401250-M

Ilimaquinone

A cell-permeable marine sponge metabolite with anti-microbial, anti-HIV, anti-inflammatory, and anti-mitotic properties.

• Sinónimos: Ilimaquinone, 3-[(Decahydro-1β,2β,4aβ-trimethyl-5-methylene-1-napthyl)methyl]-2-hydroxy-5-methoxybenzoquinone, IQ
• Fórmula empírica (notación de Hill): C₂₂H₃₀O₄
• Número de CAS: 71678-03-0
• Peso molecular: 358.47
• Código UNSPSC: 12352200

Propiedades

• Nivel de calidad: 100
• Ensayo: ≥98% (HPLC)
• Formulario: solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze; protect from light
• color: red
• solubilidad: DMSO: 200 mg/mL
• temp. de almacenamiento: −20°C
• InChI: 1S/C22H30O4/c1-13-7-6-8-18-21(13,3)10-9-14(2)22(18,4)12-15-19(24)16(23)11-17(26-5)20(15)25/h11,14,18,24H,1,6-10,12H2,2-5H3/t14-,18+,21+,22+/m0/s1
• Clave InChI: JJWITJNSXCXULM-YVUMSICPSA-N

Descripción

Descripción general

A cell-permeable marine sponge metabolite that induces complete and reversible breakdown of Golgi membranes into smaller vesicular structures, possibly through the activation of heterotrimeric G-proteins. Blocks protein transport at the cis-Golgi and depolymerizes microtubules. Also possesses anti-HIV activity and the ability to inhibit the cytotoxicity of ricin and diphtheria toxin.

A cell-permeable marine sponge metabolite with anti-microbial, anti-HIV, anti-inflammatory, and anti-mitotic properties. Induces a complete and reversible breakdown of Golgi membranes into smaller vesicular structures and causes depolymerization of microtubules. Inhibits cellular methylations through its interaction with S-adenosylhomocysteinase. Blocks the cytotoxicity of ricin and diphtheria toxin. Acts as an inhibitor of the RNase H activity of HIV-1.

Acciones bioquímicas o fisiológicas

Primary Target
Induces a complete and reversible breakdown of Golgi membranes into smaller vesicular structures and causes depolymerization of microtubules.

Advertencia

Toxicity: Standard Handling (A)

Otras notas

Radeke, H.S., et al. 1999. Chem. Biol. 6, 639.
Radeke, H.S., and Snapper, M.L. 1998. Bioorg. Med. Chem.6, 1227.
Jamora, C., et al. 1997. Cell 91, 617.
Nambiar, M.P., and Wu, H.C. 1995. Exp. Cell Res. 219, 671.
Loya, S., and Hizi, A. 1993. J. Biol. Chem. 268, 9323.
Takizawa, P.A., et al. 1993. Cell 73, 1079.
Veit, B., et al. 1993. J. Cell Biol. 122, 1197.

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