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533371 Acid Ceramidase Inhibitor IV, BOC - CAS 1644158-57-5 - Calbiochem

Overview

Key Spec Table

CAS #Empirical Formula
1644158-57-5C₂₄H₂₁FN₂O₃

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      Glass bottle 10 mg
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      Description
      OverviewA cell-permeable, chemically and metabolically stable (t1/2 >5 h in aqueous buffers at pH 4.5 and 7.4; t1/2 >2 h in murine plasma at 37 °C) benzoxazolone carboxamide (BOC) compound that inhibits acid ceramidase (AC) activity in a potent (IC50 = 79 nM against HEK293 lysosomal lysate AC activity) and selective manner via covalent modification of the active site Cys143, exhibiting little or no potency toward a panel of 15 enzymes, including proteases, lipoxygenases, cyclooxygenases, sPLA2, and monoacylglycerol lipase (67% inhibition of cathepsin D and ≤17.1% inhibition of the rest at 10 µM). Culture treatment results in long-lasting (>6 h) suppression of cellular AC activity in murine macrophage-like Raw 264.7 and human colon adenocarcinoma SW403 cells (IC50 with 3 h treatment = 400 and 825 nM, respectively), as well as built-ups of cellular AC substrates Cer(d18:0/16:0) & Cer(d18:1/16:0) in a dose-dependent manner. Intraperitoneal injection (10 mg/kg) effectively inhibits tissue AC activity in multiple organs, including lung, heart, kidney, brain hippocampus, and liver (by 70%, 60%, 44%, 40%, 35%, respectively), with good pharmacokinetic properties (Tmax = 30 min, Cmax = 1.768 µg/mL, t1/2 = 458 min, AUC0-8 h = 0.31 mg·min/mL; 10 mg/kg i.p.).

      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 Number533371
      Brand Family Calbiochem®
      SynonymsAC Inhibitor IV
      References
      ReferencesPizzirani, D., et al. 2015. Angew. Chem. Int. Ed. Engl. 54, 485.
      Product Information
      CAS number1644158-57-5
      FormOff-white solid
      Hill FormulaC₂₄H₂₁FN₂O₃
      Chemical formulaC₂₄H₂₁FN₂O₃
      ReversibleN
      Quality LevelMQ100
      Biological Information
      Primary TargetAcid ceramidase
      Primary Target IC<sub>50</sub>79 nM against HEK293 lysosomal lysate AC activity
      Purity≥98% by HPLC
      Physicochemical Information
      Cell permeableY
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage +2°C to +8°C
      Protect from Light 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.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Global Trade Item Number
      Catalogue Number GTIN
      5.33371.0001 04055977286861