B5556
Bay 11-7082
≥98% (HPLC), powder, NF-kB/TNF-α inhibitor
Synonym(s):
(E)-3-(4-Methylphenylsulfonyl)-2-propenenitrile
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About This Item
Empirical Formula (Hill Notation):
C10H9NO2S
CAS Number:
Molecular Weight:
207.25
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Bay 11-7082, ≥98% (HPLC), powder
SMILES string
Cc1ccc(cc1)S(=O)(=O)\C=C\C#N
InChI key
DOEWDSDBFRHVAP-KRXBUXKQSA-N
InChI
1S/C10H9NO2S/c1-9-3-5-10(6-4-9)14(12,13)8-2-7-11/h2-6,8H,1H3/b8-2+
assay
≥98% (HPLC)
form
powder
color
white
solubility
DMSO: >20 mg/mL
H2O: insoluble
Quality Level
Application
Bay 11-7082 has been used as:
- a nuclear factor-kappa B (NF-kB) inhibitor to verify the action of the NF-kB signaling pathway in the production of interleukin (IL)-8
- a nuclear factor-kappa B (NF-kB) inhibitor to study the role of NF-kB activation in Mycoplasma hyorhinis -induced epithelial-mesenchymal transition (EMT) and cell migration
- a nod-like receptor family pyrin domain containing 3 (NLRP3) selective inhibitor to examine its effects on liver inflammation in mice after hematopoietic stem cell transplantation
Biochem/physiol Actions
Bay 11-7082 acts as a selective inhibitor for nod-like receptor family pyrin domain containing 3 (NLRP3) inflammasome pathway. In addition, to the inhibition of nuclear factor-kappa B (NF-kB), Bay 11-7082 also triggers apoptosis in anucleated erythrocytes, human T-cell leukemia virus type I (HTLV-I)-infected T-cell lines and primary adult T-cell leukemia cells.
Bay 11-7082 is an inhibitor of cytokine-induced IκB-α phosphorylation.
Features and Benefits
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
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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Bay 11-7082 inhibits transcription factor NF-kappaB and induces apoptosis of HTLV-I-infected T-cell lines and primary adult T-cell leukemia cells
Mori N, et al.
Blood, 100(5), 1828-1834 (2002)
Anti-inflammatory compounds parthenolide and Bay 11-7082 are direct inhibitors of the inflammasome
Juliana C, et al.
The Journal of Biological Chemistry, 285(13), 9792-9802 (2010)
Guoping Cheng et al.
OncoTargets and therapy, 9, 7563-7571 (2016-12-23)
α-Catenin is an important molecule involved in the maintenance of cell-cell adhesion and a prognostic marker in cancer since its expression is essential for preventing cancer metastasis. However, the mechanism that leads to the downregulation of α-catenin in cancer progression
Mycoplasma hyorhinis induces epithelial-mesenchymal transition in gastric cancer cell MGC803 via TLR4-NF-kappaB signaling
Duan H, et al.
Cancer Letters, 354(2), 447-454 (2014)
The role of NF-kappa B signaling pathway in polyhexamethylene guanidine phosphate induced inflammatory response in mouse macrophage RAW264. 7 cells
Kim HR, et al.
Toxicology Letters, 233(2), 148-155 (2015)
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