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Merck

420358

CBFβ Activator, Kartogenin

The CBFβ Activator, Kartogenin modulates the biological activity of CBFβ. This small molecule/inhibitor is primarily used for Biochemicals applications.

Synonym(s):

CBFβ Activator, Kartogenin, 2-(Biphenyl-4-ylcarbamoyl)benzoic acid

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About This Item

Empirical Formula (Hill Notation):
C20H15NO3
CAS Number:
4727-31-5
Molecular Weight:
317.34
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00560510

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SMILES string

N(c2ccc(cc2)c3ccccc3)C(=O)c1c(cccc1)C(=O)O

InChI

1S/C20H15NO3/c22-19(17-8-4-5-9-18(17)20(23)24)21-16-12-10-15(11-13-16)14-6-2-1-3-7-14/h1-13H,(H,21,22)(H,23,24)

InChI key

SLUINPGXGFUMLL-UHFFFAOYSA-N

assay

≥99% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

DMSO: 100 mg/mL

shipped in

ambient

Quality Level

100

General description

A cell-permeable biphenylcarbamoylbenzoate compound that potently induces the differentiation of human mesenchymal stem cells (hMSCs) into chondrocytes (EC50 = 100 nM). Reversibly binds to the FC-1 fragment of filamin A and disrupts its association with CBFβ leading to nuclear localization of CBFβ and binding to runt-related transcription factor (RUNX) to regulate chondrogenesis. Also reported to inhibit cytokine-induced release of nitric oxide (NO) and glycosaminoglycan (GAG). Exhibits chondroprotective properties and promotes cartilage repair in murine osteoarthritis models. Shown to up-regulate the levels of TIMP1, collagen, and aggrecan thereby blocking further matrix breakdown without affecting the activities of MMP-3, MMP-13, and aggrecanase in primary chondrocytes or hMSCs.

Packaging

Packaged under inert gas

Preparation Note

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

Other Notes

Johnson, K., et al. 2012. Science336, 717.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
420358-25MGCN04055977187540

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