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533978 | ACC Inhibitor IV, CP-640186 - Calbiochem

533978
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical Formula
      C₃₀H₃₅N₃O₃

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      Catalog NumberAvailability Packaging Qty/Pack Price Quantity
      5.33978.0001
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          Glass bottle 5 mg
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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
          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

          SDS

          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
          Protect from light
          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.
          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.