| Identification | Back Directory | [Name]
DAMNACANTHAL | [CAS]
477-84-9 | [Synonyms]
DAMNACANTAL
DAMNACANTHAL
3-HYDROXY-1-METHOXYANTHRAQUINONE-2-ALDEHYDE
1-Methoxy-2-formyl-3-hydroxy-9,10-anthraquinone
3-Hydroxy-1-Methoxy-2-anthraquinonecarboxaldehyde
3-hydroxy-1-methoxy-9,10-dioxoanthracene-2-carbaldehyde
1-Methoxy-3-hydroxy-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
9,10-Dihydro-3-hydroxy-1-methoxy-9,10-dioxo-2-anthracenecarbaldehyde
1-Methoxy-3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde
9,10-Dihydro-3-hydroxy-1-Methoxy-9,10-dioxo-2-anthracenecarboxaldehyde
2-Anthracenecarboxaldehyde,9,10-dihydro-3-hydroxy-1-methoxy-9,10-dioxo-
9,10-Dihydroxy-3-hydroxy-1-methoxy-9,10-dioxo-2-anthracenecarboxaldehyde | [Molecular Formula]
C16H10O5 | [MDL Number]
MFCD00674209 | [MOL File]
477-84-9.mol | [Molecular Weight]
282.25 |
| Chemical Properties | Back Directory | [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. |
| Hazard Information | Back Directory | [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 | [storage]
4°C, protect from light | [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 |
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| Company Name: |
BioBioPha Co., Ltd.
|
| Tel: |
0871-65217109 13211707573; |
| Website: |
http://www.biobiopha.com |
| Company Name: |
Synchem OHG
|
| Tel: |
+49 5662 408730 |
| Website: |
www.synchem.de |
|