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YM-155

CAT: 0013-GTR19162190-01Size: 1 gDry Ice: NoHazardous: No
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CAT#:0013-GTR19162190-01Size:1 g
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Description
A potent, specific survivin inhibitor that inhibits survivin promoter activity with IC50 of 0.54 nM; does not significantly inhibit SV40 promoter activity (>30 uM) ; suppresses expression of survivin and induces apoptosis in PC-3 and PPC-1 human HRPC cell lines at 10 nM, without effect on IAP- or Bcl-2-related proteins; induces massive tumor regression in PC-3 tumor mice model (3-10 mg/kg) .Blood Cancer Phase 1 Discontinued.
CAS Number
781661-94-7
Product Name Alternative
YM155 | Sepantronium bromide | YM 155
Purity
>98% (HPLC)
Solubility
DMSO: 10.66 mg/mL
Smiles
O=C (C1=C2[N+] (CCOC) =C (C) N1CC3=NC=CN=C3) C4=C (C=CC=C4) C2=O.[Br-]
Molecular Formula
C20H19BrN4O3
Molecular Weight
443.2939
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
1H-Naphth[2,3-d]imidazolium, 4,9-dihydro-1- (2-methoxyethyl) -2-methyl-4,9-dioxo-3- (2-pyrazinylmethyl) -, bromide (1:1)

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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