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Key Documents

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SML0409

Sigma-Aldrich

STF-083010

≥98% (HPLC)

Sinónimos:

N-[(2-Hydroxy-1-naphthalenyl)methylene]-2-thiophenesulfonamide

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About This Item

Fórmula empírica (notación de Hill):
C15H11NO3S2
Número de CAS:
307543-71-1
Peso molecular:
317.38
MDL number:
MFCD02332975
UNSPSC Code:
12352200
PubChem Substance ID:
329825404
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

light yellow to yellow-green

solubility

DMSO: 5 mg/mL (clear solution)

storage temp.

−20°C

SMILES string

OC1=C(/C=N/S(C2=CC=CS2)(=O)=O)C3=C(C=CC=C3)C=C1

InChI

1S/C15H11NO3S2/c17-14-8-7-11-4-1-2-5-12(11)13(14)10-16-21(18,19)15-6-3-9-20-15/h1-10,17H/b16-10+

InChI key

TVIVJHZHPKNDAQ-MHWRWJLKSA-N

Application

STF-083010 has been used:
  • in a study to investigate the potential anti-lipotoxic effect of nicotinamide and to elucidate underlying mechanism(s)
  • as IRE1a inhibitor to study its effect on NOS 2 expression and investigate the underlying mechanisms in proinflammatory gene expression in astrocytes
  • to block endogenous XBP1 cleavage for one hour prior to palmitate exposure in order to examine whether inositol?requiring enzyme 1α (IRE1α ) activation is implicated in palmitate cytotoxicity

Biochem/physiol Actions

STF-083010 is a potent inhibitor of the ER transmembrane protein IRE1, which mediates the unfolded protein response. STF-083010 inhibits IRE1 endonuclease and mRNA splicing activity in response to endopasmic reticulum (ER) stress, but has no affect on the kinase activity of IRE1.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Environmental Control of Astrocyte Pathogenic Activities in CNS Inflammation
Wheeler MA, et al.
Cell, 176(3), 581-596 (2019)
The TLR 4-IRE 1alpha pathway activation contributes to palmitate-elicited lipotoxicity in hepatocytes
Shen C, et al.
Journal of Cellular and Molecular Medicine, 22(7), 3572-3581 (2018)
Nicotinamide protects hepatocytes against palmitate-induced lipotoxicity via SIRT1-dependent autophagy induction
Shen C, et al.
Nutrition Research (New York, N.Y.), 40, 40-47 (2017)
Margaud Iovino et al.
Frontiers in immunology, 14, 1204126-1204126 (2023-09-15)
In obesity, adipose tissue infiltrating macrophages acquire a unique pro-inflammatory polarization, thereby playing a key role in the development of chronic inflammation and Type 2 diabetes. Increased saturated fatty acids (SFAs) levels have been proposed to drive this specific polarization.
Carley J S Heck et al.
Molecular pharmacology, 95(2), 183-195 (2018-11-18)
Efavirenz (EFV), a widely used antiretroviral drug, is associated with idiosyncratic hepatotoxicity and dyslipidemia. Here we demonstrate that EFV stimulates the activation in primary hepatocytes of key cell stress regulators: inositol-requiring 1α (IRE1α) and X-box binding protein 1 (XBP1). Following
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