SMIP 004

Name: SMIP 004
Brand: Tocris Bioscience
SKU: 7192

Tocris Bioscience, part of Bio-Techne | Catalog # 7192

COA / SDS

SKP2 (S-phase kinase-associated protein 2) inhibitor; upregulates p27 and arrests cell cycle in G1 phase

Key Product Details

Description:	SKP2 (S-phase kinase-associated protein 2) inhibitor; upregulates p27 and arrests cell cycle in G₁ phase
Chemical Name:	N-(4-Butyl-2-methylphenyl)acetamide
Purity:	≥98% (HPLC)
Molecular Weight:	205.3

View Full Technical Details for SMIP 004

Technical Data
Citations

Biological Activity for SMIP 004

SMIP 004 is an SKP2 (S-phase kinase-associated protein 2) inhibitor. Upregulates p27 and activates the unfolded protein response (UPR) in LNCaP prostate cancer cells overexpressing SKP2. Also induces oxidative stress. Induces proteasomal degradation of cyclin D1 and acts as CDK2 inhibitor. Arrests cell cycle in G₁ phase and induces apoptosis in prostate cancer cells, but not normal cells in vitro. Inhibits growth of breast and prostate cancer xenografts in mice. Also induces autophagy and reduces replication of MERS-CoV in VeroB4 cells.

Compound Libraries for SMIP 004

SMIP 004 is also offered as part of the Tocriscreen Epigenetics Library. Find out more about compound libraries available from Tocris.

Technical Data for SMIP 004

M. Wt	205.3
Formula	C₁₃H₁₉NO
Storage	Store at -20°C
Purity	≥98% (HPLC)
CAS Number	143360-00-3
PubChem ID	2747581
InChi Key	ZFVMECVBUGMWIX-UHFFFAOYSA-N
Smiles	CCCCC1=CC(C)=C(NC(C)=O)C=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for SMIP 004

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	DMSO	20.53	100

Preparing Stock Solutions for SMIP 004

The following data is based on the product molecular weight 205.3.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	4.87 mL	24.35 mL	48.71 mL
5 mM	0.97 mL	4.87 mL	9.74 mL
10 mM	0.49 mL	2.44 mL	4.87 mL
50 mM	0.10 mL	0.49 mL	0.97 mL

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References for SMIP 004

References are publications that support the biological activity of the product.

Rico-Bautista Small molecule-induced mitochondrial disruption directs prostate cancer inhibition via UPR signaling. Oncotarget 2013 PMID: 23902736
Gassen SKP2 attenuates autophagy through Beclin1-ubiquitination and its inhibition reduces MERS-Coronavirus infection. Nat.Commun. 2019 PMID: 31852899
Rico-Bautista Chemical genetics approach to restoring p27Kip1 reveals novel compounds with antiproliferative activity in prostate cancer cells. BMC Biol. 2010 PMID: 21182779