SM-164

SKU: orb1309086

Description

SM-164 is a potent small molecule antagonist of XIAP, binding with high affinity (IC50: 1.39 nM) to its BIR2 and BIR3 domains. This compound is a valuable research tool for studying apoptosis regulation and has demonstrated pro-apoptotic activity in various cancer cell lines in vitro.

Research Area

Cell Biology

Key Properties

• CAS Number: 957135-43-2
• MW: 1121.42
• Purity: 98.60%
• Formula: C₆₂H₈₄N₁₄O₆
• SMILES: [H][C@]12CC[C@H](N1C(=O)[C@H](CCCC2)NC(=O)[C@H](C)NC)C(=O)N[C@H](c1cn(CCCCc2ccc(CCCCn3cc(nn3)[C@@H](NC(=O)[C@@H]3CC[C@]4([H])CCCC[C@H](NC(=O)[C@H](C)NC)C(=O)N34)c3ccccc3)cc2)nn1)c1ccccc1
• Target: IAP,Apoptosis
• Solubility: DMSO:50 mg/mL (44.59 mM);10% DMSO+40% PEG300+5% Tween-80+45% Saline:1 mg/mL (0.89 mM);H2O:＜1 mg/mL (insoluble)

Bioactivity

• Target IC50:
  CIAP1:0.31 nM (Ki)|CIAP2:1.1 nM (Ki)
• In Vivo:
  SM-164 is highly effective in the inhibition of tumor growth and capable of achieving tumor regression in the MDA-MB-231 xenograft model. SM-164 (1 mg/kg) treatment fully inhibits tumor growth during the treatment. SM-164 (5 mg/kg) treatment reduces the tumor volume from 147±54 mm3 at the beginning of the treatment (day 25) to 54±32 mm3 at the end of the treatment (day 36), a reduction of 65%. The strong antitumor activity by SM-164 is long-lasting and not transient. SM-164 (5 mg/kg) is statistically more effective than Taxotere at the end of the treatment (P<0.01) or when the tumor size in the control group reached 750 mm3 (P<0.02) .
• In Vitro:
  SM-164 binds to XIAP being 300 and 7000-times more potent than its monovalent counterparts and the natural Smac AVPI peptide, respectively. The binding affinities of SM-164 to XIAP, cIAP-1, and cIAP-2 proteins are determined using fluorescence-polarization based assays. SM-164 concurrently interacts with both BIR domains in XIAP and functions as an ultra-potent antagonist of XIAP in both cell-free functional and cell-based assays. SM-164 targets cellular XIAP and effectively induces apoptosis at concentrations as low as 1 nM in leukemia cancer cells while having minimal toxicity to normal human primary cells at 10,000 nM. SM-164 has a Ki value of 0.56 nM to XIAP protein containing both BIR2 and BIR3 domains. SM-164 has a Ki value of 0.31 nM to a cIAP-1 protein containing both BIR2 and BIR3 domains. SM-164 binds to cIAP-2 BIR3 protein with Ki values of 1.1 nM .

Storage & Handling

• Storage: store at low temperature,keep away from moisture | Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

inhibit, IAP, Inhibitor, Apoptosis, cIAP2, cIAP-2, cIAP, cIAP1, cIAP-1, XIAP, SM164, SM-164, SM 164

Compound Identifiers

PubChem CID

17756618