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
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.
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..…
N-Bromosuccinimide Price
- Product number
- 251650
- Product name
- Damnacanthal - CAS 477-84-9 - Calbiochem
- Packaging
- 1mg
- Price
- $238
- Updated
- 2025/07/31
- Product number
- 1936
- Product name
- Damnacanthal
- Purity
- ≥98%(HPLC)
- Packaging
- 1
- Price
- $175
- Updated
- 2021/12/16
- Product number
- D134800
- Product name
- Damnacanthal
- Packaging
- 5mg
- Price
- $185
- Updated
- 2021/12/16
- Product number
- 255101
- Product name
- Damnacanthal
- Packaging
- 1mg
- Price
- $432
- Updated
- 2021/12/16
- Product number
- 007491
- Product name
- Damnacanthal
- Packaging
- 5mg
- Price
- $496
- Updated
- 2021/12/16
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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