Milk Composition Database: Showing metabocard for Dimethyl sulfoxide (BMDB0002151)

Identification Taxonomy Physical properties Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:51:47 UTC

Update Date

2020-06-04 20:47:51 UTC

MCDB ID

BMDB0002151

Secondary Accession Numbers

BMDB02151

Metabolite Identification

Common Name

Dimethyl sulfoxide

Description

Dimethyl sulfoxide, also known as rimso-50 or dmso, 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). Dimethyl sulfoxide is a drug which is used for the symptomatic relief of patients with interstitial cystitis. Dimethyl sulfoxide exists as a liquid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Dimethyl sulfoxide exists in all living organisms, ranging from bacteria to humans. Dimethyl sulfoxide is a potentially toxic compound.

Structure

MOL SDF 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

Chemical Formula

C₂H₆OS

Average Molecular Weight

78.133

Monoisotopic Molecular Weight

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 )

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	18.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1000 mg/mL	Not Available
LogP	-1.35	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
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	1	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)	Not Available	2014-09-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)	Not Available	2014-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	2021-09-25	View Spectrum

Concentrations

Status	Value	Reference	Details
Detected and Quantified	0.659 uM	PMID: 16840607	details
Detected and Quantified	2.9 uM	PMID: 16840607	details
Detected and Quantified	3.955 uM	PMID: 16840607	details
Detected and Quantified	8.965 uM	PMID: 16840607	details
Detected and Quantified	1.0547 uM	PMID: 16840607	details
Detected and Quantified	5.405 uM	PMID: 16840607	details
Detected and Quantified	11 uM	PMID: 16840607	details
Detected and Quantified	10 uM	PMID: 16840607	details
Detected and Quantified	5.933 uM	PMID: 16840607	details
Detected and Quantified	16 uM	PMID: 16840607	details
Detected and Quantified	9.23 uM	PMID: 16840607	details
Detected and Quantified	19 uM	PMID: 16840607	details

External Links

HMDB ID

HMDB0002151

DrugBank ID

DB01093

Phenol Explorer Compound ID

Not Available

FoodDB 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

References

Synthesis Reference

Goeb, Andre. Dimethyl sulfoxide. Ger. Offen. (1976), 12 pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

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 ]

Showing metabocard for Dimethyl sulfoxide (BMDB0002151)

Structure for BMDB0002151 (Dimethyl sulfoxide)