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 · Français
Le lapachol est un composé organique naturellement présent dans l'arbre lapacho, d'où il tire d'ailleurs son nom. Chimiquement, c'est un dérivé de la naphtoquinone, proche de la vitamine K. Certains l'ont étudié comme possible traitement de certains types de cancers, mais il a été trouvé que son potentiel dans ce domaine est faible, dû aux effets secondaires qu'engendre sa toxicité.
Abstract from DBpedia / Wikipedia · CC BY-SA