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Dimethyl sulfoxide (FDB000764)

Record Information
Version1.0
Creation date2010-04-08 22:04:42 UTC
Update date2019-11-26 02:55:21 UTC
Primary IDFDB000764
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDimethyl sulfoxide
DescriptionFound 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 Number67-68-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility65.7 g/LALOGPS
logP-1.1ALOGPS
logP-1.4ChemAxon
logS-0.08ALOGPS
pKa (Strongest Basic)-8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity20.73 m³·mol⁻¹ChemAxon
Polarizability7.91 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC2H6OS
IUPAC namemethanesulfinylmethane
InChI IdentifierInChI=1S/C2H6OS/c1-4(2)3/h1-2H3
InChI KeyIAZDPXIOMUYVGZ-UHFFFAOYSA-N
Isomeric SMILESCS(C)=O
Average Molecular Weight78.133
Monoisotopic Molecular Weight78.013935504
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).
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassSulfoxides
Sub ClassNot Available
Direct ParentSulfoxides
Alternative Parents
Substituents
  • Sulfoxide
  • Sulfinyl compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Route of exposure:

Biological location:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 30.74%; H 7.74%; O 20.48%; S 41.04%DFC
Melting PointMp 18.5°DFC
Boiling PointBp0.37 20°DFC
Experimental Water Solubility1000 mg/mLDORIGAN,J et al. (1976A);@2ND
Experimental logP-1.35HANSCH,C ET AL. (1995)
Experimental pKa35
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 1.1DFC
Refractive Indexn25D 1.4790 ((1.4775))DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-03fr-9000000000-1db858034b22d16465922014-09-20View Spectrum
GC-MSDimethyl sulfoxide, non-derivatized, GC-MS Spectrumsplash10-03fr-9000000000-f0f118841efd8b3297a3Spectrum
GC-MSDimethyl sulfoxide, non-derivatized, GC-MS Spectrumsplash10-03fs-9000000000-945240052686ea267e2bSpectrum
GC-MSDimethyl sulfoxide, non-derivatized, GC-MS Spectrumsplash10-03fs-9000000000-378b716bc39417224511Spectrum
GC-MSDimethyl sulfoxide, non-derivatized, GC-MS Spectrumsplash10-03fr-9000000000-f0f118841efd8b3297a3Spectrum
GC-MSDimethyl sulfoxide, non-derivatized, GC-MS Spectrumsplash10-03fs-9000000000-945240052686ea267e2bSpectrum
GC-MSDimethyl sulfoxide, non-derivatized, GC-MS Spectrumsplash10-03fs-9000000000-378b716bc39417224511Spectrum
Predicted GC-MSDimethyl sulfoxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01t9-9000000000-a87469bb1afda1828bbeSpectrum
Predicted GC-MSDimethyl sulfoxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0002-9000000000-b96781268f9bbbcb15442021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-16f85b2cb3628d8d93582021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-03dj-9000000000-c11b31839f52d556db572021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 0V, Positivesplash10-004i-9000000000-6fd68fb341597894c9e92021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-c8f7a9f09c8bb456283c2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9000000000-d8d98568ae59afba65e62015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-9000000000-e0a36c290f004f302f0b2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-9000000000-89687ba96456a97fb4862015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01t9-9000000000-04ddc1322b21e4817d572015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-d90c2fed7aad139b406c2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-9000000000-50c596e219854897fad22021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-50c596e219854897fad22021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0bt9-9000000000-102e2e8c382c8f4c19752021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-9000000000-28072bae45639cb509432021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-9000000000-670c7176bed65aef23f52021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-9000000000-9ae0f01cd17306d4ecf02021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 300 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 15.09 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
ChemSpider ID659
ChEMBL IDCHEMBL504
KEGG Compound IDC11143
Pubchem Compound ID679
Pubchem Substance IDNot Available
ChEBI ID28262
Phenol-Explorer IDNot Available
DrugBank IDDB01093
HMDB IDHMDB02151
CRC / DFC (Dictionary of Food Compounds) IDBGW91-G:BGW91-G
EAFUS ID1034
Dr. Duke IDDIMETHYL-SULFOXIDE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDDMS
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID67-68-5
GoodScent IDrw1108491
SuperScent IDNot Available
Wikipedia IDDimethyl_sulfoxide
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
antioxidant22586 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
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
garlic
  1. 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
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fatty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
oily
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cheesy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mushroom
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter
  1. 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
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).