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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:51:17 UTC

Update Date

2022-03-07 02:56:55 UTC

HMDB ID

HMDB0041188

Secondary Accession Numbers

HMDB41188

Metabolite Identification

Common Name

Bis(methylsulfonylmethyl) disulfide

Description

Bis(methylsulfonylmethyl) disulfide 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. Bis(methylsulfonylmethyl) disulfide has been detected, but not quantified in, several different foods, such as mushrooms, welsh onions (Allium fistulosum), green onion, common mushrooms (Agaricus bisporus), and garden onion (var.). This could make bis(methylsulfonylmethyl) disulfide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Bis(methylsulfonylmethyl) disulfide.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.369  -1.946   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -3.369  -0.449   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      -4.117   0.898   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.871   0.299   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0      -0.673  -0.449   0.000  0.00  0.00           S+0
HETATM    6  S   UNK     0       0.673   0.299   0.000  0.00  0.00           S+0
HETATM    7  C   UNK     0       2.021  -0.449   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.369   1.946   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.866  -0.449   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.866   0.299   0.000  0.00  0.00           O+0
HETATM   11  S   UNK     0       3.369   0.299   0.000  0.00  0.00           S+0
HETATM   12  O   UNK     0       4.117  -0.898   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    9                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   11                                                       
CONECT    8   11                                                            
CONECT    9    2                                                            
CONECT   10   11                                                            
CONECT   11    7    8   10   12                                             
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Bis(methylsulphonylmethyl) disulphide	Generator
Bis((methylsulfonyl)methyl)disulfide	HMDB
BMSMDS	HMDB
Dithiobis((methylsulfonyl)-methane	HMDB
[(Methanesulphonylmethyl)disulphanyl]methanesulphonylmethane	Generator

Chemical Formula

C₄H₁₀O₄S₄

Average Molecular Weight

250.38

Monoisotopic Molecular Weight

249.946191568

IUPAC Name

[(methanesulfonylmethyl)disulfanyl]methanesulfonylmethane

Traditional Name

[(methanesulfonylmethyl)disulfanyl]methanesulfonylmethane

CAS Registry Number

74963-70-5

SMILES

CS(=O)(=O)CSSCS(C)(=O)=O

InChI Identifier

InChI=1S/C4H10O4S4/c1-11(5,6)3-9-10-4-12(2,7)8/h3-4H2,1-2H3

InChI Key

IOXAYNQOZILPBK-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
Dialkyldisulfide
Organic disulfide
Sulfenyl compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0041188)
Cytoplasm (HMDB: HMDB0041188)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041188)

Source

Exogenous

Food

Food (HMDB: HMDB0041188)

Vegetable

Mushroom

Onion-family vegetable

Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Herb and spice

Herb

Welsh onion (FooDB: FOOD00241)

Endogenous

Plant

Plant (HMDB: HMDB0041188)

Not Available

Nutrient (HMDB: HMDB0041188)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.4 g/L	ALOGPS
logP	-0.28	ALOGPS
logP	-1.5	ChemAxon
logS	-1.8	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	68.28 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	53.11 m³·mol⁻¹	ChemAxon
Polarizability	23.04 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	156.171	31661259
DarkChem	[M-H]-	147.035	31661259
DeepCCS	[M+H]+	138.684	30932474
DeepCCS	[M-H]-	134.856	30932474
DeepCCS	[M-2H]-	172.382	30932474
DeepCCS	[M+Na]+	147.921	30932474
AllCCS	[M+H]+	148.9	32859911
AllCCS	[M+H-H2O]+	145.8	32859911
AllCCS	[M+NH4]+	151.7	32859911
AllCCS	[M+Na]+	152.6	32859911
AllCCS	[M-H]-	142.9	32859911
AllCCS	[M+Na-2H]-	144.8	32859911
AllCCS	[M+HCOO]-	147.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bis(methylsulfonylmethyl) disulfide	CS(=O)(=O)CSSCS(C)(=O)=O	3669.6	Standard polar	33892256
Bis(methylsulfonylmethyl) disulfide	CS(=O)(=O)CSSCS(C)(=O)=O	1923.7	Standard non polar	33892256
Bis(methylsulfonylmethyl) disulfide	CS(=O)(=O)CSSCS(C)(=O)=O	2121.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(methylsulfonylmethyl) disulfide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fr-7910000000-96dc1acc2a5431637699	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bis(methylsulfonylmethyl) disulfide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(methylsulfonylmethyl) disulfide 10V, Positive-QTOF	splash10-0udi-0490000000-90682e00a8bf76f78b9e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(methylsulfonylmethyl) disulfide 20V, Positive-QTOF	splash10-05i0-3900000000-271f4258179a2b92c15f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(methylsulfonylmethyl) disulfide 40V, Positive-QTOF	splash10-0096-9800000000-a322e04147a2d32e7b94	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(methylsulfonylmethyl) disulfide 10V, Negative-QTOF	splash10-004i-9010000000-2602518087b475cc1016	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(methylsulfonylmethyl) disulfide 20V, Negative-QTOF	splash10-004i-9000000000-dc9fe68978a1f1a3f880	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(methylsulfonylmethyl) disulfide 40V, Negative-QTOF	splash10-004i-9100000000-07d5f368b5ed88b69d83	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(methylsulfonylmethyl) disulfide 10V, Positive-QTOF	splash10-0uk9-0980000000-98106bd95814b47a9c2e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(methylsulfonylmethyl) disulfide 20V, Positive-QTOF	splash10-00fu-9700000000-ea457e46ba386324e521	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(methylsulfonylmethyl) disulfide 40V, Positive-QTOF	splash10-01rt-9000000000-e90c19440025042f3c7f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(methylsulfonylmethyl) disulfide 10V, Negative-QTOF	splash10-0002-2190000000-e0242c76f5880b35a394	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(methylsulfonylmethyl) disulfide 20V, Negative-QTOF	splash10-00b9-9600000000-22bf7061b62929814df9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis(methylsulfonylmethyl) disulfide 40V, Negative-QTOF	splash10-05i0-4900000000-c46e127847dbaa8b6a31	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021084

KNApSAcK ID

C00054123

Chemspider ID

168868

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

194638

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Bis(methylsulfonylmethyl) disulfide (HMDB0041188)

MOL for HMDB0041188 (Bis(methylsulfonylmethyl) disulfide)

3D MOL for HMDB0041188 (Bis(methylsulfonylmethyl) disulfide)

3D SDF for HMDB0041188 (Bis(methylsulfonylmethyl) disulfide)

3D-SDF for HMDB0041188 (Bis(methylsulfonylmethyl) disulfide)

PDB for HMDB0041188 (Bis(methylsulfonylmethyl) disulfide)

3D PDB for HMDB0041188 (Bis(methylsulfonylmethyl) disulfide)

SMILES for HMDB0041188 (Bis(methylsulfonylmethyl) disulfide)

INCHI for HMDB0041188 (Bis(methylsulfonylmethyl) disulfide)

Structure for HMDB0041188 (Bis(methylsulfonylmethyl) disulfide)

3D Structure for HMDB0041188 (Bis(methylsulfonylmethyl) disulfide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra