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Merck

O4139

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 CAS:
96829-58-2
Peso molecular:
495.73
UNSPSC Code:
41106300
PubChem Substance ID:
24724564
NACRES:
NA.77
MDL number:
MFCD05662360

Nombre del producto

Orlistat, ≥98%, solid

SMILES string

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

InChI key

AHLBNYSZXLDEJQ-FWEHEUNISA-N

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

biological source

synthetic (organic)

assay

≥98%

form

solid

color

white

mp

<50 °C

solubility

DMSO: 19 mg/mL

originator

Roche

storage temp.

2-8°C

Quality Level

200

Gene Information

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

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Application

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 Actions

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.

Features and Benefits

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

General description

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

Other Notes

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

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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)
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)
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)
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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