Showing Compound Dimethyl sulfoxide (FDB000764)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:42 UTC

Update date

2019-11-26 02:55:21 UTC

Primary ID

FDB000764

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Dimethyl sulfoxide

Description

Found in broad bean Phaseolus vulgaris, alfalfa Medicago sativa and many other plants. Flavouring agent Dimethyl sulfoxide (DMSO) is the organosulfur compound with the formula (CH3)2SO. This colorless liquid is an important polar aprotic solvent that dissolves both polar and nonpolar compounds and is miscible in a wide range of organic solvents as well as water. It penetrates the skin very readily, giving it the unusual property of being secreted onto the surface of the tongue after contact with the skin and causing a garlic-like taste in the mouth.

CAS Number

67-68-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	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
Dermavet	db_source
FEMA 3875	db_source
Iduridine	db_source
Methyl sulfoxide	db_source
NSC 763	db_source
Sulfinylbis-methane (9CI)	db_source
Sulfinylbismethane, 9CI	db_source

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

Chemical Formula

C2H6OS

IUPAC name

methanesulfinylmethane

InChI Identifier

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

InChI Key

IAZDPXIOMUYVGZ-UHFFFAOYSA-N

Isomeric SMILES

CS(C)=O

Average Molecular Weight

78.133

Monoisotopic Molecular Weight

78.013935504

Classification

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 )

Ontology

Disposition

Source:

Food

Biological:

Plant:

Fabaceae

Route of exposure:

Enteral:

Ingestion

Parenteral:

Dermal

Biological location:

Biofluid and excreta:

Role

Biological role:

Molecular messenger:

Signaling molecule

Industrial application:

Pharmaceutical industry:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 30.74%; H 7.74%; O 20.48%; S 41.04%	DFC
Melting Point	Mp 18.5°	DFC
Boiling Point	Bp0.37 20°	DFC
Experimental Water Solubility	1000 mg/mL	DORIGAN,J et al. (1976A);@2ND
Experimental logP	-1.35	HANSCH,C ET AL. (1995)
Experimental pKa	35
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d204 1.1	DFC
Refractive Index	n25D 1.4790 ((1.4775))	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-03fr-9000000000-1db858034b22d1646592	2014-09-20	View Spectrum
GC-MS	Dimethyl sulfoxide, non-derivatized, GC-MS Spectrum	splash10-03fr-9000000000-f0f118841efd8b3297a3	Spectrum
GC-MS	Dimethyl sulfoxide, non-derivatized, GC-MS Spectrum	splash10-03fs-9000000000-945240052686ea267e2b	Spectrum
GC-MS	Dimethyl sulfoxide, non-derivatized, GC-MS Spectrum	splash10-03fs-9000000000-378b716bc39417224511	Spectrum
GC-MS	Dimethyl sulfoxide, non-derivatized, GC-MS Spectrum	splash10-03fr-9000000000-f0f118841efd8b3297a3	Spectrum
GC-MS	Dimethyl sulfoxide, non-derivatized, GC-MS Spectrum	splash10-03fs-9000000000-945240052686ea267e2b	Spectrum
GC-MS	Dimethyl sulfoxide, non-derivatized, GC-MS Spectrum	splash10-03fs-9000000000-378b716bc39417224511	Spectrum
Predicted GC-MS	Dimethyl sulfoxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-01t9-9000000000-a87469bb1afda1828bbe	Spectrum
Predicted GC-MS	Dimethyl sulfoxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0002-9000000000-b96781268f9bbbcb1544	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-16f85b2cb3628d8d9358	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-03dj-9000000000-c11b31839f52d556db57	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-004i-9000000000-6fd68fb341597894c9e9	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-c8f7a9f09c8bb456283c	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-9000000000-d8d98568ae59afba65e6	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9000000000-e0a36c290f004f302f0b	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9000000000-89687ba96456a97fb486	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01t9-9000000000-04ddc1322b21e4817d57	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-d90c2fed7aad139b406c	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9000000000-50c596e219854897fad2	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-50c596e219854897fad2	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0bt9-9000000000-102e2e8c382c8f4c1975	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-28072bae45639cb50943	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9000000000-670c7176bed65aef23f5	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9000000000-9ae0f01cd17306d4ecf0	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

28262

Phenol-Explorer ID

Not Available

DrugBank ID

DB01093

HMDB ID

HMDB02151

CRC / DFC (Dictionary of Food Compounds) ID

BGW91-G:BGW91-G

EAFUS ID

1034

Dr. Duke ID

DIMETHYL-SULFOXIDE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

DMS

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

67-68-5

GoodScent ID

rw1108491

SuperScent ID

Not Available

Wikipedia ID

Dimethyl_sulfoxide

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
antioxidant	22586	A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.	DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
garlic	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fatty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
oily	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cheesy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mushroom	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter	Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755