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Merck

SML0618

NSC697923

≥98% (HPLC)

Synonym(s):

2-Nitro-5-tosylfuran, 2-[(4-Methylphenyl)sulfonyl]-5-nitro-Furan

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About This Item

Empirical Formula (Hill Notation):
C11H9NO5S
CAS Number:
343351-67-7
Molecular Weight:
267.26
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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Product Name

NSC697923, ≥98% (HPLC)

SMILES string

[S](=O)(=O)(c2[o]c(cc2)[N+](=O)[O-])c1ccc(cc1)C

InChI

1S/C11H9NO5S/c1-8-2-4-9(5-3-8)18(15,16)11-7-6-10(17-11)12(13)14/h2-7H,1H3

InChI key

GAUHIPWCDXOLCZ-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Related Categories

Application

NSC697923 has been used as an inhibitor in STING-dependent NF-κB (nuclear factor-κB) activation after DNA damage, mediated by TRAF6 (TNF receptor-associated factor 6).

Biochem/physiol Actions

NSC697923 is a cell-permeable and selective inhibitor of the ubiquitin-conjugating (E2) enzyme Ubc13-Uev1A that blocks the formation of the Ubc13 - ubiquitin thioester conjugate, and suppresses constitutive NF-kB activity in ABC-DLBCL cells. Also, NSC697923 inhibits the proliferation and survival of ABC-DLBCL and GCB-DLBCL cancer cells.
NSC697923 is a cell-permeable and selective inhibitor of the ubiquitin-conjugating (E2) enzyme Ubc13-Uev1A.

General description

NSC697923 stimulates apoptosis in p53 mutant neuroblastoma (NB) cells by triggering JNK (c-Jun N-terminal kinases) pathway. This ubiquitin-conjugating enzyme E2 N (UBE2N) inhibitor is considered as an important treatment option for neuroblastoma (NB) patients. NSC697923 prevents the multiplication and survival of diffuse large B-cell lymphoma (DLBCL) cells in vitro.

Storage Class

11 - Combustible Solids

wgk

WGK 3

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

SML0618-5MG: + SML0618-VAR: + SML0618-25MG: + SML0618-BULK:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
0000194668
0000194668
0000130734
0000130735
0000122013

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Non-canonical Activation of the DNA Sensing Adaptor STING by ATM and IFI16 Mediates NF-κB Signaling after Nuclear DNA Damage.
Dunphy G, et al.
Molecular Cell, 71(5), 745-760 (2018)
J Cheng et al.
Cell death & disease, 5, e1079-e1079 (2014-02-22)
Neuroblastoma (NB) is the most common extracranial neoplasm in children. In NB, loss of p53 function is largely due to cytoplasmic sequestration rather than mutation. Ubiquitin-conjugating enzyme E2 N (UBE2N), also known as Ubc13, is an E2 ubiquitin-conjugating enzyme that
Curtis D Hodge et al.
ACS chemical biology, 10(7), 1718-1728 (2015-04-25)
Ubc13 is an E2 ubiquitin conjugating enzyme that functions in nuclear DNA damage signaling and cytoplasmic NF-κB signaling. Here, we present the structures of complexes of Ubc13 with two inhibitors, NSC697923 and BAY 11-7082, which inhibit DNA damage and NF-κB
Kim Ghilarducci et al.
The FEBS journal, 288(16), 4849-4868 (2021-03-03)
Protein ubiquitination has been historically associated with protein degradation, but recent studies have demonstrated other cellular functions associated with substrate ubiquitination. Among the RING-type ubiquitin E3 ligase enzymes present in the human genome, RNF167 is a transmembrane protein located in

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