Structure via PubChem · Public domain (PubChem)
plumbagin
Sign in to saveAlso known as RTK1, 2-methyl-5-hydroxy-1,4-naphthoquinone, 5-hydroxy-2-methyl-1,4-naphthoquinone, 5-hydroxy-2-methyl-1,4-naphthalenedione, plumbagine, 2-methyljuglone, plumbaein, plumbagone
Plumbagin or 5-hydroxy-2-methyl-1,4-naphthoquinone is an organic compound with the chemical formula . It is regarded as a toxin and it is genotoxic and mutagenic.
Chemical data
- Formula
- C11H8O3
- Molecular weight
- 188.18 g/mol
- IUPAC name
- 5-hydroxy-2-methylnaphthalene-1,4-dione
- SMILES
- CC1=CC(=O)C2=C(C1=O)C=CC=C2O
- InChIKey
- VCMMXZQDRFWYSE-UHFFFAOYSA-N
- XLogP
- 2.3
- Polar surface area
- 54.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 1
- Molecule type
- Small molecule
- Indications
- prostate cancer
via ChEMBL · EBI
Research
1,017 papers- Plumbagin: A Potential Anti-cancer Compound.Mini reviews in medicinal chemistry · 2021
- Plumbagin: A Potential Candidate for Future Research and Development.Current pharmaceutical biotechnology · 2022
- The phytochemical plumbagin reciprocally modulates osteoblasts and osteoclasts.Biological chemistry · 2022
- Plumbagin ameliorates LPS-induced acute lung injury by regulating PI3K/AKT/mTOR and Keap1-Nrf2/HO-1 signalling pathways.Journal of cellular and molecular medicine · 2024
- Plumbagin is a novel GPX4 protein degrader that induces apoptosis in hepatocellular carcinoma cells.Free radical biology & medicine · 2023
via PubMed
Wikidata facts
- Mass
- 188.047344
Show 5 more facts
- subject has role
- cardiotonic
- canonical SMILES
- CC1=CC(=O)C2=C(C1=O)C=CC=C2O
- chemical formula
- C₁₁H₈O₃
- found in taxon
- Streptomyces
- Commons category
- Plumbagin
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Plumbagin or 5-hydroxy-2-methyl-1,4-naphthoquinone is an organic compound with the chemical formula . It is regarded as a toxin and it is genotoxic and mutagenic.
Plumbagin is a yellow dye, formally derived from naphthoquinone.
Excerpted from Wikipedia’s “plumbagin” article, available under the CC BY-SA 4.0 licence.
Available in 11 languages
via Wikidata sitelinks · CC0