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1 See also  





2 References  














Plumbagin






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From Wikipedia, the free encyclopedia
 


Plumbagin
Skeletal formula of plumbagin
Ball-and-stick model of plumbagin
Names
Preferred IUPAC name

5-Hydroxy-2-methylnaphthalene-1,4-dione

Identifiers

CAS Number

3D model (JSmol)

ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.882 Edit this at Wikidata

IUPHAR/BPS

KEGG

PubChem CID

UNII

CompTox Dashboard (EPA)

  • 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

Chemical formula

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).

☒N verify (what is checkY☒N ?)

Infobox references

Plumbaginor5-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]

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.

See also

[edit]

References

[edit]
  1. ^ a b Black Walnut. Drugs.com.
  • ^ Jemal Demma; Karl Hallberg; Björn Hellman (2009). "Genotoxicity of plumbagin and its effects on catechol and NQNO-induced DNA damage in mouse lymphoma cells". Toxicology in Vitro. 23 (2): 266–271. doi:10.1016/j.tiv.2008.12.007. PMID 19124069.
  • ^ S B Farr; D O Natvig & T Kogoma (1985). "Toxicity and mutagenicity of plumbagin and the induction of a possible new DNA repair pathway in Escherichia coli". J Bacteriol. 164 (3): 1309–1316. doi:10.1128/JB.164.3.1309-1316.1985. PMC 219331. PMID 2933393.
  • ^ van der Vijver; L. M. (1972). "Distribution of Plumbagin in the Plumbaginaceae". Phytochemistry. 11 (11): 3247–3248. doi:10.1016/S0031-9422(00)86380-3.
  • ^ Wang, W.; Luo, X.; Li, H. (2010). "Terahertz and Infrared Spectra of Plumbagin, Juglone, and Menadione". Carnivorous Plant Newsletter. 39 (3): 82–88.
  • ^ Rischer, H.; Hamm, A.; Bringmann, G. (2002). "Nepenthes insignis Uses a C2-Portion of the Carbon Skeleton of L-Alanine Acquired via its Carnivorous Organs, to Build up the Allelochemical Plumbagin". Phytochemistry. 59 (6): 603–609. doi:10.1016/S0031-9422(02)00003-1. PMID 11867092.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Plumbagin&oldid=1095887632"

    Categories: 
    1,4-Naphthoquinones
    Hydroxynaphthoquinones
    Hidden categories: 
    ECHA InfoCard ID from Wikidata
    Articles containing unverified chemical infoboxes
    Chembox image size set
    Articles with short description
    Short description matches Wikidata
     



    This page was last edited on 1 July 2022, at 00:55 (UTC).

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