Lenthionine

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Not to be confused with Lanthionine or Lanthanide.
Lenthionine
Lenthionine's skeletal structure
Lenthionine's 3D structure
Names
IUPAC name
1,2,3,5,6-Pentathiepane
Other names
1,2,3,5,6-Pentathiacycloheptane
Identifiers
CAS number 292-46-6 YesY
ChEBI CHEBI:6408
ChemSpider 60844
Jmol-3D images Image
KEGG C08382
PubChem 67521
Properties
C2H4S5
Molar mass 188.38 g/mol
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Lenthionine is a cyclic organosulfur compound found in shiitake mushrooms and partly responsible for their flavor.[1] The mechanism of its formation is unclear, but it probably involves the enzyme C-S lyase.

Besides giving flavor to shiitake mushrooms, lenthionine inhibits platelet aggregation, so it is a promising treatment for thrombosis.[2] Other organosulfur compounds found in garlic have a similar effect.

References[edit]

  1. ^ Eric Block and Russell Deorazio (1994). "Chemistry in a salad bowl: Comparative organosulfur chemistry of garlic, onion and shiitake mushrooms". Pure & Appl. Chem. 66 (10/11): 2205–2206. doi:10.1351/pac199466102205. 
  2. ^ T. Shibuya, S. Shimada, H. Sakurai, and H. Kumagai (2005). "Mechanism of inhibition of platelet aggregation by lenthionine, a flavor component from shiitake mushroom". IFT Annual Meeting: Presentation 54G–9.