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Key Documents

COA/COQ

203709

Insulin Expression Inducer, BRD7389

Name: Insulin Expression Inducer, BRD7389
Brand: MM

A cell-permeable naphthoquinolinedione compound that specifically induces insulin secretion in mouse αTC1-cells and promotes transdifferentiation to a β-cell-like status.

Synonym(s):

Insulin Expression Inducer, BRD7389, 1-((2-Phenylethyl)amino)-3H-naphtho[1,2,3-de]quinoline-2,7-dione, Insulin Receptor-Related Protein Inhibitor, IRR Inhibitor, INSRR Inhibitor, RSK Inhibitor III

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About This Item

Empirical Formula (Hill Notation):

C₂₄H₁₈N₂O₂

CAS Number:

376382-11-5

Molecular Weight:

366.41

MDL number:

MFCD02924820

UNSPSC Code:

12352200

NACRES:

NA.51

Quality Level

100

Assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze
protect from light

color

orange-yellow

solubility

DMSO: 100 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

[nH]1c2c3c(c5c([c](c3ccc2)=O)cccc5)c([c]1=O)NCCc4ccccc4

InChI

1S/C24H18N2O2/c27-23-17-10-5-4-9-16(17)21-20-18(23)11-6-12-19(20)26-24(28)22(21)25-14-13-15-7-2-1-3-8-15/h1-12,25H,13-14H2,(H,26,28)

InChI key

XASCINRGTHLHGM-UHFFFAOYSA-N

General description

A cell-permeable naphthoquinolinedione compound that is reported to preferentially inhibit 23 kinases (IC₅₀ ≤10 µM) from a panel of 219, notably IRR (h), CLK2(h), Rsk1(h), Flt3(h), Rsk1(r), Rsk2(h), Haspin(h), Rsk4(h), Melk(h), Drak1(h), Rsk3(h), and CK13(h) (% inhibition by 10 µM BRD7389 = 91, 87, 86, 79, 78, 76, 74, 73, 73, 72, 71, and 71, respectively). Shown to induce β-cell-like morphology in cultured murine pancreatic α-cell αTC1 and stimulate the expression of insulin mRNA (by ~50-fold; 0.85 µM for 5 d) and protein (by 1.5-fold; 3.4 µM for 5 d), as well as other β-cell mRNAs, including Iapp, Npy, Pdx1, and Pax4, in αTC1 cultures. In human primary islets cultures, BRD7389 treatments result in a decrease of overall cell counts over time due to apoptosis induction, while insulin-positive population, and in some cases also glucagon-positive cell population, remains more or less unaffected.

Packaging

Packaged under inert gas

Warning

Toxicity: Regulatory Review (Z)

Reconstitution

Following recontitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Fomina-Yadlin, D., et al. 2010. Proc. Natl. Acad. Sci. USA107, 15099.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)