A digestive lipase inhibitor
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Labeled Version(s)
34361Orlistat-d3
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Orlistat

Item No. 10005426

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-formyl-L-leucine-(1S)-1-[[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]methyl]dodecyl ester
CAS Number
96829-58-2
Synonyms
  • Ro 18-0647/002
  • (–)-Tetrahydrolipstatin
Molecular Formula
C29H53NO5
Formula Weight
495.7
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/ml
SMILES
CCCCCCCCCCC[C@H](OC([C@@H](NC([H])=O)CC(C)C)=O)C[C@@H]1OC([C@H]1CCCCCC)=O
InChi Code
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
InChi Key
AHLBNYSZXLDEJQ-FWEHEUNISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $28

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    100 mg

    $53

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    250 mg

    $104

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    500 mg

    $193

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    Product Description

    Orlistat is a digestive lipase inhibitor.1,2,3 It inhibits diacylglycerol lipase α (DAGLα), DAGLβ, α/β-hydrolase domain-containing protein 12 (ABHD12), ABHD16A, and platelet-activating factor acetylhydrolase (PAF-AH; IC50s = 0.06, 0.1, 0.08, 0.03, and 0.05 µM, respectively), as well as pancreatic lipase and hormone-sensitive lipase (IC50s = 0.65 and 2.1 µg/ml, respectively) but does not inhibit fatty acid amide hydrolase (FAAH) or KIAA1363 (IC50s = >100 µM for both). Orlistat decreases ionomycin-induced production of the endocannabinoid 2-arachidonoyl glycerol (2-AG) in N18TG2 murine neuroblastoma cells when used at a concentration of 1 µM.4 It also inhibits fatty acid synthase (FASN; apparent Ki = ~0.1 µM for the human enzyme) and the proliferation of PC3 prostate cancer cells in a concentration-dependent manner.5 Orlistat (10 mg/kg) decreases serum cholesterol levels and total body weight in a mouse model of obesity induced by a high-fat diet.6 Formulations containing orlistat have been used in the treatment of adult obesity.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bisogno, T., Howell, F., Williams, G., et al. Cloning of the first sn1-DAG lipases points to the spatial and temporal regulation of endocannabinoid signaling in the brain. J. Cell Biol. 163(3), 463-468 (2003).

    2. Hoover, H.S., Blankman, J.L., Niessen, S., et al. Selectivity of inhibitors of endocannabinoid biosynthesis evaluated by activity-based protein profiling. Bioorg. Med. Chem. Lett. 18(22), 5838-5841 (2008).

    3. Bustanji, Y., Issa, A., Mohammad, M., et al. Inhibition of hormone sensitive lipase and pancreatic lipase by Rosmarinus officinalis extract and selected phenolic constituents. J. Med. Plant Res. 4(21), 2235-2242 (2010).

    4. Bisogno, T., Cascio, M.G., Saha, B., et al. Development of the first potent and specific inhibitors of endocannabinoid biosynthesis. Biochim. Biophys. Acta 1761(2), 205-212 (2006).

    5. Kridel, S.J., Axelrod, F., Rozenkrantz, N., et al. Orlistat is a novel inhibitor of fatty acid synthase with antitumor activity. Cancer Res. 64(6), 2070-2075 (2004).

    6. Ji, W., Zhao, M., Wang, M., et al. Effects of canagliflozin on weight loss in high-fat diet-induced obese mice. PLoS One 12(6), e0179960 (2017).