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EB-47

SIGMA/E8405 - ≥98% (HPLC), solid

CAS Number: 366454-36-6
Empirical Formula (Hill Notation): C24H29N9O6Cl2
Molecular Weight: 610.45
MDL Number: MFCD06411565
Linear Formula: C24H29N9O6Cl2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-E8405-1MG 1 mg
 $128.00
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45-E8405-5MG 5 mg
 $435.00
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assay ≥98% (HPLC)
form solid
InChI 1S/C24H27N9O6/c25-20-16-21(28-10-27-20)33(11-29-16)24-18(36)17(35)19(39-24)23(38)32-6-4-31(5-7-32)9-15(34)30-14-3-1-2-12-13(14)8-26-22(12)37/h1-3,10-11,17-19,24,35-36H,4-9H2,(H,26,37)(H,30,34)(H2,25,27,28)/t17-,18+,19-,24+/m0/s1
InChI key DDFLFKTXUWPNMV-UAKAABGRSA-N
Quality Level 100 
shipped in dry ice
SMILES string Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]([C@@H](O)[C@H]3O)C(=O)N4CCN(CC4)CC(=O)Nc5cccc6C(=O)NCc56
solubility H2O: soluble 10 mg/mL
storage temp. −20°C
Application: EB-47 has been used as a poly [ADP-ribose] polymerase 1 (PARP/PARP1/PARPi) inhibitor:
• to investigate its effect on the activity of matrix metalloproteinase-2 (MMP-2) and compare its inhibitory potencies with the MMP inhibitors
• in treating human acute monocytic leukemia cells to confirm if PARP1 is responsible for the decrease in high mobility group box protein 1 (HMGB1) supernatant levels
• to study chromosomal aberrations in response to ionizing radiation (IR) and PARPi in BRCA1-deficient cells that overcome growth arrest (BOGA) cells
Biochem/physiol Actions: 1-piperazineacetamide-4-[1-(6-amino-9H-purin-9-yl)-1-deoxy-d-ribofuranuron]-N-(2,3-dihydro-1H-isoindol-4-yl)-1-one (EB-47) can mimic the substrate NAD+ binding. This inhibitor targets the nicotinamide (NI) and adenosine (AD)-subsite within the tankyrase 2 (TNKS2) catalytic domain. EB-47 is one of the most effective TNKS2 inhibitors, with an IC50 of 32 nM, in the presence of piperazine and succinyl linkers that connect the adenosine and isoindolinone cores.
Biochem/physiol Actions: Potent inhibitor of poly (ADP-ribose) polymerase (PARP).
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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