Structure via PubChem · Public domain (PubChem)
Chemical data
- Formula
- C15H14O3
- Molecular weight
- 242.27 g/mol
- IUPAC name
- 4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione
- SMILES
- CC(=CCC1=C(C2=CC=CC=C2C(=O)C1=O)O)C
- InChIKey
- CWPGNVFCJOPXFB-UHFFFAOYSA-N
- XLogP
- 2.8
- Polar surface area
- 54.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
314 papers- Lapachol and lapachone analogs: a journey of two decades of patent research(1997-2016).Expert opinion on therapeutic patents · 2017
- Plant-Derived Lapachol Analogs as Selective Metalloprotease Inhibitors Against Bothrops Venom: A Review.International journal of molecular sciences · 2025
- Lapachol acetylglycosylation enhances its cytotoxic and pro-apoptotic activities in HL60 cells.Toxicology in vitro : an international journal published in association with BIBRA · 2020
- Lapachol inhibits the growth of lung cancer by reversing M2-like macrophage polarization via activating NF-κB signaling pathway.Cellular signalling · 2023
- Novel Ru(II)-bipyridine/phenanthroline-lapachol complexes as potential anti-cancer agents.Journal of inorganic biochemistry · 2022
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Has part
- carbon
- Mass
- 242.094294308
Show 5 more facts
- chemical formula
- C₁₅H₁₄O₃
- canonical SMILES
- CC(=CCC1=C(C(=O)c2ccccc2C1=O)O)C
- MCN code
- 2914.69.10
- found in taxon
- Avicennia schaueriana
- Commons category
- Lapachol
Sources (2)
via Wikidata · CC0
Article · Português
O Lapachol é um composto orgânico natural isolado de árvores aparentadas com o Ipê (Gênero Handroanthus, especialmente a Handroanthus impetiginosus) Quimicamente, é um derivado da naftoquinona, estruturalmente relacionada com a vitamina K. Já estudado como possível tratamento para certos tipos de câncer, o potencial do lapachol é agora considerado baixo devido aos seus efeitos colaterais tóxicos.
Abstract from DBpedia / Wikipedia · CC BY-SA