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ChemicalBook >> CAS DataBase List >>DAMNACANTHAL

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
Molecular Weight:
282.25
MDL Number:
MFCD00674209
MOL File:
477-84-9.mol
Last updated:2025-01-27 09:38:02

DAMNACANTHAL Properties

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.
FDA UNII WUC3CB63CD
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501

DAMNACANTHAL price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 251650 Damnacanthal - CAS 477-84-9 - Calbiochem 477-84-9 1mg $272 2024-03-01 Buy
Tocris 1936 Damnacanthal ≥98%(HPLC) 477-84-9 1 $175 2021-12-16 Buy
TRC D134800 Damnacanthal 477-84-9 5mg $185 2021-12-16 Buy
Usbiological 255101 Damnacanthal 477-84-9 1mg $432 2021-12-16 Buy
Usbiological 007491 Damnacanthal 477-84-9 5mg $496 2021-12-16 Buy
Product number Packaging Price Buy
251650 1mg $272 Buy
1936 1 $175 Buy
D134800 5mg $185 Buy
255101 1mg $432 Buy
007491 5mg $496 Buy

DAMNACANTHAL Chemical Properties,Uses,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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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 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 9,10-Dihydroxy-3-hydroxy-1-methoxy-9,10-dioxo-2-anthracenecarboxaldehyde 2-Anthracenecarboxaldehyde,9,10-dihydro-3-hydroxy-1-methoxy-9,10-dioxo- 477-84-9