orlistat   Click here for help

GtoPdb Ligand ID: 5277

Synonyms: Alli® | tetrahydrolipstatin | THL | Xenical®
Approved drug
orlistat is an approved drug (FDA (1999), EMA (1998))
Compound class: Synthetic organic
Comment: Orlistat is a lipase inhibitor. Lipase enzymes include gastric and pancreatic lipases, diacylglycerol lipase (DAGL) and αβ-hydrolase 12 (ABHD12). It is used as an anti-obesity drug treatment. At least 18 isomeric forms exist in PubChem.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 24
Topological polar surface area 81.7
Molecular weight 495.39
XLogP 10.26
No. Lipinski's rules broken 2
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InChI 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
No information available.
Summary of Clinical Use Click here for help
Preventing the absorption of fats from the human diet, thereby reducing caloric intake in obesity. Orlistat is available form pharmacies without a prescription (OTC) in a number of countries, including the United States, European Union member states, and Australia. The OTC formulations are generally supplied in lower doses than those available on prescription.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The primary effect of orlistat is local lipase inhibition within the GI tract. The enzymes are inhibited by drug interaction with serine residues within the enzymes' active sites. This renders the target enzymes unable to hydrolyse dietary triglyceride (fat) substrates into absorbable free fatty acids and monoglycerides, and the fats are excreted unchanged.
Pharmacokinetics Click here for help
The primary route of elimination is through the feces.
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