Plumbagin

Chemical compound From Wikipedia, the free encyclopedia

Plumbagin or 5-hydroxy-2-methyl-1,4-naphthoquinone is an organic compound with the chemical formula C
11
H
8
O
3
. It is regarded as a toxin[1] and it is genotoxic[2] and mutagenic.[3]

Quick facts Names, Identifiers ...
Plumbagin
Skeletal formula of plumbagin
Skeletal formula of plumbagin
Ball-and-stick model of plumbagin
Ball-and-stick model of plumbagin
Names
Preferred IUPAC name
5-Hydroxy-2-methylnaphthalene-1,4-dione
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.882 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3 checkY
    Key: VCMMXZQDRFWYSE-UHFFFAOYSA-N checkY
  • InChI=1/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3
    Key: VCMMXZQDRFWYSE-UHFFFAOYAB
  • Oc1c2C(=O)cc(C)C(=O)c2ccc1
Properties
C11H8O3
Molar mass 188.17942 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Plumbagin is a yellow dye,[1] formally derived from naphthoquinone.

It is named after the plant genus Plumbago, from which it was originally isolated.[4] It is also commonly found in the carnivorous plant genera Drosera and Nepenthes.[5][6] It is also a component of the black walnut drupe.

Plumbagin inhibits CYP2J2.[7]

See also

References

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