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Damnacanthal

Damnacanthal structure

Damnacanthal 

structure
  • CAS No:

    477-84-9

  • Formula:

    C16H10O5

  • Chemical Name:

    Damnacanthal

  • Synonyms:

    2-Anthracenecarboxaldehyde,9,10-dihydro-3-hydroxy-1-methoxy-9,10-dioxo-;2-Anthraldehyde,9,10-dihydro-3-hydroxy-1-methoxy-9,10-dioxo-;2-Anthraquinonecarboxaldehyde,3-hydroxy-1-methoxy-;9,10-Dihydro-3-hydroxy-1-methoxy-9,10-dioxo-2-anthracenecarboxaldehyde;Damnacanthal;156367-29-2

  • Categories:

    Natural Products  >  Anthraquinone and Derivatives

Description

Damnacanthal is an anthraquinone isolated from the root of Morinda citrifolia. Damnacanthal is a highly potent, selective inhibitor of p56lck tyrosine kinase activity. Natural Damnacanthal inhibits p56 lck autophosphorylation and phosphorylation of exogenous substrates with IC50s of 46 nM and 220 nM, respectively. Damnacanthal is a potent inducer of apoptosis with anticancer activity. Damnacanthal also has antinociceptive, anti-inflammatory effects in mice and anti-fungal activity agains


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

Damnacanthal Basic Attributes

282.25

282.25

DTXSID10197253

Characteristics

80.7

3.74

1.5±0.1 g/cm3

208 °C

531.9±50.0 °C at 760 mmHg

204.9±23.6 °C

1.692

Drug Information

damnacanthal

Damnacanthal Use and Manufacturing

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

Computed Properties

Molecular Weight:282.25
XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:282.05282342
Monoisotopic Mass:282.05282342
Topological Polar Surface Area:80.7
Heavy Atom Count:21
Complexity:460
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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