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Lenthionine information


Lenthionine
Skeletal structure of lenthionine
Skeletal structure of lenthionine
3D structure of lenthionine
3D structure of lenthionine
Names
Preferred IUPAC name
1,2,3,5,6-Pentathiepane
Other names
1,2,3,5,6-Pentathiacycloheptane
1,4-Dicarbacycloheptasulfane
Identifiers
CAS Number
  • 292-46-6 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:6408 ☒N
ChemSpider
  • 60844 ☒N
KEGG
  • C08382 ☒N
PubChem CID
  • 67521
UNII
  • 71G9U1CIRD checkY
CompTox Dashboard (EPA)
  • DTXSID20183460 Edit this at Wikidata
InChI
  • InChI=1S/C2H4S5/c1-3-4-2-6-7-5-1/h1-2H2 ☒N
    Key: DZKOKXZNCDGVRY-UHFFFAOYSA-N ☒N
  • InChI=1/C2H4S5/c1-3-4-2-6-7-5-1/h1-2H2
    Key: DZKOKXZNCDGVRY-UHFFFAOYAF
SMILES
  • C1SSCSSS1
Properties
Chemical formula
C2H4S5
Molar mass 188.35 g·mol−1
Density 1.549 g/cm3
Melting point 60.5 °C (140.9 °F; 333.6 K)
Boiling point 287 °C (549 °F; 560 K)[1]
Solubility in water
532.7 mg/L[1]
log P 4.238[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Lenthionine is a cyclic organosulfur compound found in shiitake mushrooms, onions, and garlic, and it is partly responsible for their flavor.[2] The mechanism of its formation is unclear, but it likely involves the enzyme C–S lyase.[citation needed]

  1. ^ a b c "Showing metabocard for Lenthionine (HMDB0031258)". Human Metabolome Database. March 23, 2022. Retrieved November 12, 2022.
  2. ^ Block, Eric; Deorazio, Russell (1994). "Chemistry in a salad bowl: Comparative organosulfur chemistry of garlic, onion and shiitake mushrooms" (PDF). Pure Appl. Chem. 66 (10–11): 2205–2206. doi:10.1351/pac199466102205. S2CID 97296030.

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