Lenthionine

Not to be confused with Lanthionine or Lanthanide.
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
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • 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
  • C1SSCSSS1
Properties
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]
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).
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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.