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
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| Damnacanthal - CAS 477-84-9 - Calbiochem | 251650 | 1mg | $255 |
| Damnacanthal ≥98%(HPLC) | 1936 | 1 | $175 |
| Damnacanthal | D134800 | 5mg | $185 |
| Damnacanthal | 255101 | 1mg | $432 |
| Damnacanthal | 007491 | 5mg | $496 |
| More product size | |||
| 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. |
| InChI | 1S/C16H10O5/c1-21-16-11(7-17)12(18)6-10-13(16)15(20)9-5-3-2-4-8(9)14(10)19/h2-7,18H,1H3 |
| InChIKey | IPDMWUNUULAXLU-UHFFFAOYSA-N |
| SMILES | O(C)c1c2c(cc(c1C=O)O)C(=O)c3c(cccc3)C2=O |
| FDA UNII | WUC3CB63CD |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302 |
| Precautionary statements | P264-P270-P301+P312-P330-P501 |
| WGK Germany | WGK 1 |
| Storage Class | 11 - Combustible Solids |
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 | $255 | 2026-03-19 | 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 |
DAMNACANTHAL Chemical Properties,Uses,Production
Description
Damnacanthal (477-84-9) is a potent inhibitor of p56lcktyrosine kinase activity (IC50= 17 nM for inhibition of autophosphorylation). Displays 7- to 20-fold selectivity over p59fynand p60srctyrosine kinases and > 40-fold to 100-fold selectivity over other kinases.1Mobilizes intracellular Ca2+in dermal fibroblasts.2Inhibits LIM-kinase, impairing cell migration and invasion.3A potent inhibitor of angiogenesis.4Inhibits 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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19552 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354; | support@targetmol.com | United States | 39040 | 58 |
| ShenZhen Trendseen Biological Technology Co.,Ltd. | 13417589054 | trendseenbio@gmail.com | China | 11681 | 58 |
| Hebei Chuanghai Biotechnology Co., Ltd | +86-15350571055 | Sibel@chuanghaibio.com | China | 6085 | 58 |
| DAYANG CHEM (HANGZHOU) CO.,LTD | +86-88938639 +86-17705817739 | info@dycnchem.com | China | 53802 | 58 |
| NANJING YINGWEN BIOTECHNOLOGY CO LTD | +8613382787392 | sales@aeechem.com | China | 10000 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532; 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Chembest Research Laboratories Limited | 021-20908456 | sales@BioChemBest.com | China | 6003 | 61 |
| Chemsky (shanghai) International Co.,Ltd | 021-50135380 | shchemsky@sina.com | China | 15402 | 60 |
| BioBioPha Co., Ltd. | 0871-65217109 13211707573; | y.liu@mail.biobiopha.com | China | 5645 | 65 |
