5.33851

Cancer Stemness Inhibitor, BBI608

• Synonym(e): Cancer Stemness Inhibitor, BBI608, 2-Acetyl-4H,9H-naphtho[2,3-b]furan-4,9-dione, 2-Acetylnaphtho[2,3-b]furan-4,9-dione, Spherogenesis Blocker, BBI-608, Napabucasin
• Empirische Formel (Hill-System): C₁₄H₈O₄
• CAS-Nummer: 83280-65-3
• Molekulargewicht: 240.21
• MDL number: MFCD28155270
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥97% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Eigenschaften

• assay: ≥97% (HPLC)
• Quality Segment: 100
• form: solid
• potency: 142 nM IC₅₀
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: brown
• solubility: DMSO: 50 mg/mL
• storage temp.: 2-8°C
• SMILES string: [o]1c2c(cc1C(=O)C)C(=O)c3c(cccc3)C2=O
• InChI: 1S/C14H8O4/c1-7(15)11-6-10-12(16)8-4-2-3-5-9(8)13(17)14(10)18-11/h2-6H,1H3
• InChI key: DPHUWDIXHNQOSY-UHFFFAOYSA-N

Beschreibung

General description

A cell-permeable, bioactive, non-toxic naphthofurandione analog that blocks STAT3-driven gene transcription. Selectively diminishes gene expression and self-renewal in stemness high cancer cells. Shown to be more effective in stemness high cancer cell population (IC₅₀ = 142 nM) compared to regular cancer cells (IC₅₀ = 395 nM). Reduces spherogenesis in CD44 expressing cancer cells without affecting the colony formation in CD34⁺ hematopoietic stem cells. Effectively reduces the levels of Nanog, Axl, Sox-2, Klf4, survivin, c-Myc, Bmi-1, and β-catenin within a few hours following treatment. Displays broad spectrum activity against stemness high cancer cells from multiple tumors (IC₅₀ = 291, 432, 624, 479, 549, and 729 nM for CAOV-3, SW-626, PaCa2, SNU-475, H1975, and U87-MG, respectively). Suppresses the growth of PaCa-2 xenografts in murine models that exhibited relapse of tumor growth (20 mg/kg, i.p, q.d.) following the cessation of 41-day gemcitabine treatment. Also shown to block cancer relapse, and spleen and liver metastasis in the intrasplenic nude mouse model injected with HT29 colon cancer cells.

Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
STAT3

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

Li, Y., et al. 2015. Proc. Natl. Acad. Sci. USA112, 1839.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable