Drug nameOrlistat
DescriptionOrlistat is a drug designed to treat obesity. Its primary function is preventing the absorption of fats from the human diet, thereby reducing caloric intake. Orlistat works by inhibiting pancreatic lipase, an enzyme that breaks down triglycerides in the intestine. Without this enzyme, triglycerides from the diet are prevented from being hydrolyzed into absorbable free fatty acids and are excreted undigested.
DrugBankPrimary Accession Number: DB01083
DIN02240325
TypeApproved, Investigational, Small Molecule
IndicationFor obesity management including weight loss and weight maintenance when used in conjunction with a reduced-calorie diet. Also used to reduce the risk for weight regain after prior weight loss.
Mechanism of ActionOrlistat is a reversible inhibitor of lipases. It exerts its therapeutic activity in the lumen of the stomach and small intestine by forming a covalent bond with the active serine residue site of gastric and pancreatic lipases. The inactivated enzymes are thus unavailable to hydrolyze dietary fat in the form of triglycerides into absorbable free fatty acids and monoglycerides. As undigested triglycerides are not absorbed, the resulting caloric deficit may have a positive effect on weight control.
AbsorptionSystemic absorption of orlistat is minimal, however systemic absorption of the drug is not needed for activity.
ToxicityThe results of a massive overdose of Xenical are unknown, although the drug seems relatively harmless.
Protein Binding>99% bound to plasma proteins (lipoproteins and albumin were major binding proteins).
Interactions
RXListhttp://www.rxlist.com/cgi/generic/orlistat.htm
KEGGdrug: Not available / compound: Not Available
PubChemcompound: 3034010 / substance: 213522
PharmGKBPA164776864
Metabolizing Enzymes
NameGeneEntrezIDUniprotSNP
Target
NameGeneEntrezIDSwissprotSNP
Fatty acid synthaseFASN2194FAS_HUMANrs45624241 rs45616934 rs45557233 rs45546335 rs45540245 rs45507397 rs45506801 rs45493497 rs45489599 rs45483502 rs45444391 rs45444299 rs41283367 rs41283365 rs41283363 rs34528587 rs34179714 rs34151210 rs34019652 rs17855788 rs17855165 rs17848949 rs17848948 rs17848946 rs17848945 rs17848940 rs17848933 rs17848930 rs17848929 rs12946178 rs11550614 rs11550612 rs9890362 rs4547403 rs4485435 rs4363911 rs2229426 rs2229425 rs2229424 rs2229423 rs2229422 rs2229421 rs2228309 rs2228307 rs2228306 rs2228305 rs1140624 rs1140623 rs1140622 rs1140621 rs1140619 rs1140618 rs1140617 rs1140616 rs1140614 rs1140612 rs1140611 rs1140610 rs1140609 rs1140608 rs1140607 rs1140606
Lipoprotein lipaseLPL4023LIPL_HUMANrs1121923 rs248 rs316 rs45607438 rs35414700 rs28934893 rs11570895 rs11542065 rs1801177 rs1800011 rs5934 rs328 rs300 rs299 rs298 rs268
Pancreatic triacylglycerol lipasePNLIP5406LIPP_HUMANrs2915748 rs11549160 rs11549159 rs11549158 rs11197738 rs2234972
FilesDB01083.mol | DB01083_1999-04-01.pdf | pdb_58024721309-0.pdb | sdf_2910467914996-0.sdf |
Smilesisomeric:
CCCCCCCCCCC[C@@H](C[C@@H]1OC(=O)[C@H]1CCCCCC)OC(=O)[C@H](CC(C)C)NC=O
canonical:
CCCCCCCCCCCC(CC1OC(=O)C1CCCCCC)OC(=O)C(CC(C)C)NC=O

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