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About This Item

Empirical Formula (Hill Notation):
C22H23NO
CAS Number:
15982-84-0
Molecular Weight:
317.42
MDL number:
MFCD20232928
UNSPSC Code:
12352204
NACRES:
NA.32
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Quality Level

100

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow

solubility

DMSO: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

N(C4CCCCC4)C1c2c(cccc2)C(=O)\C\1=C/c3ccccc3

InChI

1S/C22H23NO/c24-22-19-14-8-7-13-18(19)21(23-17-11-5-2-6-12-17)20(22)15-16-9-3-1-4-10-16/h1,3-4,7-10,13-15,17,21,23H,2,5-6,11-12H2/b20-15-

InChI key

XJDKPLZUXCIMIS-HKWRFOASSA-N

General description

A cell-permeable cyclohexylamino-indenone compound that acts as an allosteric inhibitor against substrate binding-induced MAPK phosphatase activity of Dusp1/CL100/HVH1/MKP1/PTPN10 and Dusp6/MKP3/PYST1 (57% and 30% reduction, respectively, of 0.21 and 2.1 µg Erk2-induced OMFP dephosphorylation by 0.21 µg Dusp6) by locking Dusp1 and Dusp6 in their low-activity conformation, while exhibiting little activity toward Cdc25B, DUSP3/VHR, DUSP5, or PTP1B. Shown to effectively enhance cellular Erk phosphorylation in HeLa cells overexpressing human Dusp1 and Dusp6 (EC50 = 11.5 and 12.3 µM, respectively). FGF signaling activation by BCI treatment (5 to 10 µM) during zebrafish embryo development is reported to expand myocardial progenitors population at the expense of other progenitor cell types, resulting in enlarged heart size.

Packaging

Packaged under inert gas

Preparation Note

Following reconstiution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Molina, G., et al. 2009. Nat. Chem. Biol.5, 680.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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