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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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Overview

Key Spec Table

CAS #Empirical Formula
550-24-3C₁₇H₂₆O₄

Products

Catalogue NumberPackaging Qty/Pack
178493-10MG Plastic ampoule 10 mg
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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
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
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
178493-10MG 04055977204797