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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
$238
Updated
2025/07/31
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.

in vivo

Damnacanthal (10-100 mg/kg; oral administration; for 10-300 minutes; male ddY mice) treatment exhibits a significant antinociceptive effect in a dose-dependent manner in the formalin test. Administration of damnacanthal (100 mg/kg) shows significant inhibition of histamine-induced paw edema[4].

Animal Model:Male ddY mice (5-6 weeks) injected with formalin or Histamine[4]
Dosage:10 mg/kg, 30 mg/kg and 100 mg/kg
Administration:Oral administration; for 10 minutes, 30 minutes, 60 minutes or 300 minutes
Result:Significantly reduced the growth of human lung tumor without acute toxicity.

target

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

References

[1] CONNIE R. FALTYNEK. Damnacanthal Is a Highly Potent, Selective Inhibitor of p56lck Tyrosine Kinase Activity[J]. Biochemistry Biochemistry, 1995, 34 38: 12404-12410. DOI:10.1021/bi00038a038
[2] KAZUYA AOKI  John Z  Andrew Parent. Mechanism of damnacanthal-induced [Ca2+]i elevation in human dermal fibroblasts[J]. European journal of pharmacology, 2000, 387 2: Pages 119-124. DOI:10.1016/s0014-2999(99)00811-0
[3] KAZUMASA OHASHI. Damnacanthal, an effective inhibitor of LIM-kinase, inhibits cell migration and invasion.[J]. Molecular Biology of the Cell, 2014, 25 6: 828-840. DOI:10.1091/mbc.e13-09-0540
[4] JAVIER A. GARCÍA-VILAS . The noni anthraquinone damnacanthal is a multi-kinase inhibitor with potent anti-angiogenic effects[J]. Cancer letters, 2017, 385: Pages 1-11. DOI:10.1016/j.canlet.2016.10.037
[5] JAVIER A. GARCIA-VILAS . Damnacanthal inhibits IgE receptor-mediated activation of mast cells[J]. Molecular immunology, 2015, 65 1: Pages 86-93. DOI:10.1016/j.molimm.2015.01.008

DAMNACANTHAL Preparation Products And Raw materials

Raw materials

Preparation Products

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DAMNACANTHAL Suppliers

China 80 Germany 1 Switzerland 1 United Kingdom 3 United States 10 Global 95
Alexis Corporation
Tel
--
Fax
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Email
alexis-ch@alexis-corp.ch
Country
Switzerland
ProdList
3599
Advantage
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477-84-9, DAMNACANTHALRelated Search:

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  • 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