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500517 SKP2 E3 Ligase Inhibitor II, SMIP004 - CAS 143360-00-3 - Calbiochem

Overview

Replacement Information

Key Specifications Table

CAS #Empirical Formula
143360-00-3C₁₃H₁₉NO

Products

Catalog NumberPackaging Qty/Pack
5.00517.0001 Glass bottle 25 mg
Description
OverviewA cell-permeable phenylacetamide compound that is shown to upregulate p21Cip1/Waf1 and/or p27Kip1 in prostate cancer LNCaP, PC3, DU145, but not HeLa, cultures (40 µM for 24 h) with a concomitant downregulation of the F-box E3 ubiquitin ligase Skp2 and a delayed G1-to-S cell cycle transition, displaying no apparent effect toward cell cycle progression or p21 and p27 levels in non-cancer human fibroblast IMR90. SMIP004 antiproliferative activity against LNCaP, PC3, DU145 soft agar colony formation is mainly cytostatic with cytotoxicity observed only in LNCaP cultures at high concentrations (IC50 = 40 µM in 72 h), but not PC3 or DU145 even at concentrations as high as 80 µM and for up to 96 h.

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 Number500517
Brand Family Calbiochem®
Synonymsp27/Kip1 Activator II, S-phase Kinase-associated Protein 2 Inhibitor II, SCFSKP2 Inhibitor II, Small Molecule Inhibitor of p27 Depletion 004, CRL1SKP2 Inhibitor II, p21/Cip1/CKI/Waf1 Activator II, N-(4-Butyl-2-methylphenyl)acetamide
References
ReferencesRico-Bautista, E., and Wolf, D.A. 2012. Chem. Biol. 19, 1497.
Rico-Bautista, E., et al. 2010. BMC Biol. 8, 153.
Product Information
CAS number143360-00-3
FormWhite solid
Hill FormulaC₁₃H₁₉NO
Chemical formulaC₁₃H₁₉NO
ReversibleY
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Purity≥99% by HPLC
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 6 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
5.00517.0001 04055977245745

Documentation

SKP2 E3 Ligase Inhibitor II, SMIP004 - CAS 143360-00-3 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

References

Reference overview
Rico-Bautista, E., and Wolf, D.A. 2012. Chem. Biol. 19, 1497.
Rico-Bautista, E., et al. 2010. BMC Biol. 8, 153.
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.

Revision17-July-2013 JSW
Synonymsp27/Kip1 Activator II, S-phase Kinase-associated Protein 2 Inhibitor II, SCFSKP2 Inhibitor II, Small Molecule Inhibitor of p27 Depletion 004, CRL1SKP2 Inhibitor II, p21/Cip1/CKI/Waf1 Activator II, N-(4-Butyl-2-methylphenyl)acetamide
DescriptionA cell-permeable phenylacetamide compound that is shown to upregulate p21Cip1/Waf1 and/or p27Kip1 in prostate cancer LNCaP, PC3, DU145, but not HeLa, cultures (Fold of control p21/27 levels = 2.7/2.1, 1.7/1,1, 1.7/1.3, and 1.1/1.1, respectively; 24 h 40 µM treatment) with a concomitant downregulation of the F-box E3 ubiquitin ligase Skp2 and a delayed G1-to-S cell cycle transition (G1 population with/ without 24 h 40 µM drug treatment = 81.7%/70.8%, 58.5%/42.2%, 75.7%/40.5%, respectively; S population with/ without 24 h 40 µM drug treatment = 7.9%/18.0%, 14.3%/26.7%, 14.1%/44.0%, respectively), displaying no apparent effect toward cell cycle progression or p21 and p27 levels in non-cancer human fibroblast IMR90. SMIP004 antiproliferative activity against LNCaP, PC3, DU145 soft agar colony formation is mainly cytostatic in nature and SMIP004 cytotoxic effect is observed only in LNCaP cultures at high concentrations (IC50 = 40 and 2.4 µM, respectively, with 72 h or 96 h treatment), but not PC3 or DU145 even at concentrations as high as 80 µM and for up to 96 h.
FormWhite solid
Intert gas (Yes/No) Packaged under inert gas
CAS number143360-00-3
Chemical formulaC₁₃H₁₉NO
Structure formulaStructure formula
Purity≥99% 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 6 months at -20°C.
Toxicity Standard Handling
ReferencesRico-Bautista, E., and Wolf, D.A. 2012. Chem. Biol. 19, 1497.
Rico-Bautista, E., et al. 2010. BMC Biol. 8, 153.