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DAMNACANTHAL

Product Name
DAMNACANTHAL
CAS No.
477-84-9
Chemical Name
DAMNACANTHAL
Synonyms
DAMNACANTAL;DAMNACANTHAL;3-HYDROXY-1-METHOXYANTHRAQUINONE-2-ALDEHYDE;1-Methoxy-2-formyl-3-hydroxy-9,10-anthraquinone;3-Hydroxy-1-Methoxy-2-anthraquinonecarboxaldehyde;1-Methoxy-3-hydroxy-9,10-dioxoanthracene-2-carbaldehyde;3-hydroxy-1-methoxy-9,10-dioxoanthracene-2-carbaldehyde;3-hydroxy-1-methoxy-9,10-dioxo-anthracene-2-carbaldehyde;3-hydroxy-9,10-diketo-1-methoxy-anthracene-2-carbaldehyde;9,10-Dihydro-3-hydroxy-1-Methoxy-9,10-dioxo-2-anthraldehyde
CBNumber
CB0681393
Molecular Formula
C16H10O5
Formula Weight
282.25
MOL File
477-84-9.mol
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DAMNACANTHAL Property

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.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
251650
Product name
Damnacanthal - CAS 477-84-9 - Calbiochem
Packaging
1mg
Price
$272
Updated
2024/03/01
Tocris
Product number
1936
Product name
Damnacanthal
Purity
≥98%(HPLC)
Packaging
1
Price
$175
Updated
2021/12/16
TRC
Product number
D134800
Product name
Damnacanthal
Packaging
5mg
Price
$185
Updated
2021/12/16
Usbiological
Product number
255101
Product name
Damnacanthal
Packaging
1mg
Price
$432
Updated
2021/12/16
Usbiological
Product number
007491
Product name
Damnacanthal
Packaging
5mg
Price
$496
Updated
2021/12/16
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DAMNACANTHAL Chemical Properties,Usage,Production

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

DAMNACANTHAL Preparation Products And Raw materials

Raw materials

Preparation Products

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477-84-9, DAMNACANTHALRelated Search:

BORRELIDIN (BETA,BETA-DIMETHYLACRYL)SHIKONIN Emodin 8-glucoside PLUMBAGIN Emodin-8-glucoside Chrysophanic acid PURPURIN Chrysophal 8-O-glucoside Chrysophanein AURANTIO-OBTUSIN Epimedium P.E Icariin 10%,20% HPLC 1-methoxyanthraquinone 1,3-DIHYDROXY-2-METHYLANTHRAQUINONE 2,6-DIHYDROXY-4-METHYLBENZALDEHYDE 1-(4-HYDROXY-2,5-DIMETHYL-PHENYL)-ETHANONE 2,4-DIHYDROXY-BENZENE-1,3-DICARB-ALDEHYDE DAMNACANTHAL DAMNACANTHAL(RG)

  • DAMNACANTHAL
  • DAMNACANTAL
  • 1-Methoxy-2-formyl-3-hydroxy-9,10-anthraquinone
  • 1-Methoxy-3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde
  • 3-HYDROXY-1-METHOXYANTHRAQUINONE-2-ALDEHYDE
  • 9,10-Dihydroxy-3-hydroxy-1-methoxy-9,10-dioxo-2-anthracenecarboxaldehyde
  • 1-Methoxy-3-hydroxy-9,10-dioxoanthracene-2-carbaldehyde
  • 9,10-Dihydro-3-hydroxy-1-methoxy-9,10-dioxo-2-anthracenecarbaldehyde
  • 3-hydroxy-1-methoxy-9,10-dioxo-anthracene-2-carbaldehyde
  • 3-hydroxy-1-methoxy-9,10-dioxoanthracene-2-carbaldehyde
  • 3-hydroxy-9,10-diketo-1-methoxy-anthracene-2-carbaldehyde
  • 3-Hydroxy-1-Methoxy-2-anthraquinonecarboxaldehyde
  • 9,10-Dihydro-3-hydroxy-1-Methoxy-9,10-dioxo-2-anthracenecarboxaldehyde
  • 9,10-Dihydro-3-hydroxy-1-Methoxy-9,10-dioxo-2-anthraldehyde
  • 2-Anthracenecarboxaldehyde,9,10-dihydro-3-hydroxy-1-methoxy-9,10-dioxo-
  • 477-84-9