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O4139

Sigma-Aldrich

Orlistat

≥98% (HPLC), solid, lipase inhibitor

Sinónimos:

(−)-Tetrahydrolipstatin, N-Formyl-L-leucine (1S)-1-[[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]methyl]dodecyl ester, Ro-18-0647

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About This Item

Fórmula empírica (notación de Hill):
C29H53NO5
Número de CAS:
96829-58-2
Peso molecular:
495.73
Número MDL:
MFCD05662360
Código UNSPSC:
41106300
ID de la sustancia en PubChem:
24724564
NACRES:
NA.77

Nombre del producto

Orlistat, ≥98%, solid

origen biológico

synthetic (organic)

Ensayo

≥98%

Formulario

solid

color

white

mp

<50 °C

solubilidad

DMSO: 19 mg/mL

emisor

Roche

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

AHLBNYSZXLDEJQ-FWEHEUNISA-N

Información sobre el gen

human ... LIPF(8513) , PNLIP(5406)

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Descripción general

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

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Características y beneficios

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

Otras notas

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000432435
0000432435
0000385433
0000385433
0000385434

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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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Protocolos

LPL Activity Assay Protocol

Lipoprotein lipase (LPL) hydrolyzes triglycerides associated with VLDL.

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