Lenthionine

Chembox new
ImageFileL1=Lenthionine-2D-skeletal.pngImageSizeL1=100px
ImageNameL1=Lenthionine's skeletal structure
ImageFileR1=Lenthionine-3D-balls.pngImageSizeR1=120px
ImageNameR1=Lenthionine's 3D structure
IUPACName=1,2,3,5,6-Pentathiepane
OtherNames=1,2,3,5,6-Pentathiacycloheptane
Section1= Chembox Identifiers
CASNo=292-46-6
PubChem=67521
SMILES=C1SSCSSS1
Section2= Chembox Properties
Formula=C₂H₄S₅
MolarMass=188.38 g/mol
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Section3= Chembox Hazards
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Lenthionine is a cyclic organosulfur compound found in shiitake mushrooms and partly responsible for their flavor. [cite journal |journal=Pure & Appl. Chem. |volume=66 |issue=10/11 |pages=2205–2206 |year=1994 |title=Chemistry in a salad bowl: Comparative organosulfur chemistry of garlic, onion and shiitake mushrooms |author=Eric Block and Russell Deorazio |url=http://www.iupac.org/publications/pac/1994/pdf/6610x2205.pdf |doi=10.1351/pac199466102205] 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. [cite journal |year=2005 |pages=Presentation 54G–9 | journal=IFT Annual Meeting |title=Mechanism of inhibition of platelet aggregation by lenthionine, a flavor component from shiitake mushroom |author=T. Shibuya, S. Shimada, H. Sakurai, and H. Kumagai |url=http://ift.confex.com/ift/2005/techprogram/paper_29006.htm] Other organosulfur compounds found in garlic have a similar effect.

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