DAMNACANTHAL Chemical Properties

Melting point:

218～219℃

Boiling point:

531.9±50.0 °C(Predicted)

Density 

1.461±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Soluble in DMSO (up to 7 mg/ml)

pka

5.26±0.20(Predicted)

form 

Pale orange solid.

color 

Yellow

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.

DAMNACANTHAL Usage And Synthesis

Description

Damnacanthal (477-84-9) is a potent inhibitor of p56lck?tyrosine kinase activity (IC50?= 17 nM for inhibition of autophosphorylation). Displays 7- to 20-fold selectivity over p59fyn?and p60src?tyrosine kinases and > 40-fold to 100-fold selectivity over other kinases.1?Mobilizes intracellular Ca2+?in dermal fibroblasts.2?Inhibits LIM-kinase, impairing cell migration and invasion.3?A potent inhibitor of angiogenesis.4?Inhibits mast cell activation.5

Uses

Damnacanthal-induced anti-inflammation is associated with inhibition of NF-κB activity. Damnacanthal is used in the treatment of inflammatory-related diseases.

Definition

ChEBI: 3-hydroxy-1-methoxy-9,10-dioxo-2-anthracenecarboxaldehyde is a monohydroxyanthraquinone and an aldehyde.

target

Syk | Akt | IL Receptor | TNF-α | Caspase | NF-kB | p53 | p21 | p38MAPK | Bcl-2/Bax | Histamine Receptor

References

1) Faltynek?et al.?(1995),?Damnacanthal is a highly potent, selective inhibitor of p56lck tyrosine kinase activity; Biochemistry,?34?12404 2) Aoki?et al.?(2000),?Mechanism of damnacanthal-induced ;Ca(2+)](i) elevation in human dermal fibroblasts; Eur. J. Pharmacol.,?387?119 3) Ohashi?et al.?(2014),?Damnacanthal, an effective inhibitor of LIM-kinase, inhibits cell migration and invasion; Mol. Biol. Cell,?25?828 4) Garcia-Vilas?et al.?(2017),?The noni anthraquinone damnacanthal is a multi-kinase inhibitor with potent anti-angiogenic effects; Cancer Letters,?385?1 5) Garcia-Vilas?et al.?(2015),?Damnacanthal inhibits IgE receptor-mediated activation of mast cells; Mol. Immunol.,?65?86

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