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β-Lapachone

SIGMA/L2037 - ≥98% (TLC)

Synonym: ARQ 501; NSC 26326; NSC 629749; SL 11001

CAS Number: 4707-32-8
Empirical Formula (Hill Notation): C15H14O3
Molecular Weight: 242.27
MDL Number: MFCD01712233
Linear Formula: C15H14O3
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-L2037-5MG 5 mg
 $200.00
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assay ≥98% (TLC)
biological source synthetic (organic)
form powder
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
InChI key QZPQTZZNNJUOLS-UHFFFAOYSA-N
Quality Level 100 
SMILES string CC1(C)CCC2=C(O1)c3ccccc3C(=O)C2=O
Application: β-Lapachone has been used:
• as an anticancer compound in catalase-inhibitable luminol/hydrogen peroxide (HRP)-dependent chemiluminometric assay 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
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.
Biochem/physiol Actions: 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.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (TLC)
UNSPSC 12352200

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