- β-Lapachone
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- $40.00 / 5mg
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2026-04-13
- CAS:4707-32-8
- Min. Order:
- Purity: 99.88%
- Supply Ability: 10g
- BETA-LAPACHONE
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- $140.00/ G
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2025-12-12
- CAS:4707-32-8
- Min. Order: 10G
- Purity: 98%MIN
- Supply Ability: 25KG
- BETA-LAPACHONE
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- $0.00 / 1KG
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2025-04-04
- CAS:4707-32-8
- Min. Order: 1KG
- Purity: 98%
- Supply Ability: 1ton
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| | BETA-LAPACHONE Basic information |
| Product Name: | BETA-LAPACHONE | | Synonyms: | BETA-LAPACHONE;2-b)pyran-5,6-dione,3,4-dihydro-2,2-dimethyl-2h-naphtho(;b-Lapachone;B-LAPACHONE,2,2-DIMETHYL-3,4-DIHYDRO-2H-BENZO[H]CHROMENE-5,6-DIONE;3,4-DIHYDRO-2,2-DIMETHYL-2H-NAPHTHO[1,2-B]PYRAN-5,6-DIONE;3,4-DIHYDRO-2,2-DIMETHYL-2H-NAPHTHOL[1,2-B]PYRAN-5,6-DIONE;2,2-Dimethyl-3,4,5,6-tetrahydro-2H-naphtho[1,2-b]pyran-5,6-dione;2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione | | CAS: | 4707-32-8 | | MF: | C15H14O3 | | MW: | 242.27 | | EINECS: | | | Product Categories: | Inhibitors;Aromatics;Heterocycles;Isotope Labelled Compounds;DNA Repair RegulatorsCancer Research;Gene RegulationEnzyme Inhibitors by Enzyme;Topoisomerase I;Apoptosis and Cell Cycle;Chemopreventive Agents;DNA metabolism;R to | | Mol File: | 4707-32-8.mol |  |
| | BETA-LAPACHONE Chemical Properties |
| Melting point | >110°C (dec.) | | Boiling point | 381.4±42.0 °C(Predicted) | | density | 1.25±0.1 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | Soluble in DMSO (up to 35 mg/ml) or in Ethanol (up to 15 mg/ml) | | form | Orange to brown solid. | | color | Orange | | biological source | synthetic (organic) | | Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.Shipping Code | | Cosmetics Ingredients Functions | ANTIMICROBIAL
SKIN CONDITIONING - MISCELLANEOUS | | 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 | | SMILES | C12C3=C(C=CC=C3)C(=O)C(=O)C=1CCC(C)(C)O2 | | LogP | 2.820 (est) |
| WGK Germany | 3 | | RTECS | QL6127400 | | HS Code | 2932990090 | | Storage Class | 11 - Combustible Solids |
| | BETA-LAPACHONE Usage And Synthesis |
| Description | β-Lapachone (4707-32-8) is a naturally occurring quinone found in the bark of the Lapacho tree (Tabebuia avellanedae). A novel DNA topoisomerase I inhibitor which unlike camptothecin does not stabilize the cleavable complex indicating a novel mode of action.1Induces apoptosis in a number of cancer cell lines.2In cancer cells over-expressing NAD(P)H:quinone oxidoreductase, reduction of β-lapachone leads to futile cycling between quinone and hydroquinone forms3resulting in the production of reactive oxygen species4. Suppresses radiation-induced activation of NFκB.5 | | Chemical Properties | Orange Solid | | Uses | β-Lapachone is a naturally occurring quinone obtained from the bark of the lapacho tree (Tabebuia avellanedae) with cancer chemopreventive properties. Induces apoptosis in HL-60 and human prostate cancer cells. | | Uses | β-Lapachone has been used:
- as an anticancer compound in catalase-inhibitable luminol/hydrogen peroxide (HRP)-dependent chemiluminometricassay in Lewis lung carcinoma (LLC) cells and isolated mitochondria
- as a naphthoquinone to study its effects on the growth and differentiation of mice granulocyte and macrophage progenitor cells
- as a substrate to study the enzyme activity of human recombinant NAD(P)H dehydrogenase 1 (NQO1) protein
| | Definition | ChEBI: A benzochromenone that is 3,4-dihydro-2H-benzo[h]chromene-5,6-dione substituted by geminal methyl groups at position 2. Isolated from Tabebuia avellanedae, it exhibits antineoplastic and anti-inflammatory activi
ies. | | Biochem/physiol Actions | β-Lapachone acts as a DNA topoisomerase type I inhibitor. It exhibits anti-fungal, anti-bacterial, trypanocidal, and antiviral properties. β-Lapachone also inhibits nitric oxide(NO) and inducible NO synthase (iNOS) in alveolar macrophages. | | References | [1] C J LI A B P L Averboukh. beta-Lapachone, a novel DNA topoisomerase I inhibitor with a mode of action different from camptothecin.[J]. The Journal of Biological Chemistry, 1993, 268 30: 22463-22468.
[2] S M WUERZBERGER. Induction of apoptosis in MCF-7:WS8 breast cancer cells by beta-lapachone.[J]. Cancer research, 1998, 58 9: 1876-1885.
[3] J J PINK. NAD(P)H:Quinone oxidoreductase activity is the principal determinant of beta-lapachone cytotoxicity.[J]. The Journal of Biological Chemistry, 2000, 275 8: 5416-5424. DOI:10.1074/jbc.275.8.5416
[4] DAVID SIEGEL David R Chao Yan. NAD(P)H:quinone oxidoreductase 1 (NQO1) in the sensitivity and resistance to antitumor quinones[J]. Biochemical pharmacology, 2012, 83 8: Pages 1033-1040. DOI:10.1016/j.bcp.2011.12.017
[5] Beta-lapachone suppresses radiation-induced activation of nuclear factor-kappaB |
| | BETA-LAPACHONE Preparation Products And Raw materials |
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