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;
Drug name : Beta-Lap-WJ;
Molecule name : ARQ501; ARQ 501;
Chemical formula : C15H14O3;
NSC code : 26326; 629749;
Codes from synonyms : 30322;
Origin ID : C28694;
UMLS CUI : C0053471;
Currated CISMeF NLP mapping
- Semantic type(s)
- UMLS correspondences (same concept)
- concept_is_in_subset
- is_component_of_chemotherapy_regimen
