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500489 Sphingosine Kinase Inhibitor IV, CB5468139 - Calbiochem

500489
  
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      Overview

      Replacement Information

      Key Spec Table

      Empirical Formula
      C₁₈H₁₈ClNO₃
      Description
      Overview

      This product has been discontinued.



      A cell-permeable naphthoquinone derivative that acts as an ATP-competitive inhibitior against sphingosine kinase 1 (IC50 = 2 µM; [sphingosine] = 10 µM & [ATP] = 100 µM) and several protein kinases, including, but not limited to, TNK2, AURKB, Met, Syk, AURKC, Fyn, Flt2, PIM2, MST2, CLK1, Tie1, and Fak (IC50 <2 µM), while exhibiting much reduced potency toward DAG Kinase and sphingosine kinase 2 (37% and no inhibition, respectively, at 100 µM). Shown to be more potent than SK1/2 dual inhibitor (Cat. No. 567731) against kidney adenocarcinoma A498 proliferation (GI50 = 10 and 20 µM, respectively; 48 h) and the two inhibitors are also reported to induce differential modulations of A498 cellular ceramides and S1P levels when applied at their respective GI50.

      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 Number500489
      Brand Family Calbiochem®
      SynonymsN-(3-chloro-1,4-dioxo-1,4-dihydro-2-naphthalenyl)-N-cyclohexylacetamide, SK Inhibitor IV, Sphingosine Kinase Inhibitor IV
      References
      ReferencesGao, P., et al. 2012. PLoS One. 7, e44543.
      Product Information
      FormYellow powder
      Hill FormulaC₁₈H₁₈ClNO₃
      Chemical formulaC₁₈H₁₈ClNO₃
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Purity≥98% by HPLC
      Physicochemical Information
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Shipped at Ambient Temperature or with Blue Ice or with Dry Ice
      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
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Catalogue Number GTIN
      500489 0

      Documentation

      Sphingosine Kinase Inhibitor IV, CB5468139 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      References

      Reference overview
      Gao, P., et al. 2012. PLoS One. 7, e44543.
      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.

      Revision10-May-2013 JSW
      SynonymsN-(3-chloro-1,4-dioxo-1,4-dihydro-2-naphthalenyl)-N-cyclohexylacetamide, SK Inhibitor IV, Sphingosine Kinase Inhibitor IV
      DescriptionA cell-permeable naphthoquinone derivative that acts as an ATP-competitive inhibitior against sphingosine kinase 1 (Ki = 280 nM; IC50 = 2 µM; [sphingosine] = 10 µM & [ATP] = 100 µM) and several protein kinases, including, but not limited to, TNK2, AURKB, Met, Syk, AURKC, Fyn, Flt2, PIM2, MST2, CLK1, Tie1, and Fak (% inhibition by 2 µM CB5468139 = 82, 72, 65, 62, 58, 57, 56, 56, 53, 52, 51, and 51, respectively), while exhibiting much reduced potency against DAG Kinase (37% inhibition at 100 µM) and sphingosine kinase 2 (no inhibition at 100 µM; [sphingosine] = 5 µM & [ATP] = 100 µM). CB5468139 is shown to be more potent than SK1/2 dual inhibitor (Cat. No. 567731) against kidney adenocarcinoma A498 proliferation (GI50 = 10 and 20 µM, respectively; 48 h) and the two inhibitors are also reported to induce differential modulations of A498 cellular ceramides and S1P levels when applied at their respective GI50.
      FormYellow powder
      Intert gas (Yes/No) Packaged under inert gas
      Chemical formulaC₁₈H₁₈ClNO₃
      Structure formulaStructure formula
      Purity≥98% by HPLC
      SolubilityDMSO (100 mg/ml)
      Storage Protect from light
      +2°C to +8°C
      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
      ReferencesGao, P., et al. 2012. PLoS One. 7, e44543.