S-Methyl methanethiosulfonate

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S-Methyl methanethiosulfonate
S-Methyl methanethiosulfonate.png
Names
IUPAC name
Methylsulfonylsulfanylmethane [1]
Other names
  • S-Methyl methanethiosulfonate [1]
  • S-Methyl methanesulfonothioate [1]
  • Methanesulfonothioic acid, S-methyl ester [1]
  • MMTS [1]
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.019.064 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 220-970-0
PubChem CID
UNII
  • InChI=1S/C2H6O2S2/c1-5-6(2,3)4/h1-2H3
    Key: XYONNSVDNIRXKZ-UHFFFAOYSA-N
  • CSS(=O)(=O)C
Properties
CH3SO2SCH3
Molar mass 126.19 g·mol−1
AppearanceColorless liquid
Odor Stench [1]
Density 1.337 g/cm3 [2]
Boiling point 266 to 267 °C (511 to 513 °F; 539 to 540 K) [1] (69 to 71 °C at 0.5 hPa [2] )
slightly
Solubility ethanol [3]
Vapor pressure 1.87 Pa [3]
1.513 at 20 °C [3]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Serious eye damage
GHS labelling:
GHS-pictogram-skull.svg GHS-pictogram-exclam.svg
Danger
H301, H315, H317, H319, H335
P261, P264, P265, P271, P272, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Flash point 87 °C [2]
Lethal dose or concentration (LD, LC):
9.11 mg/kg (mouse, intraperitoneal)
Related compounds
Related compounds
 Methyl methanesulfonate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

S-Methyl methanethiosulfonate, also known as MMTS, is an organosulfur compound with the chemical formula C H 3−S O 2−S−CH3. It is the S-methyl ester of methanethiosulfonic acid. It is a colorless liquid. It is obtained by condensaton of methanesulfonic acid with methanethiol. [1]

CH3SO2OH + CH3SH → CH3SO2SCH3 + H2O

Biological role

It has a role as a human metabolite. It is found in cytoplasm and extracellular fluid. It has been reported in Brassica oleracea (wild cabbage), Brassica family, Euglena gracilis , Trypanosoma brucei and Allium cepa (onion family). [1]

Uses

S-Methyl methanethiosulfonate is used as a flavoring agent. [1] It has a sulfurous, roasted and pungent odor and taste. [4]

S-Methyl methanethiosulfonate is a compound with a small molecule that reversibly blocks cysteine and other molecules containing sulfhydryl groups, enabling the study of enzyme activation and other protein functions. [1]

Safety

S-Methyl methanethiosulfonate causes skin irritation and corrosion. May cause serious eye irritation and serious eye damage. This compound is also a respiratory tract irritant. [1]

References

  1. 1 2 3 4 5 6 7 8 9 10 11 12 "Methyl methanethiosulfonate". pubchem.ncbi.nlm.nih.gov.
  2. 1 2 3 https://www.sigmaaldrich.com/HR/en/sds/aldrich/208795?userType=anonymous
  3. 1 2 3 "methyl methane thiosulfonate, 2949-92-0". www.thegoodscentscompany.com.
  4. ↑ "Human Metabolome Database: Showing metabocard for Methyl methanethiosulfonate (HMDB0031832)".
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