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SML0949

4μ8C

Name: 4&#956;8C
Brand: SIGMA

≥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:

14003-96-4

Molecular Weight:

204.18

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

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Product Name

4μ8C, ≥98% (HPLC)

Quality Level

100

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

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Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Biochem/physiol Actions

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.

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.

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

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The unfolded protein response links tumor aneuploidy to local immune dysregulation.

Su Xian et al.

EMBO reports, 22(12), e52509-e52509 (2021-10-27)

Aneuploidy is a chromosomal abnormality associated with poor prognosis in many cancer types. Here, we tested the hypothesis that the unfolded protein response (UPR) mechanistically links aneuploidy and local immune dysregulation. Using a single somatic copy number alteration (SCNA) score

A conformational RNA zipper promotes intron ejection during non-conventional XBP1 mRNA splicing.

Jirka Peschek et al.

EMBO reports, 16(12), 1688-1698 (2015-10-21)

The kinase/endonuclease IRE1 is the most conserved signal transducer of the unfolded protein response (UPR), an intracellular signaling network that monitors and regulates the protein folding capacity of the endoplasmic reticulum (ER). Upon sensing protein folding perturbations in the ER

Targeting the IRE1α?XBP1 branch of the unfolded protein response in human diseases.

Jiang D, et al.

Seminars in Cancer Biology, 33, 48-56 (2015)

Targeting IRE1α and PERK in the endoplasmic reticulum stress pathway attenuates fatty acid-induced insulin resistance in bovine hepatocytes.

Zhiyuan Fang et al.

Journal of dairy science, 105(8), 6895-6908 (2022-07-16)

Endoplasmic reticulum (ER) stress can be induced by various stimuli and triggers the unfolded protein response to activate intracellular signaling pathways that are mediated by 3 ER-resident sensors: inositol requiring protein-1α (IRE1α), PKR-like ER kinase (PERK), and activating transcription factor-6

Insulin-like growth factor-1 induces IRE1-XBP1-dependent endoplasmic reticulum biogenesis in bovine mammary epithelial cells.

Mst Mamuna Sharmin et al.

Journal of dairy science, 104(11), 12094-12104 (2021-08-09)

Insulin-like growth factor-1 (IGF-1) plays a key role in proliferation and galactopoiesis in mammary epithelial cells (MEC), but its definitive functions on endoplasmic reticulum (ER) during protein synthesis remain unknown. The present study aimed to elucidate the effects of IGF-1

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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.

Global Trade Item Number

SKU	GTIN
SML0949-5MG	04061832825069
SML0949-25MG	04061832825052

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