SML0949

4μ8C

Name: 4μ8C
Brand: SIGMA
Price: 129 USD

≥98% (HPLC), IRE1 Inhibitor, powder

Synonym(s):

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

Slide 1 of 1

Select a Size

5 MG

$129.00

25 MG

$527.00

$129.00

Check Cart for Availability

Request a Bulk Order

About This Item

Empirical Formula (Hill Notation):

C₁₁H₈O₄

CAS Number:

14003-96-4

Molecular Weight:

204.18

UNSPSC Code:

12352200

NACRES:

NA.77

Key Documents

View All Documentation

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

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item	SML1257	SML1260	SML1331
Sigma-Aldrich SML0949 4μ8C	Sigma-Aldrich SML1257 KU-0060648	Sigma-Aldrich SML1260 HLM006474	Sigma-Aldrich SML1331 MLS1547
form powder	form powder	form powder	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. −20°C	storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: 5 mg/mL, clear (warmed)	solubility DMSO: 1 mg/mL, clear (warmed)	solubility DMSO: 5 mg/mL, clear (warmed)	solubility DMSO: 5 mg/mL, clear (warmed)
color white to beige	color white to light brown	color white to beige	color white to beige

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.[1][2] In vitro analysis proved that 4μ8C was able to inhibit the release of insulin at high glucose levels.[2]

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

4μ8C inhibits insulin secretion independent of IRE1α RNase activity.

Sato H, et al.

Cell Structure and Function, 42(1), 61-70 (2017)

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

View All Related Papers

Articles

Discover Bioactive Small Molecules for Gene Regulation

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.

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

4μ8C