ILIMAQUINONE Chemical Properties

Melting point:

108-110℃ (pentane )

alpha 

D23 -23.2° (c = 1.12 in CHCl3)

Boiling point:

478.4±45.0 °C(Predicted)

Density 

1.14±0.1 g/cm3(Predicted)

storage temp. 

−20°C

solubility 

DMSO: Soluble; Ethanol: Soluble; Hexane: Soluble; Methanol: Soluble

pka

2.92±0.50(Predicted)

form 

Red solid

color 

Light yellow to brown

Safety Information

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

ILIMAQUINONE Usage And Synthesis

Description

Ilimaquinone is a natural sesquiterpene quinone that has antimicrobial, anti-HIV, anti-mitotic, and anti-inflammatory properties. In mammalian cells, 25 μM ilimaquinone reversibly induces vesiculation of Golgi membranes, blocking the secretory pathway. It inhibits the conversion of S-adenosylhomocysteine (SAH) to homocysteine by SAH hydrolase (IC₅₀ = 40 μM). Ilimaquinone also inhibits DNA polymerase β and dual specificity phosphatase Cdc25B (IC₅₀ = 45.2 and 92 μM, respectively) and, at 10 μM, activates gene expression through hypoxia-inducible factor-1.

Uses

Ilimaquinone is an ADP-ribosylation factor (ARF) and β-COP to the Golgi membrane inhibitor.

Uses

Biological probe for intracellular communications and vesicle-mediated transport.

Definition

ChEBI: A natural product found in Dactylospongia elegans.

General Description

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 Actions

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

ILIMAQUINONE(71678-03-0)Related Product Information

• 5'-GUANYLYLIMIDODIPHOSPHATE TRISODIUM
• EMBELIN
• 2,5-DIHYDROXY-1,4-BENZOQUINONE
• PRIMIN
• ILIMAQUINONE
• 3-methoxy-2,5-toluquinone
• METHOXYBENZOQUINONE
• p-Toluquinone