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
• Empirical Formula (Hill Notation): C₂₀H₁₅NO₃
• CAS Number: 4727-31-5
• Molecular Weight: 317.34
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00560510
• Assay: ≥99% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Properties

• Quality Segment: 100
• 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
• storage temp.: 2-8°C
• 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

Description

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)

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3