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Lipstatin

Lipstatin structure

Lipstatin 

structure
  • CAS No:

    96829-59-3

  • Formula:

    C29H49NO5

  • Chemical Name:

    Lipstatin

  • Synonyms:

    L-Leucine,N-formyl-,(1S,3Z,6Z)-1-[[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]methyl]-3,6-dodecadien-1-yl ester;L-Leucine,N-formyl-,1-[(3-hexyl-4-oxo-2-oxetanyl)methyl]-3,6-dodecadienyl ester,[2S-[2α(1R*,3Z,6Z),3β]]-;L-Leucine,N-formyl-,(1S,3Z,6Z)-1-[[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]methyl]-3,6-dodecadienyl ester;Lipstatin;(-)-Lipstatin

  • Categories:

    Organic Chemistry  >  Lactones

Lipstatin Basic Attributes

491.708

491.70

619-246-0

Characteristics

81.7

7.46070

0.993

627.4ºC at 760mmHg

333.2ºC

1.485

Drug Information

lipstatin

Lipstatin Use and Manufacturing

Lipstatin, a potent inhibitor of the pancreas lipase, is reported to be useful in the treatment and/or prevention of obesity and related diseases. Lipstatin is a potent irreversible inhibitor of pancreatic lipase, produced by Streptomyces toxytricini and first reported in 1987. In vivo, lipstatin acts to block the absorption of triglycerides while allowing fatty acid absorption. The tetrahydro analogue of lipstatin, orlistat, although less potent, was developed for the treatment of obesity.

Computed Properties

Molecular Weight:491.7
XLogP3:8.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:21
Exact Mass:491.36107366
Monoisotopic Mass:491.36107366
Topological Polar Surface Area:81.7
Heavy Atom Count:35
Complexity:658
Defined Atom Stereocenter Count:4
Defined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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