Lenthionine

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Lenthionine
Lenthionine's skeletal structure
Lenthionine's 3D structure
IUPAC name 1,2,3,5,6-Pentathiepane
Other names 1,2,3,5,6-Pentathiacycloheptane
Identifiers
CAS number [292-46-6]
PubChem 67521
SMILES C1SSCSSS1
Properties
Molecular formula C2H4S5
Molar mass 188.38 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and 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.

[edit] References

  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.