" /> Lapachone - CISMeF





Preferred Label : Lapachone;

NCIt synonyms : 3,4-Dihydro-2,2-dimethyl-2H-naphtho(1,2-b)pyran-5,6-dione; Beta-Lapachone;

NCIt definition : A poorly soluble, ortho-naphthoquinone with potential antineoplastic and radiosensitizing activity. Beta-lapachone (b-lap) is bioactivated by NAD(P)H:quinone oxidoreductase-1 (NQO1), creating a futile oxidoreduction that generates high levels of superoxide. In turn, the highly reactive oxygen species (ROS) interact with DNA, thereby causing single-strand DNA breaks and calcium release from endoplasmic reticulum (ER) stores. Eventually, the extensive DNA damage causes hyperactivation of poly(ADP-ribose) polymerase-1 (PARP-1), an enzyme facilitating DNA repair, accompanied by rapid depletion of NAD /ATP nucleotide levels. As a result, a caspase-independent and ER-stress induced mu-calpain-mediated cell death occurs in NQO1-overexpressing tumor cells. NQO1, a flavoprotein and two-electron oxidoreductase, is overexpressed in a variety of tumors.;

UNII : 6N4FA2QQ6A;

InChIKey : QZPQTZZNNJUOLS-UHFFFAOYSA-N;

CAS number : 4707-32-8; a href https://gsrs.ncats.nih.gov/ginas/app/beta/browse-substance?search 4707-32-8 alt lien vers site G-SRS target _blank img src /img/logos/logo_g-srs.png alt Logo G-SRS /a ;

Drug name : Beta-Lap-WJ;

Molecule name : ARQ501; ARQ 501;

Chemical formula : C15H14O3;

NSC code : 26326; 629749;

Codes from synonyms : 30322;

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12/05/2024


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