401250-M

Ilimaquinone

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

• Synonym(e): Ilimaquinone, 3-[(Decahydro-1β,2β,4aβ-trimethyl-5-methylene-1-napthyl)methyl]-2-hydroxy-5-methoxybenzoquinone, IQ
• Empirische Formel (Hill-System): C₂₂H₃₀O₄
• CAS-Nummer: 71678-03-0
• Molekulargewicht: 358.47
• UNSPSC-Code: 12352200

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥98% (HPLC)
• Form: solid
• Hersteller/Markenname: Calbiochem^®
• Lagerbedingungen: OK to freeze; protect from light
• Farbe: red
• Löslichkeit: DMSO: 200 mg/mL
• Lagertemp.: −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
• InChIKey: JJWITJNSXCXULM-YVUMSICPSA-N

Beschreibung

Allgemeine Beschreibung

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.

Biochem./physiol. Wirkung

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

Warnhinweis

Toxicity: Standard Handling (A)

Sonstige Hinweise

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.

Rechtliche Hinweise

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

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable