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Description: Pancreatic, gastric and carboxylester lipase inhibitor; antiobesity and antihypercholesterolemic activity
Chemical Name: N-Formyl-L-leucine (1S)-1-[[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]methyl]dodecyl ester
Purity: ≥98% (HPLC)
Biological Activity for Orlistat
Orlistat is a hypolipemic pancreatic, gastric and carboxylester lipase inhibitor. Exhibits no activity at phospholipase A2, liver esterase, trypsin and chymotrypsin. Inhibits the thioesterase domain of fatty acid synthase, leading to cell cycle arrest at the G1/S boundary in vitro. Prevents the absorption of approximately one third of fat from food and exhibits progastrokinetic, antiobesity and antihypercholesterolemic activity in vivo. Orlistat inhibits neutral lipid lipase LIPE and dose-dependently reduces α-synuclein-positive cytoplasmic inclusions in α-synuclein-expressing neuroblastoma cell lines.
Technical Data for Orlistat
| M. Wt | 495.73 |
| Formula | C29H53NO5 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 96829-58-2 |
| PubChem ID | 3034010 |
| InChI Key | AHLBNYSZXLDEJQ-FWEHEUNISA-N |
| Smiles | O=C1[C@@H](CCCCCC)[C@H](C[C@@H](O[C@]([C@H](CC(C)C)NC([H])=O)=O)CCCCCCCCCCC)O1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Orlistat
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 49.57 | 100 | |
| ethanol | 49.57 | 100 |
Preparing Stock Solutions for Orlistat
The following data is based on the product molecular weight 495.73. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.02 mL | 10.09 mL | 20.17 mL |
| 5 mM | 0.4 mL | 2.02 mL | 4.03 mL |
| 10 mM | 0.2 mL | 1.01 mL | 2.02 mL |
| 50 mM | 0.04 mL | 0.2 mL | 0.4 mL |
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Product Datasheets for Orlistat
References for Orlistat
References are publications that support the biological activity of the product.
Hadvary et al (1991) The lipase inhibitor tetrahydrolipstatin binds covalently to the putative active site serine of pancreatic lipase. J.Biol.Chem. 266 2021 PMID: 1899234
Kridel et al (2004) Orlistat is a novel inhibitor of fatty acid synthase with antitumor activity. Cancer Res. 64 2070 PMID: 15026345
Enc et al (2008) Orlistat accelerates gastric emptying and attenuates GIP release in healthy subjects. Am.J.Physiol.Gastrointest.Liver Physiol. 296 G482 PMID: 19109408
Fanning et al (2022) Lipase regulation of cellular fatty acid homeostasis as a Parkinson's disease therapeutic strategy. NPJ Parkinsons Dis. 8 74 PMID: 35680956
If you know of a relevant reference for Orlistat, please let us know.
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Keywords: Orlistat, Orlistat supplier, Fatty, acid, synthases, inhibits, inhibitors, pancreatic, gastric, carboxylester, lipases, Pancreatic, antiobesity, antihypercholesterolemic, antihypercholesterolaemic, activity, Synthases, Esterases, FAS, FASN, LIPE, hormone-sensitive, lipase, HSL, alpha, alfa, α, synuclein, Lipases, Acid, Synthase, 3540, Tocris Bioscience
6 Citations for Orlistat
Citations are publications that use Tocris products. Selected citations for Orlistat include:
Xiao et al (2018) OXT functions as a spatiotemporal filter for excitatory synaptic inputs to VTA DA neurons. Elife 7 PMID: 29676731
Musella (2017) A novel crosstalk within the endocannabinoid system controls GABA transmission in the striatum. Sci Rep 7 7363 PMID: 28779174
Nobuya et al (2021) Medium-chain triglycerides inhibit long-chain triglyceride-induced GIP secretion through GPR120-dependent inhibition of CCK. iScience 24 102963 PMID: 34466786
Argueta et al (2019) Cannabinoid CB1 Receptors Inhibit Gut-Brain Satiation Signaling in Diet-Induced Obesity. Front Physiol 10 704 PMID: 31281260
Caiati et al (2012) Developmental regulation of CB1-mediated spike-time dependent depression at immature mossy fiber-CA3 synapses. Sci Rep 2 285 PMID: 22368777
Breunig et al (2010) The endocannabinoid 2-arachidonoyl-glycerol controls odor sensitivity in larvae of Xenopus laevis. Front Neurosci 30 8965 PMID: 20592217
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Cannabinoid Receptor Ligands Scientific Review
Written by Roger Pertwee, this review discusses compounds which affect the activity of the endocannabinoid system, focusing particularly on ligands that are most widely used as experimental tools and denotes compounds available from Tocris.