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Lipstatin



Lipstatin
IUPAC name [(2S,4E,7E)-1-(3-hexyl-4-oxo-oxetan-2-yl)
trideca-4,7-dien-2-yl](2S)-2-formamido-
3-methyl-pentanoate
Identifiers
CAS number 96829-59-3
PubChem 6438672
MeSH Lipstatin
SMILES CCCCCCC1C(OC1=O)C[C@H](C\C=C\C\C=C\
CCCCC)OC(=O)[C@H](C(C)CC)NC=O
Properties
Molecular formula C29H49NO5
Molar mass 491.703 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

Lipstatin is a potent, irreversible inhibitor of pancreatic lipase. It is a natural product, and was first isolated from the Actinobacterium Streptomyces toxytricini.[1]

The popular antiobesity drug orlistat (trade names Xenical and alli) is a saturated derivative of lipstatin.

References

  1. ^ Weibel E, Hadvary P, Hochuli E, Kupfer E, Lengsfeld H (1987). "Lipstatin, an inhibitor of pancreatic lipase, produced by Streptomyces toxytricini. I. Producing organism, fermentation, isolation and biological activity". J Antibiot (Tokyo) 40 (8): 1081–5. PMID 3680018.


 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Lipstatin". A list of authors is available in Wikipedia.
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