MiMeDB: Showing metabocard for Dimethyl sulfoxide (MMDBc0030313)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:02:59 UTC

Update Date

2022-08-31 17:43:33 UTC

Metabolite ID

MMDBc0030313

Metabolite Identification

Common Name

Dimethyl sulfoxide

Description

Dimethyl sulfoxide is a highly polar organic liquid, that is used widely as a chemical solvent. Because of its ability to penetrate biological membranes, it is used as a vehicle for topical application of pharmaceuticals. It is also used to protect tissue during cryopreservation. Because of its high boiling point (189

Structure

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

Synonyms

Value	Source
(CH3)2SO	ChEBI
Dimethyl sulfur oxide	ChEBI
Dimethyl sulphoxide	ChEBI
Dimethyli sulfoxidum	ChEBI
Dimethylsulfoxid	ChEBI
Dimethylsulfoxyde	ChEBI
Dimetil sulfoxido	ChEBI
DMSO	ChEBI
Methylsulfinylmethane	ChEBI
S(O)Me2	ChEBI
Sulfinylbis(methane)	ChEBI
Rimso-50	Kegg
Zymso	Kegg
Dimethyl sulphur oxide	Generator
Dimethyli sulphoxidum	Generator
Dimethylsulphoxid	Generator
Dimethylsulphoxyde	Generator
Dimetil sulphoxido	Generator
Methylsulphinylmethane	Generator
Sulphinylbis(methane)	Generator
(Methylsulfinyl)methane	HMDB
Dimethyl sulfoxixde	HMDB
Dimethyl sulpoxide	HMDB
Dimethylsulphoxide	MeSH, HMDB
Rheumabene	MeSH, HMDB
Rimso	MeSH, HMDB
Dimexide	MeSH, HMDB
Research ind. corp. brand 1 OF dimethyl sulfoxide	MeSH, HMDB
Shire brand OF dimethyl sulfoxide	MeSH, HMDB
Sulphoxide, dimethyl	MeSH, HMDB
Dimethylsulphinyl	MeSH, HMDB
Merckle brand OF dimethyl sulfoxide	MeSH, HMDB
Research ind. corp. brand 2 OF dimethyl sulfoxide	MeSH, HMDB
Sclerosol	MeSH, HMDB
Sulfoxide, dimethyl	MeSH, HMDB
Dimethylsulfoxide	MeSH, HMDB
rimso 100	MeSH, HMDB
Rimso50	MeSH, HMDB
Rimso 50	MeSH, HMDB

Molecular Formula

C₂H₆OS

Average Mass

78.133

Monoisotopic Mass

78.013935504

IUPAC Name

methanesulfinylmethane

Traditional Name

dimethyl sulfoxide

CAS Registry Number

67-68-5

SMILES

CS(C)=O

InChI Identifier

InChI=1S/C2H6OS/c1-4(2)3/h1-2H3

InChI Key

IAZDPXIOMUYVGZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfoxides. Sulfoxides are compounds containing a sulfoxide functional group, with the structure RS(=O)R' (R,R' not H).

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Sulfoxides

Sub Class

Not Available

Direct Parent

Sulfoxides

Alternative Parents

Substituents

Sulfoxide
Sulfinyl compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

sulfoxide (CHEBI:28262 )
a small molecule (DMSO )

Functional Ontology

Not Available

Physical Properties

State

Liquid

Predicted Properties

Property	Value	Source
Water Solubility	65.7 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-1.4	ChemAxon
logS	-0.08	ALOGPS
pKa (Strongest Basic)	-8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	20.73 m³·mol⁻¹	ChemAxon
Polarizability	7.91 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03fr-9000000000-f0f118841efd8b3297a3	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03fs-9000000000-945240052686ea267e2b	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03fs-9000000000-378b716bc39417224511	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03fr-9000000000-f0f118841efd8b3297a3	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03fs-9000000000-945240052686ea267e2b	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03fs-9000000000-378b716bc39417224511	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01t9-9000000000-a87469bb1afda1828bbe	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0002-9000000000-b96781268f9bbbcb1544	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-16f85b2cb3628d8d9358	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-03dj-9000000000-c11b31839f52d556db57	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-004i-9000000000-6fd68fb341597894c9e9	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-c8f7a9f09c8bb456283c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-9000000000-d8d98568ae59afba65e6	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9000000000-e0a36c290f004f302f0b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9000000000-89687ba96456a97fb486	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01t9-9000000000-04ddc1322b21e4817d57	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-d90c2fed7aad139b406c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9000000000-50c596e219854897fad2	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-50c596e219854897fad2	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0bt9-9000000000-102e2e8c382c8f4c1975	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-28072bae45639cb50943	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9000000000-670c7176bed65aef23f5	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9000000000-9ae0f01cd17306d4ecf0	2021-09-24	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-03fr-9000000000-1db858034b22d1646592	2014-09-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, experimental)		2014-09-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)		2014-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Cerebrospinal Fluid (CSF)
Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192630	Cytochrome P450 3A4	Unknown	P08684	Homo sapiens
MMDBp0192649	Cytochrome P450 2C19	Unknown	P33261	Homo sapiens
MMDBp0193103	Cytochrome P450 2D6	Unknown	P10635	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0007751	Dimethyl sulfoxide	Dimethylsulfide	Not Available	Dimethyl sulfoxide reductase (Menaquinol 8)	VMH	30371894
MMDBr0007752	2-Demethylmenaquinol 8	2-Demethylmenaquinone 8	Not Available	Dimethyl sulfoxide reductase (Demethylmenaquinol 8)	VMH	30371894
MMDBr0008025	Dimethyl sulfoxide	Dimethylsulfide	Not Available	Dimethyl sulfoxide reductase (Menaquinol)	VMH	30371894
MMDBr0008026	2-Demethylmenaquinol 8	2-Demethylmenaquinone 8	Not Available	Dimethyl sulfoxide reductase (2-demethylmenaquinone)	VMH	30371894
MMDBr0014979	Dimethylsulfide	Dimethyl sulfoxide	Dimethylsulfide dehydrogenase subunit alpha	Dehydrogenation	RHEA	34755880
MMDBr0024838	Water	Dimethyl sulfoxide	Putative dimethyl sulfoxide reductase catalytic subunit A	Reduction	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	81	Pig ; Human feces; Human stool; Human ; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria	Actinobacteria	16	Human feces; Human ; Human nasopharyngeal swab; Human supragingival plaque	Metabolic reconstruction
Bacteria	Firmicutes	14	Human feces; Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal	Milk	Bos taurus	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929
Plant	Essential oil	Mentha x piperita	FooDB	31437929
Plant		Phaseolus vulgaris	FooDB	31437929
Plant		Brassica oleracea var. botrytis	FooDB	31437929
Plant	Essential oil	Mentha spicata	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Cerebrospinal fluid (csf)	Detected and Quantified	0	1.0	uM	Adult (>18 years old)	Both	Normal	HMDB	15996001
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	17314143

External Links

HMDB ID

HMDB0002151

DrugBank ID

DB01093

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Dimethyl_sulfoxide

METLIN ID

3985

PubChem Compound

679

PDB ID

Not Available

ChEBI ID

28262

Food Biomarker Ontology

Not Available

References

Synthesis Reference

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. doi: 10.1002/nbm.966. [PubMed:15996001 ]

Showing metabocard for Dimethyl sulfoxide (MMDBc0030313)

MOL for #<Metabolite:0x00007f5a880405d0>

3D MOL for #<Metabolite:0x00007f5a880405d0>

3D SDF for #<Metabolite:0x00007f5a880405d0>

3D-SDF for #<Metabolite:0x00007f5a880405d0>

PDB for #<Metabolite:0x00007f5a880405d0>

3D PDB for #<Metabolite:0x00007f5a880405d0>

SMILES for #<Metabolite:0x00007f5a880405d0>

INCHI for #<Metabolite:0x00007f5a880405d0>

Structure for #<Metabolite:0x00007f5a880405d0>

3D Structure for #<Metabolite:0x00007f5a880405d0>