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533978 ACC Inhibitor IV, CP-640186 - Calbiochem

533978
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Overview

Replacement Information

Key Spec Table

Empirical Formula
C₃₀H₃₅N₃O₃

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      Description
      OverviewA cell-permeable, orally active, non-toxic bipiperidylcarboxamide derived compound that binds to the active site of acetyl-CoA carboxylase (ACC) at the interface between the two monomers of the CT dimer and acts as a potent, allosteric, and reversible, inhibitor of ACC (IC50 = 53 nM and 61 nM for rat liver ACC1 and ACC2). The inhibition is uncompetitive with respect to ATP and non-competitive with respect to acetyl-CoA, citrate, and bicarbonate. Shown to inhibit fatty acid synthesis in Sprague-Dawley rats, and in CD1 and ob/ob mice (ED50 = 13, 11, and 4 mg/kg). Stimulates fatty acid oxidation in CC12 cells in rat epitrochelearis muscle (ED50 = 57 nM) and reduces muscle malonyl-CoA levels. Improves insulin sensitivity in diet-induced obese animal models. Displays good metabolic stability and moderate pharmacokinetic properties (plasma half-life =1.5 h; Cmax = 345 ng/ml; and AUC = 960 ng/h/ml at 5 mg/kg i.v. or 10 mg/kg p.o.).

      Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.
      Catalogue Number533978
      Brand Family Calbiochem®
      Synonyms9-Anthryl((3R)-3-(4-morpholinylcarbonyl)-1,4ʹ-bipiperidin-1ʹ-yl)methanone, HCl, Acetyl-CoA Carboxylase Inhibitor IV, CP-640186, HCl
      References
      ReferencesTong, L., and Harwood, H.J., 2006. J. Cell. Biol. 99, 1476.
      Gu, Y.G., et al. 2006. J. Med. Chem. 49, 3770.
      Zhang, H., et al. 2004. Structure 12, 1683.
      Harwood, H.J., et al. 2003. J. Biol. Chem. 278, 37099.
      Product Information
      FormLight orange solid
      FormulationSupplied as a hydrochloride salt.
      Hill FormulaC₃₀H₃₅N₃O₃
      Chemical formulaC₃₀H₃₅N₃O₃
      Hygroscopic Hygroscopic
      ReversibleY
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetAcetyl-CoA carboxylase (ACC)
      Primary Target IC<sub>50</sub>53 nM and 61 nM for rat liver ACC1 and ACC2
      Purity≥98% by HPLC
      Physicochemical Information
      Cell permeableY
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage +2°C to +8°C
      Protect from Light Protect from light
      Hygroscopic Hygroscopic
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications

      Documentation

      ACC Inhibitor IV, CP-640186 - Calbiochem MSDS

      Title

      Safety Data Sheet (SDS) 

      References

      Reference overview
      Tong, L., and Harwood, H.J., 2006. J. Cell. Biol. 99, 1476.
      Gu, Y.G., et al. 2006. J. Med. Chem. 49, 3770.
      Zhang, H., et al. 2004. Structure 12, 1683.
      Harwood, H.J., et al. 2003. J. Biol. Chem. 278, 37099.
      Data Sheet

      Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

      Revision20-November-2015 JSW
      Synonyms9-Anthryl((3R)-3-(4-morpholinylcarbonyl)-1,4ʹ-bipiperidin-1ʹ-yl)methanone, HCl, Acetyl-CoA Carboxylase Inhibitor IV, CP-640186, HCl
      DescriptionA cell-permeable, orally active, non-toxic bipiperidylcarboxamide derived compound that binds to the active site of acetyl-CoA carboxylase (ACC) at the interface between the two monomers of the CT dimer and acts as a potent, allosteric, and reversible, inhibitor of ACC (IC50 = 53 nM and 61 nM for rat liver ACC1 and ACC2). The inhibition is uncompetitive with respect to ATP and non-competitive with respect to acetyl-CoA, citrate, and bicarbonate. Shown to inhibit fatty acid synthesis in Sprague-Dawley rats, and in CD1 and ob/ob mice (ED50 = 13, 11, and 4 mg/kg). Stimulates fatty acid oxidation in CC12 cells in rat epitrochelearis muscle (ED50 = 57 nM) and reduces muscle malonyl-CoA levels. Improves insulin sensitivity in diet-induced obese animal models. Displays good metabolic stability and moderate pharmacokinetic properties (plasma half-life =1.5 h; Cmax = 345 ng/ml; and AUC = 960 ng/h/ml at 5 mg/kg i.v. or 10 mg/kg p.o.).
      FormLight orange solid
      FormulationSupplied as a hydrochloride salt.
      Intert gas (Yes/No) Packaged under inert gas
      Chemical formulaC₃₀H₃₅N₃O₃
      Purity≥98% by HPLC
      SolubilityDMSO (50 mg/ml) or H₂O (50 mg/ml)
      Storage +2°C to +8°C
      Hygroscopic
      Protect from light
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Toxicity Standard Handling
      ReferencesTong, L., and Harwood, H.J., 2006. J. Cell. Biol. 99, 1476.
      Gu, Y.G., et al. 2006. J. Med. Chem. 49, 3770.
      Zhang, H., et al. 2004. Structure 12, 1683.
      Harwood, H.J., et al. 2003. J. Biol. Chem. 278, 37099.