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178493 Apoptosis Activator III, Embelin - CAS 550-24-3 - Calbiochem

The Apoptosis Activator III, Embelin, also referenced under CAS 550-24-3, controls the biological activity of Apoptosis. This small molecule/inhibitor is primarily used for Cancer applications.

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: Embelin, Embelia ribes, XIAP inhibitor, Embelin, 2,5-Dihydroxy-3-undecyl-1,4-benzoquinone

Primary Target: BIR3
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178493
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Overview

Replacement Information

Key Specifications Table

CAS #Empirical Formula
550-24-3C₁₇H₂₆O₄

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178493-10MG
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      Description
      OverviewA cell-permeable benzoquinone compound that exhibits antitumor properties. Specifically antagonizes XIAP (X-linked inhibitor of apoptosis)-mediated inhibition of caspase-9 activation by directly targeting the Smac and caspase-9 binding domain BIR3 (IC50 = 4.1 µM in a competitive binding assay with Smac peptide). Selectively induces caspase-9-mediated apoptosis in prostate cancer cells with high levels of XIAP (IC50 = 3.7 and 5.7 µM for PC-3 and LnCap, respectively), while exhibiting much less effect towards cells with low level XIAP (IC50 = 19.3 and 20.1 µM for WI-38 and PrEC, respectively). Also shown to sensitize XIAP overexpressing Jurkat cells to Etoposide -induced apoptosis. A non-competitive PCAF (p300/CBP associated factor)-specific lysine acetyltransferase (KAT) inhibitor (IC50 = 7.2 µM).
      Catalogue Number178493
      Brand Family Calbiochem®
      SynonymsEmbelin, Embelia ribes, XIAP inhibitor, Embelin, 2,5-Dihydroxy-3-undecyl-1,4-benzoquinone
      References
      ReferencesModak, R., et al. 2013. ACS Chem. Biol. 8, In press.
      Nikolovska-Coleska, Z., et al. 2004. J. Med. Chem. 47, 2430.
      Product Information
      CAS number550-24-3
      ATP CompetitiveN
      FormOrange solid
      Hill FormulaC₁₇H₂₆O₄
      Chemical formulaC₁₇H₂₆O₄
      ReversibleN
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetBIR3
      Primary Target IC<sub>50</sub>4.1 µM in antagonizing XIAP (X-linked inhibitor of apoptosis)-mediated inhibition of caspase-9 activation by directly targeting the Smac and caspase-9 binding domain BIR3 in a competitive binding assay with Smac peptide
      PuritySingle spot by TLC
      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
      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
      Catalog Number GTIN
      178493-10MG 04055977204797

      Documentation

      Apoptosis Activator III, Embelin - CAS 550-24-3 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      Apoptosis Activator III, Embelin - CAS 550-24-3 - Calbiochem Certificates of Analysis

      TitleLot Number
      178493

      References

      Reference overview
      Modak, R., et al. 2013. ACS Chem. Biol. 8, In press.
      Nikolovska-Coleska, Z., et al. 2004. J. Med. Chem. 47, 2430.
      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.

      Revision11-April-2013 JSW
      SynonymsEmbelin, Embelia ribes, XIAP inhibitor, Embelin, 2,5-Dihydroxy-3-undecyl-1,4-benzoquinone
      DescriptionA cell-permeable, benzoquinone compound that exhibits anti-tumor properties. Shown to specifically antagonize X-linked inhibitor of apoptosis- (XIAP) mediated inhibition of caspase-9 activation by directly targeting the Smac and caspase-9 binding domain BIR3 (IC50 = 4.1 µM in a competitive binding assay using Smac peptide). Also selectively induces caspase-9-mediated apoptosis in prostate cancer cells expressing high levels of XIAP (IC50 = 3.7 µM for PC-3 cells and 5.7 µM for LnCap cells), while exhibiting lesser effects toward cells with low levels of XIAP (IC50 = 19.3 µM for WI-38 cells and 20.1 µM for PrEC cells). Reported to sensitize XIAP-overexpressing Jurkat cells to Etoposide- (Cat. No. 341245) induced apoptosis. A non-competitive PCAF (p300/CBP associated factor)-specific lysine acetyltransferase (KAT) inhibitor (IC50 = 7.2 µM).
      FormOrange solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number550-24-3
      Chemical formulaC₁₇H₂₆O₄
      Structure formulaStructure formula
      PuritySingle spot by TLC
      SolubilityDMSO (10 mg/ml) or Methanol (5 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
      ReferencesModak, R., et al. 2013. ACS Chem. Biol. 8, In press.
      Nikolovska-Coleska, Z., et al. 2004. J. Med. Chem. 47, 2430.