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Merck

O4139

Sigma-Aldrich

Orlistat

≥98% (HPLC), solid, lipase inhibitor

Synonym(e):

(−)-Tetrahydrolipstatin, N-Formyl-L-leucin-(1S)-1-{[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]-methyl}-dodecylester, Ro-18-0647

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About This Item

Empirische Formel (Hill-System):
C29H53NO5
CAS-Nummer:
Molekulargewicht:
495.73
MDL-Nummer:
UNSPSC-Code:
41106300
PubChem Substanz-ID:
NACRES:
NA.77

product name

Orlistat, ≥98%, solid

Biologische Quelle

synthetic (organic)

Qualitätsniveau

Assay

≥98%

Form

solid

Farbe

white

mp (Schmelzpunkt)

<50 °C

Löslichkeit

DMSO: 19 mg/mL

Ersteller

Roche

Lagertemp.

2-8°C

SMILES String

CCCCCCCCCCC[C@@H](C[C@@H]1OC(=O)[C@H]1CCCCCC)OC(=O)[C@H](CC(C)C)NC=O

InChI

1S/C29H53NO5/c1-5-7-9-11-12-13-14-15-16-18-24(34-29(33)26(30-22-31)20-23(3)4)21-27-25(28(32)35-27)19-17-10-8-6-2/h22-27H,5-21H2,1-4H3,(H,30,31)/t24-,25-,26-,27-/m0/s1

InChIKey

AHLBNYSZXLDEJQ-FWEHEUNISA-N

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Allgemeine Beschreibung

Orlistat acts as a gastric lipase inhibitor that reduces fat absorption.

Anwendung

Orlistat has been used as an inhibitor:
  • of fatty acid synthase in long-term estrogen-deprived (LTED) variant cell lines
  • of lipase in screening lipase inhibition by raspberry extract
  • in in vitro pancreatic lipase activity assay

Biochem./physiol. Wirkung

Orlistat impairs intestinal fat absorption and is effective in weight management. It is regarded as a safe drug for treating obesity. It delays the progression of type 2 diabetes mellitus especially in obese and improves glycemic parameters. Long term usage of orlistat results in improved weight reduction and it may not contribute in colorectal carcinogenesis.
Orlistat, used in obesity research, is a pancreatic lipase inhibitor that acts locally in the gastrointestinal tract to inhibit lipase.

Leistungsmerkmale und Vorteile

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Sonstige Hinweise

Solution is not completely clear, small particles may remain floating.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Die Dokumentenbibliothek aufrufen

Shiva Kant et al.
Biochimica et biophysica acta, 1840(1), 294-302 (2013-09-26)
Orlistat, a fatty acid synthase (FASN) inhibitor, has been demonstrated to inhibit tumor cell survival. However, the mechanism(s) of its tumor growth retarding action against malignancies of hematological origin remains unclear. It is also not understood if the antitumor action
Risk of colorectal cancer after initiation of orlistat: matched cohort study
Hong JL, et al.
BMJ (Clinical Research ed.), 347(12), f5039-f5039 (2013)
Effect of orlistat on weight and body composition in obese adolescents: a randomized controlled trial
Chanoine JP, et al.
JAMA : The Journal of the American Medical Association, 293(23), 2873-2883 (2005)
Inhibitory effect of raspberries on starch digestive enzyme and their antioxidant properties and phenolic composition
Zhang L, et al.
Food Chemistry, 119(2), 592-599 (2010)
Theodosios D Filippatos et al.
Drug safety, 31(1), 53-65 (2007-12-22)
Orlistat, an anti-obesity drug, is a potent and specific inhibitor of intestinal lipases. In light of the recent US FDA approval of the over-the-counter sale of orlistat (60 mg three times daily), clinicians need to be aware that its use

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