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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
178493
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
550-24-3C₁₇H₂₆O₄

Products

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