Lenthionine

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;
3D model (JSmol)	Interactive image;
PubChem CID	67521;
CompTox Dashboard (EPA)	DTXSID20183460 ;
	SMILES C1SSCSSS1;
Properties
Chemical formula	C2H4S5
Molar mass	188.38 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). 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

^ Eric Block and Russell Deorazio (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.
^ 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.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[1] Eric Block and Russell Deorazio (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.

[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.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[1]

[2]