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SML0409

Sigma-Aldrich

STF-083010

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C15H11NO3S2
CAS Number:
307543-71-1
Molecular Weight:
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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Environmental Control of Astrocyte Pathogenic Activities in CNS Inflammation
Wheeler MA, et al.
Cell, 176(3), 581-596 (2019)
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
Chen Shen et al.
Journal of cellular and molecular medicine, 22(7), 3572-3581 (2018-04-20)
Lipotoxicity induced by saturated fatty acids (SFAs) plays a pathological role in the development of non-alcoholic fatty liver disease (NAFLD); however, the exact mechanism(s) remain to be clearly elucidated. Toll-like receptor (TLR) 4 plays a fundamental role in activating the
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