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HomeProduct name listDAMNACANTHAL

DAMNACANTHAL

Synonym(s):3-Hydroxy-1-methoxyanthraquinone-2-aldehyde;Damnacanthal - CAS 477-84-9 - Calbiochem

  • CAS NO.:477-84-9
  • Empirical Formula: C16H10O5
  • Molecular Weight: 282.25
  • MDL number: MFCD00674209
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-05-18 11:31:21
DAMNACANTHAL Structural

What is DAMNACANTHAL?

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

Description

Damnacanthal, an anthraquinone derivative isolated from the noni plant (Morinda citrifolia), has been touted as a phytochemical whose beneficial effects include HIV protein inhibition. But the lack of scientific proof for these claims caused the FDA to issue warning letters to its purveyors during 2002–2006.

The Uses of DAMNACANTHAL

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

What are the applications of Application

Damnacanthal is an immunomodulator and potent inhibitor of p56lck tyrosine kinase

Definition

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

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

Properties of DAMNACANTHAL

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)
form  Pale orange solid.
pka 5.26±0.20(Predicted)
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.

Safety information for DAMNACANTHAL

Computed Descriptors for DAMNACANTHAL

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