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Merck

SML0949

4μ8C

≥98% (HPLC), IRE1 Inhibitor, powder

Synonym(s):

7-Hydroxy-4-methyl-2-oxo-2H-1-benzopyran-8-carboxaldehyde

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About This Item

Empirical Formula (Hill Notation):
C11H8O4
CAS Number:
Molecular Weight:
204.18
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
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Product Name

4μ8C, ≥98% (HPLC)

Quality Segment

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

O1c2c(ccc(c2C=O)O)C(=CC1=O)C

InChI

1S/C11H8O4/c1-6-4-10(14)15-11-7(6)2-3-9(13)8(11)5-12/h2-5,13H,1H3

InChI key

RTHHSXOVIJWFQP-UHFFFAOYSA-N

Biochem/physiol Actions

4μ8C is a potent inhibitor of the ER transmembrane protein IRE1, which mediates the unfolded protein response. 4μ8C inhibits regulated IRE1-dependent degradation (RIDD) and unconventional spicing of XBP1 mRNA in response to endopasmic reticulum (ER) stress, but has no affect on the kinase activity of IRE1.
4μ8C is a potent inhibitor of the ER transmembrane protein IRE1.
4μ8C is a salicylaldehyde derivative and its inhibitory action targets the K907 lysine residue in RNase (ribonuclease) domain and affects IRE1α (endoplasmic reticulum to nucleus signaling 1) RNase activity. In vitro analysis proved that 4μ8C was able to inhibit the release of insulin at high glucose levels.

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.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Articles

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

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