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Sepantronium (bromide)

CAT: 0804-HY-10194-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-10194-01Size:5 mg
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Description
Sepantronium bromide (YM-155) is a survivin inhibitor with an IC50 of 0.54 nM[1].
CAS Number
781661-94-7
Product Name Alternative
YM-155
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Autophagy; Survivin
Type
Reference compound
Related Pathways
Apoptosis; Autophagy
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/YM-155.html
Purity
99.36
Solubility
DMSO : 11.67 mg/mL (ultrasonic; warming; heat to 60°C) |H2O : 50 mg/mL (ultrasonic)
Smiles
O=C1C2=C(C(C3=CC=CC=C31)=O)[N+](CC4=NC=CN=C4)=C(C)N2CCOC.[Br-]
Molecular Formula
C20H19BrN4O3
Molecular Weight
443.29
Precautions
H302, H315, H319, H335
References & Citations
[1]Nakahara T, et al. YM155, a novel small-molecule survivin suppressant, induces regression of established human hormone-refractory prostate tumor xenografts. Cancer Res. 2007 Sep 1;67 (17) :8014-21.|[2]Iisa T, et al. Radiosensitizing effect of YM155, a novel small-molecule survivin suppressant, in non-small cell lung cancer cell lines. Clin Cancer Res. 2008 Oct 15;14 (20) :6496-504.|[3]Guo K, et al. A combination of YM-155, a small molecule survivin inhibitor, and IL-2 potently suppresses renal cell carcinoma in murine model. Oncotarget. 2015 Aug 28;6 (25) :21137-47.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Phase 2

Chemical Information

Sepantronium Bromide

Sepantronium bromide is an organic bromide salt consisting of sepantronium cations and bromide anions. It has been found to selectively inhibit survivin (BIRC5) gene promoter activity and to down-regulate survivin in vitro, so leading to induction of apoptosis. It has a role as a survivin suppressant, an antineoplastic agent and an apoptosis inducer. It contains a sepantronium.

CAS Number781661-94-7
PubChem CID11178236
IUPAC Name1-(2-methoxyethyl)-2-methyl-3-(pyrazin-2-ylmethyl)benzo[f]benzimidazol-3-ium-4,9-dione bromide
Molecular FormulaC20H19BrN4O3
Molecular Weight443.3
Topological Polar Surface Area78
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Heavy Atom Count28
Formal Charge0
Complexity571
SMILES
CC1=[N+](C2=C(N1CCOC)C(=O)C3=CC=CC=C3C2=O)CC4=NC=CN=C4.[Br-]
InChI
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
InChIKey
QBIYUDDJPRGKNJ-UHFFFAOYSA-M
Chemical Structure
2D Structure
2D structure of Sepantronium Bromide
CAS: 781661-94-7
CID: 11178236
Formula: C20H19BrN4O3
MW: 443.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight443.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass442.06405
Monoisotopic Mass442.06405
Topological Polar Surface Area78 Ų
Heavy Atom Count28
Formal Charge0
Complexity571
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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