SMIP 004

Pricing Availability   Qty

Save up to 40% on RUO Reagents with BIOSPRING24 (see 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)
Literature (3)

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
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 Data for SMIP 004

Solvent Max Conc. mg/mL Max Conc. mM
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.

Select a batch to recalculate based on the batch molecular weight:
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 0.1 mL 0.49 mL 0.97 mL

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.


Dilution Calculator

Calculate the dilution required to prepare a stock solution.

References for SMIP 004

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

Rico-Bautista et al (2010) Chemical genetics approach to restoring p27Kip1 reveals novel compounds with antiproliferative activity in prostate cancer cells. BMC Biol. 8 153 PMID: 21182779

Rico-Bautista et al (2013) Small molecule-induced mitochondrial disruption directs prostate cancer inhibition via UPR signaling. Oncotarget 4 1212 PMID: 23902736

Gassen et al (2019) SKP2 attenuates autophagy through Beclin1-ubiquitination and its inhibition reduces MERS-Coronavirus infection. Nat.Commun. 10 5770 PMID: 31852899

If you know of a relevant reference for SMIP 004, please let us know.

View Related Products by Product Action

View all Ubiquitin E3 Ligase Inhibitors

Keywords: SMIP 004, SMIP 004 supplier, SMIP004, S-phase, kinase-associated, protein, 2, SKP2, E3, ligase, inhibitors, inhibits, p27, upregulates, MERS-CoV, unfolded, response, UPR, activates, activators, CDK2, CKI, cyclin, dependent, kinase, ubiquitin, Ubiquitin, Ligases, Coronavirus, Other, ER, stress/UPR, CDK1, Subfamily, 7192, Tocris Bioscience

Citations for SMIP 004

Citations are publications that use Tocris products.

Currently there are no citations for SMIP 004. Do you know of a great paper that uses SMIP 004 from Tocris? Please let us know.

Reviews for SMIP 004

There are currently no reviews for this product. Be the first to review SMIP 004 and earn rewards!

Have you used SMIP 004?

Submit a review and receive an Amazon gift card.

$50/€35/£30/$50CAN/¥300 Yuan/¥5000 Yen for first to review with an image

$25/€18/£15/$25CAN/¥75 Yuan/¥1250 Yen for a review with an image

$10/€7/£6/$10 CAD/¥70 Yuan/¥1110 Yen for a review without an image

Submit a Review

Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.

Targeted Protein Degradation Research Product Guide

Targeted Protein Degradation Research Product Guide

This brochure highlights the tools and services available from Bio-Techne to support Targeted Protein Degradation research, including:

  • Active Degraders
  • TAG Degradation Platform
  • Degrader Building Blocks
  • Ubiquitin-Proteasome System Proteins
  • Assays for Protein Degradation
Programmed Cell Death Poster

Programmed Cell Death Poster

There are two currently recognized forms of programmed cell death: apoptosis and necroptosis. This poster summarizes the signaling pathways involved in apoptosis, necroptosis and cell survival following death receptor activation, and highlights the influence of the molecular switch, cFLIP, on cell fate.

Targeted Protein Degradation Poster

Targeted Protein Degradation Poster

Degraders (e.g. PROTACs) are bifunctional small molecules, that harness the Ubiquitin Proteasome System (UPS) to selectively degrade target proteins within cells. They consist of three covalently linked components: an E3 ubiquitin ligase ligand, a linker and a ligand for the target protein of interest. Authored in-house, this poster outlines the generation of a toolbox of building blocks for the development of Degraders. The characteristics and selection of each of these components are discussed. Presented at EFMC 2018, Ljubljana, Slovenia