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Submit ReviewDamnacanthal
Description: Potent, selective p56lck inhibitor; also LIMK1/2 inhibitor
Chemical Name: 9,10-Dihydroxy-3-hydroxy-1-methoxy-9,10-dioxo-2-anthracenecarboxaldehyde
Purity: ≥98% (HPLC)
Biological Activity
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, > 40-fold selectivity over c-ErbB2, EGF- and insulin-receptor tyrosine kinases, and > 100-fold selectivity over PKA and PKC. Mobilizes intracellular Ca2+ in dermal fibroblasts and inhibits Ras function. Also inhibits LIMK1/2, as well as migration and invasion of breast cancer cells in vitro.
Technical Data
| M. Wt | 282.25 |
| Formula | C16H10O5 |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 477-84-9 |
| PubChem ID | 2948 |
| InChI Key | IPDMWUNUULAXLU-UHFFFAOYSA-N |
| Smiles | O=C2C3=C(C=C(O)C(C=O)=C3OC)C(C1=CC=CC=C12)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 7.06 | 25 |
Preparing Stock Solutions
The following data is based on the product molecular weight 282.25. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.25 mM | 14.17 mL | 70.86 mL | 141.72 mL |
| 1.25 mM | 2.83 mL | 14.17 mL | 28.34 mL |
| 2.5 mM | 1.42 mL | 7.09 mL | 14.17 mL |
| 12.5 mM | 0.28 mL | 1.42 mL | 2.83 mL |
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References
References are publications that support the biological activity of the product.
Hiramatsu et al (1993) Induction of normal phenotypes in ras-transformed cells by damnacanthal from Morinda citrifolia. Cancer Lett. 73 161 PMID: 7693328
Faltynek et al (1995) Damnacanthal is a highly potent, selective inhibitor fo p56lck tyrosine kinase activity. Biochemistry 34 12404 PMID: 7547985
Aoki et al (2000) Mechanism of damnacanthal-induced [Ca2+]i elevation in human dermal fibroblasts. Eur.J.Pharmacol. 387 119 PMID: 10650151
If you know of a relevant reference for Damnacanthal, please let us know.
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Keywords: Damnacanthal, Damnacanthal supplier, potent, inhibitors, inhibits, p56lck, kinases, selective, Src, Kinases, LIMK, 1936, Tocris Bioscience
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