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| Product Name | Beta-Lapachone |
| Description |
DNA topoisomerase I inhibitor |
| Purity | >98% (HPLC); NMR (conforms) |
| CAS No. | 4707-32-8 |
| Molecular Formula | C15H14O3 |
| Molecular Weight | 242.3 |
| Field of Use | Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only. |
Properties
| Storage Temperature | -20ºC |
| Shipping Temperature | Shipped Ambient |
| Product Type | Inhibitor |
| Solubility | May be dissolved in DMSO (35 mg/ml); or Ethanol (15 mg/ml) |
| Source | Synthetic |
| Appearance | Orange powder |
| SMILES | CC1(CCC2=C(O1)C3=CC=CC=C3C(=O)C2=O)C |
| InChI | InChI=1S/C15H14O3/c1-15(2)8-7-11-13(17)12(16)9-5-3-4-6-10(9)14(11)18-15/h3-6H,7-8H2,1-2H3 |
| InChIKey | QZPQTZZNNJUOLS-UHFFFAOYSA-N |
| Safety Phrases | May be harmful by inhalation, ingestion, or skin absorption. May cause eye, skin, or respiratory system irritation. |
| Cite This Product | Beta-Lapachone (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-589) |
Biological Description
| Alternative Names | 3,4-Dihydro-2,2-dimethyl-2H-naphtho[1,2-b]pyran-5,6-dione; NSC-26326 |
| Research Areas | Alzheimer's Disease, Cell Signaling, DNA Synthesis, DNA/RNA, Epigenetics and Nuclear Signaling, Neurodegeneration, Neuroscience, Topoisomerases |
| PubChem ID | 3885 |
| Scientific Background |
β-Lapachone is a naturally derived quinone with potent anti-cancer and redox-modulating properties. It selectively targets cells overexpressing NAD(P)H:quinone oxidoreductase 1 (NQO1), leading to reactive oxygen species (ROS) generation and apoptosis. In neuroscience, β-Lapachone has shown promise in reducing cognitive impairment and neuroinflammation in amyloid-induced models. Its ability to modulate oxidative stress and suppress NF-κB activation positions it as a potential neuroprotective agent in Alzheimer’s disease and other oxidative stress-related neurodegenerative conditions. |
| References |
1. CJ Li et al. J. Biol. Chem. 1993 268:22463 2. SM Wuerzberger et al. Cancer Res. 1998 58:1876 3. JJ Pink et al. J. Biol. Chem. 2000 275:5416 4. D Siegel et al. Biochem. Pharmacol. 2012 83:1033 5. GZ Dong et al. Exp. Mol. Med. 2010 42:327 |
Product Images
Chemical structure of Beta-Lapachone (SIH-589), a DNA topoisomerase I inhibitor. CAS #: 4707-32-8. Molecular Formula: C15H14O3. Molecular Weight: 242.3 g/mol.
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