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SM-164

Chemical Structure : SM-164

CAS No.: 957135-43-2

SM-164 (SM164)

Catalog No.: PC-26629Not For Human Use, Lab Use Only.

SM-164 is a potent, nonpeptide, cell-permeable, bivalent Smac mimetic binds to XIAP protein containing both the BIR2 and BIR3 domains with IC50 of 1.39 nM, also binds to cIAP-1 and cIAP-2 BIR3 with Ki of 0.31 and 1.1 nM.

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Purity & Documentation Purity: >98% (HPLC) Select Batch:

Biological Activity

SM-164 is a potent, nonpeptide, cell-permeable, bivalent Smac mimetic binds to XIAP protein containing both the BIR2 and BIR3 domains with IC50 of 1.39 nM, also binds to cIAP-1 and cIAP-2 BIR3 with Ki of 0.31 and 1.1 nM.
SM-164 concurrently interacts with both BIR domains in XIAP and functions as an ultrapotent 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 the HL-60 leukemia cell line.
SM-164 induces caspase-8– and caspase-3–dependent apoptosis in cancer cells.
SM-164 induces TNFα-dependent apoptosis and cIAP-1 degradation in MDA-MB-231 cells.
SM-164 rapidly degrades cIAP-1 and displays strong in vivo antitumor activity in MDA-MB-231 xenograft model in mice.

Physicochemical Properties

M.Wt 1121.45
Formula C62H84N14O6
Appearance Solid
CAS No.
Storage
Solide Powder
-20°C 12 Months; 4°C 6 Months
In Solvent
-80°C 6 Months; -20°C 6 Months
Shipping
Solubility

10 mM in DMSO

Chemical Name/SMILES

(3S,3'S,6S,6'S,10aS,10a'S)-N,N'-((1S,1'S)-((1,4-phenylenebis(butane-4,1-diyl))bis(1H-1,2,3-triazole-1,4-diyl))bis(phenylmethylene))bis(6-(2-(methylamino)propanamido)-5-oxodecahydropyrrolo[1,2-a]azocine-3-carboxamide)

References

1. Lu J, et al. Cancer Res. 2008 Nov 15;68(22):9384-93.

2. Sun H, et al. J Am Chem Soc. 2007 Dec 12;129(49):15279-94.

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