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EB-47

Name: EB-47
Brand: SIGMA

≥98% (HPLC), solid

About This Item

Empirical Formula (Hill Notation):

C₂₄H₂₉N₉O₆Cl₂

CAS Number:

366454-36-6

Molecular Weight:

610.45

NACRES:

NA.77

PubChem Substance ID:

329799078

UNSPSC Code:

12352200

MDL number:

MFCD06411565

Assay:

≥98% (HPLC)

Form:

solid

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Properties

Quality Segment

100

assay

≥98% (HPLC)

form

solid

solubility

H₂O: soluble 10 mg/mL

shipped in

dry ice

storage temp.

−20°C

SMILES string

Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]([C@@H](O)[C@H]3O)C(=O)N4CCN(CC4)CC(=O)Nc5cccc6C(=O)NCc56

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

Description

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[1]
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[1]
to study chromosomal aberrations in response to ionizing radiation (IR) and PARPi in BRCA1-deficient cells that overcome growth arrest (BOGA) cells[2]

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.[3][4] 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.[5]

Potent inhibitor of poly (ADP-ribose) polymerase (PARP).

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1 of 1

This Item	B0936	S4443	P0080
Sigma-Aldrich E8405 EB-47	Sigma-Aldrich B0936 BRL 50481	Sigma-Aldrich S4443 SCH-28080	Sigma-Aldrich P0080 Pranlukast hemihydrate
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
form solid	form solid	form solid	form solid
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. −20°C	storage temp. 2-8°C	storage temp. −20°C	storage temp. −20°C
solubility H₂O: soluble 10 mg/mL	solubility DMSO: >10 mg/mL, H₂O: insoluble	solubility DMSO: soluble >10 mg/mL, H₂O: insoluble	solubility DMSO: ≥10 mg/mL, H₂O: insoluble
shipped in dry ice	shipped in -	shipped in -	shipped in -

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

044K4708

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Global Trade Item Number

SKU	GTIN
E8405-5MG	04061833270882
E8405-1MG	04061826674710

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