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About This Item
Empirical Formula (Hill Notation):
C20H19BrN4O3
CAS Number:
Molecular Weight:
443.29
UNSPSC Code:
12352200
Assay:
≥95% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
Quality Level
assay
≥95% (HPLC)
form
solid
potency
540 nM IC50
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
yellow
solubility
DMSO: 50 mg/mL
shipped in
ambient
storage temp.
−20°C
SMILES string
Cc1n(CC2=NC=CN=C2)C(C3=O)=C([n+]1CCOC)C(C4=C3C=CC=C4)=O.[Br-]
InChI
1S/C20H19N4O3.BrH/c1-13-23(9-10-27-2)17-18(24(13)12-14-11-21-7-8-22-14)20(26)16-6-4-3-5-15(16)19(17)25;/h3-8,11H,9-10,12H2,1-2H3;1H/q+1;/p-1
InChI key
QBIYUDDJPRGKNJ-UHFFFAOYSA-M
General description
A cell-permeable imidazolium derivative that suppresses survivin expression, blocks survivin promoter activity, and induces apoptosis in a variety of tumor cell lines (IC50 = 540nM) in a dose-dependent manner. The main target of YM155 appears to be the interleukin enhancer-binding factor 3 (ILF3/NF110) with shorter C-terminal lengths associated with reduced binding. Exhibits potent anti-tumor effects without any severe systemic toxicity in murine models. Reported to induce tumor regression by suppressing intratumor survivin levels in PC3-xenograph tumor models (by 47% and 80% at 1 and 5 mg/kg, respectively.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
Interleukin enhancer-binding factor 3 (ILF3/NF110)
Interleukin enhancer-binding factor 3 (ILF3/NF110)
Reversible: yes
Secondary Target
Unknown
Unknown
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Other Notes
Nakamura, N., et al. 2012. Mol. Cell. Proteomics.11, M111.0132434.
Tolcher, A.W., et al. 2008, J. Clin. Oncol.26, 5198.
Nakahara, T., et al. 2007, Cancer Res.67, 8014.
Tolcher, A.W., et al. 2008, J. Clin. Oncol.26, 5198.
Nakahara, T., et al. 2007, Cancer Res.67, 8014.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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