565850

Shikonin

A naphthoquinone found in the Chinese herb Shiunko.

• Sinónimos: Shikonin, Pyruvate Kinase Inhibitor II
• Fórmula empírica (notación de Hill): C₁₆H₁₆O₅
• Número de CAS: 517-89-5
• Peso molecular: 288.30
• Número MDL: MFCD00075680
• Código UNSPSC: 12352200

Propiedades

• Nivel de calidad: 100
• Análisis: ≥98% (HPLC)
• formulario: solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze; protect from light
• color: red
• solubilidad: DMSO: 10 mg/mL
• Condiciones de envío: ambient
• temp. de almacenamiento: −20°C
• InChI: 1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3
• Clave InChI: NEZONWMXZKDMKF-UHFFFAOYSA-N

Descripción

Descripción general

A naphthoquinone found in the Chinese herb Lithospermum erythrorhizon. Possesses significant antibacterial, anti-inflammatory and antitumor activities. Inhibits TNF-α and B-16 melanoma-induced angiogenesis in mice. Blocks the expression of integrin αVβ3 and inhibits endothelial cells proliferation and migration in vitro. Also induces apoptosis in HL60 human promyelocytic leukemia cell line. Selectively blocks PKM2 (IC₅₀<1 µM) over PKM1 and PKL activities (IC₅₀ in the range of 10-20 µM), and inhibits cancer cell glycolysis.

A naphthoquinone found in the Chinese herb Shiunko. Possesses significant antibacterial, anti-inflammatory, and antitumor activities. Inhibits TNF-α-induced and B-16 melanoma-induced angiogenesis in mice. Blocks the expression of integrin α_vβ₃ and inhibits endothelial cell proliferation and migration in vitro. Also induces apoptosis in HL60 human promyelocytic leukemia cell line.

Acciones bioquímicas o fisiológicas

Cell permeable: no

Primary Target
TNF-α-induced and B-16 melanoma-induced angiogenesis

Product does not compete with ATP.

Reversible: no

Advertencia

Toxicity: Standard Handling (A)

Reconstitución

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

Otras notas

Chen, J., et al. 2011. Oncogene30, 4297.
Li, H., et al. 1999. Phytother. Res.13, 236.
Yoon, Y., et al. 1999. Planta Med.65, 532.
Hisa, T., et al. 1998. Anticancer Res. 18, 783.

Información legal

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

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable