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Key Documents

O4139

Sigma-Aldrich

Orlistat

≥98% (HPLC), solid, lipase inhibitor

Synonyme(s) :

(−)-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

Formule empirique (notation de Hill):
C29H53NO5
Numéro CAS:
Poids moléculaire :
495.73
Numéro MDL:
Code UNSPSC :
41106300
ID de substance PubChem :
Nomenclature NACRES :
NA.77

product name

Orlistat, ≥98%, solid

Source biologique

synthetic (organic)

Niveau de qualité

Pureté

≥98%

Forme

solid

Couleur

white

Pf

<50 °C

Solubilité

DMSO: 19 mg/mL

Auteur

Roche

Température de stockage

2-8°C

Chaîne 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

Clé InChI

AHLBNYSZXLDEJQ-FWEHEUNISA-N

Informations sur le gène

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Description générale

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

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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)
The effect of consumption of citrus fruit and olive leaf extract on lipid metabolism
Merola N, et al.
Nutrients, 9(10), 1062-1062 (2017)
Risk of colorectal cancer after initiation of orlistat: matched cohort study
Hong JL, et al.
BMJ (Clinical Research ed.), 347(12), f5039-f5039 (2013)
Sheridan Henness et al.
Drugs, 66(12), 1625-1656 (2006-09-08)
Orlistat (Xenical) is a reversible inhibitor of gastric and pancreatic lipases. In conjunction with a hypocaloric diet and moderate exercise, orlistat is an effective drug for use in the management of obesity in adults with or without comorbidities. Recent data

Articles

Information on fatty acid synthesis and metabolism in cancer cells. Learn how proliferatively active cells require fatty acids for functions such as membrane generation, protein modification, and bioenergetic requirements. These fatty acids are derived either from dietary sources or are synthesized by the cell.

Protocoles

Lipoprotein lipase (LPL) hydrolyzes triglycerides associated with VLDL.

Contenu apparenté

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