Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and Plumbagin: Difference between pages

{{for|the mineral known as plombagine|Plumbago (mineral)}}

{{

| verifiedrevid =

| Name = Plumbagin

| ImageFile = Plumbagin.PNG

| ImageSize = 180

| ImageName = Skeletal formula of plumbagin

| ImageFile1 = Plumbagin-3D-balls.png

| ImageSize1 = 190

| ImageName1 = Ball-and-stick model of plumbagin

| = 5--2--1,4-dione

| OtherNames =

| SystematicName =

| IUPHAR_ligand = 7003

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| CASNo_Ref = {{cascite|correct|}}

| CASNo = 481-42-5

| = {{||}}

| UNII = YAS4TBQ4OQ

| ChEBI_Ref = {{ebicite|correct|EBI}}

| SMILES = =O)()C(=)

}}

| Formula = C₁₁H₈O₃

| MolarMass = 188.17942 g/mol

| Density =

| MeltingPt =

| BoilingPt =

| Solubility =

}}

| Section3 =

| Section4 =

| Section5 =

| Section6 =

'''Plumbagin''' or '''5-hydroxy-2-methyl-1,4-naphthoquinone''' is an [[organic compound]] with the [[chemical formula]] {{chem|C|11|H|8|O|3}}. It is regarded as a [[toxin]]<ref name=walnut /> and it is [[Genotoxicity|genotoxic]]<ref>{{Cite journal | journal = Toxicology in Vitro | volume = 23 | issue = 2 | year = 2009 | pages = 266–271 | title = Genotoxicity of plumbagin and its effects on catechol and NQNO-induced DNA damage in mouse lymphoma cells |author1=Jemal Demma |author2=Karl Hallberg |author3=Björn Hellman | doi = 10.1016/j.tiv.2008.12.007| pmid = 19124069 }}</ref> and [[mutagenic]].<ref>{{Cite journal | journal = J Bacteriol | year = 1985 | volume = 164 | issue = 3 | pages = 1309–1316 | pmc = 219331 | title = Toxicity and mutagenicity of plumbagin and the induction of a possible new DNA repair pathway in Escherichia coli |author1=S B Farr |author2=D O Natvig |author3=T Kogoma | doi = 10.1128/JB.164.3.1309-1316.1985 |name-list-style=amp | pmid=2933393}}</ref>

Plumbagin is a yellow [[dye]],<ref name=walnut>[https://www.drugs.com/npp/black-walnut.html Black Walnut]. Drugs.com.</ref> formally derived from [[naphthoquinone]].

It is named after the plant genus ''[[Plumbago]]'', from which it was originally isolated.<ref>{{ cite journal |author1=van der Vijver |author2=L. M. | title = Distribution of Plumbagin in the Plumbaginaceae | journal = Phytochemistry | year = 1972 | volume = 11 | issue = 11 | pages = 3247–3248 | doi = 10.1016/S0031-9422(00)86380-3 }}</ref>

It is also commonly found in the [[carnivorous plant]] genera ''[[Drosera]]'' and ''[[Nepenthes]]''.<ref>{{ cite journal |author1=Wang, W. |author2=Luo, X. |author3=Li, H. | title = Terahertz and Infrared Spectra of Plumbagin, Juglone, and Menadione | journal = [[Carnivorous Plant Newsletter]] | year = 2010 | volume = 39 | issue = 3 | pages = 82–88 }}</ref><ref name=Rischer>{{ cite journal |author1=Rischer, H. |author2=Hamm, A. |author3=Bringmann, G. | title = ''Nepenthes insignis'' Uses a C₂-Portion of the Carbon Skeleton of L-Alanine Acquired via its Carnivorous Organs, to Build up the Allelochemical Plumbagin | journal = Phytochemistry | year = 2002 | volume = 59 | issue = 6 | pages = 603–609 | doi = 10.1016/S0031-9422(02)00003-1 |pmid=11867092 }}</ref> It is also a component of the [[Juglans nigra|black walnut]] drupe.

== See also ==

* [[Juglone]]

== References ==

{{reflist}}

[[Category:1,4-Naphthoquinones]]

[[Category:Hydroxynaphthoquinones]]