Merck
All Photos(1)

L2037

Sigma-Aldrich

β-Lapachone

≥98% (TLC)

Synonym(s):
ARQ 501, NSC 26326, NSC 629749, SL 11001
Empirical Formula (Hill Notation):
C15H14O3
CAS Number:
Molecular Weight:
242.27
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.77

origen biológico

synthetic (organic)

Nivel de calidad

100

ensayo

≥98% (TLC)

formulario

powder

SMILES string

CC1(C)CCC2=C(O1)c3ccccc3C(=O)C2=O

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

Aplicación

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

Acciones bioquímicas o fisiológicas

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.
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.

Código de clase de almacenamiento

13 - Non Combustible Solids

WGK

WGK 3

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificate of Analysis

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Certificate of Origin

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