Lapachol

CAS: 84-79-7

Ref. 3D-AAA08479

Product Information

• Name: Lapachol
• Synonyms: 1,4-Naphthalenedione, 2-hydroxy-3-(3-methyl-2-buten-1-yl)-, 1,4-Naphthalenedione, 2-hydroxy-3-(3-methyl-2-butenyl)-, 1,4-Naphthoquinone, 2-hydroxy-3-(3-methyl-2-butenyl)-, 2-Hydroxy-3-(3-Methylbut-2-En-1-Yl)Naphthalene-1,4-Dione, 2-Hydroxy-3-(3-methyl-2-buten-1-yl)-1,4-naphthalenedione, 2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione, 2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone, 2-Hydroxy-3-(3-methylbut-2-en-1-yl)-1,4-dihydronaphthalene-1,4-dione, 4-Hydroxy-3-(3-Methylbut-2-En-1-Yl)Naphthalene-1,2-Dione, Bethabarra Wood, Greenhartin, Ipe-tobacco Wood, Lapachol Wood, NSC 11905, NSC 629756, Surinam Greenheart Wood, Taigu Wood, Taiguic acid, Tecomin, C.I. 75490, C.I. Natural Yellow 16

Description

Lapachol is a natural compound that belongs to the class of sesquiterpene lactones and has antimicrobial properties. It has been shown to have biological properties against infectious diseases, such as Hl-60 cells, which are derived from human leukemia cells. Lapachol inhibits the growth of bacteria by disrupting the mitochondrial membrane potential and inducing cell death through a number of different mechanisms. This compound also binds to Toll-like receptor 2 (TLR2) and TLR4, which are receptors on immune system cells that recognize bacterial products and initiate an inflammatory response. Lapachol also inhibits the activity of DNA topoisomerases I and II, enzymes involved in DNA replication. The inhibition of these enzymes causes the accumulation of unbroken DNA strands that form so-called "DNA knots" or "topological traps". These knots prevent the further replication of DNA strands, leading to cell death.

• Brand: Biosynth

Chemical properties

• Molecular weight: 242.27 g/mol
• Formula: C₁₅H₁₄O₃
• Purity: Min. 95%