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Beta-Lapachone Chemical Structure

Beta-Lapachone

Data Sheet For research use only. Not for human use.
Cat. No. :BCP09779CAS No. :4707-32-8Purity:98%
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  • Chemical Properties&Biological Activity
CAS No. 4707-32-8 Cat. No. BCP09779
Name Beta-Lapachone
Synonyms β-Lapachone;ARQ 501;ARQ-501;ARQ501;NSC-26326;NSC26326;NSC 26326;
SMILES CC1(CCC2=C(O1)C3=CC=CC=C3C(=O)C2=O)C
Chemical Name
Formula C15H14O3 M. Wt 242.27
Purity 98% Storage Store at 4-8°C
Description beta-Lapachone is a naphthoquinone compound derived from bark of Tabebuia sp., with antitumor, antibacterial, antifungal and antitrypanosomal activities. Beta-lapachone exerts its anti-tumor effect by indirect actions of inducing p53-independent apoptosis and cell cycle arrest mediated through altered activities of cell cycle control regulatory proteins; including down-regulating retinoblastoma protein (pRB), a transcriptional repressor target at transcription factor E2F-1, as well as induces expression of cyclin dependent kinase inhibitor 1A (CDKN1A or p21). Both E2F-1 and p21 are required for G1/S-phase transition during cell cycle. This agent also inhibits DNA topoisomerase I by a mechanism distinct from that of camptothecin, and thereby blocks the formation of a cleavable complex leading to enzyme inhibition and prevent DNA repair. Furthermore, beta-lapachone could induce reactive oxygen species in vivo, and result in cytotoxicity.
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