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Plumbagin or 5-hydroxy-2-methyl-1,4-naphthoquinone is an
organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. T ...
with the
chemical formula In chemistry, a chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbol ...
. It is regarded as a
toxin A toxin is a naturally occurring organic poison produced by metabolic activities of living cells or organisms. Toxins occur especially as a protein or conjugated protein. The term toxin was first used by organic chemist Ludwig Brieger (1849 ...
and it is
genotoxic Genotoxicity is the property of chemical agents that damage the genetic information within a cell causing mutations, which may lead to cancer. While genotoxicity is often confused with mutagenicity, all mutagens are genotoxic, but some genotoxic s ...
and
mutagenic In genetics, a mutagen is a physical or chemical agent that permanently changes genetic material, usually DNA, in an organism and thus increases the frequency of mutations above the natural background level. As many mutations can cause cancer i ...
. Plumbagin is a yellow dye,Black Walnut
Drugs.com.
formally derived from
naphthoquinone Naphthoquinones constitute a class of organic compounds structurally related to naphthalene. Two isomers are common for the parent naphthoquinones: * 1,2-Naphthoquinone * 1,4-Naphthoquinone Natural products * Alkannin * Hexahydroxy-1,4-napht ...
. It is named after the plant genus ''
Plumbago ''Plumbago'' is a genus of 10–20 species of flowering plants in the family Plumbaginaceae, native to warm temperate to tropical regions of the world. Common names include plumbago and leadwort (names which are also shared by the genus ''Cerato ...
'', from which it was originally isolated. It is also commonly found in the carnivorous plant genera ''
Drosera ''Drosera'', which is commonly known as the sundews, is one of the largest genera of carnivorous plants, with at least 194 species. 2 volumes. These members of the family Droseraceae lure, capture, and digest insects using stalked mucilaginou ...
'' and '' Nepenthes''. It is also a component of the black walnut drupe.


See also

*
Juglone Juglone, also called 5-hydroxy-1,4-naphthalenedione (IUPAC) is an organic compound with the molecular formula C10H6O3. In the food industry, juglone is also known as C.I. Natural Brown 7 and C.I. 75500. It is insoluble in benzene but soluble i ...


References

{{reflist 1,4-Naphthoquinones Hydroxynaphthoquinones