss S, Mudd SH, Wevers RA: Dimethyl sulfone in human cerebrospinal fluid and blood plasma confirmed by one-dimensional (1)H and two-dimensional (1)H-(13)C NMR. NMR Biomed. 2005 Aug;18(5):331-6. [15996001 ]

Showing metabocard for Dimethyl sulfone (LMDB00459)

Structure for LMDB00459 (Dimethyl sulfone)