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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 MSDS

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.