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574662

Sigma-Aldrich

Survivin Inhibitor, YM155

The Survivin Inhibitor, YM155, also referenced under CAS 781661-94-7, controls the biological activity of Survivin.

Synonym(s):

Survivin Inhibitor, YM155, Survivin Inhibitor I, Interleukin Enhancer-Binding Factor 3 Inhibitor

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About This Item

Empirical Formula (Hill Notation):
C20H19BrN4O3
CAS Number:
Molecular Weight:
443.29
UNSPSC Code:
12352200

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)
Reversible: yes
Secondary Target
Unknown

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

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.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

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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