Piperlongumine

Piperlongumine
Names
	IUPAC name 1-[(2E)-3-(3,4,5-Trimethoxyphenyl)prop-2-enoyl]-5,6-dihydropyridin-2(1H)-one
	Other names Piplartine
Identifiers
CAS Number	20069-09-4 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL465843 ;
ChemSpider	553441 ;
ECHA InfoCard	100.243.690
PubChem CID	637858;
UNII	SGD66V4SVJ ;
CompTox Dashboard (EPA)	DTXSID801029762 ;
	InChI InChI=1S/C17H19NO5/c1-21-13-10-12(11-14(22-2)17(13)23-3)7-8-16(20)18-9-5-4-6-15(18)19/h4,6-8,10-11H,5,9H2,1-3H3/b8-7+ Key: VABYUUZNAVQNPG-BQYQJAHWSA-N ;
	SMILES O=C2\C=C/CCN2C(=O)\C=C\c1cc(OC)c(OC)c(OC)c1;
Properties
Chemical formula	C17H19NO5
Molar mass	317.341 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Piperlongumine (also called piplartine or piperlongumin) is an amide alkaloid constituent^[1] of the fruit of the long pepper (Piper longum), a pepper plant found in southern India and southeast Asia.^[2] When extracted, piperlongumine may cause skin, eye or respiratory tract irritation.^[1]

Traditional medicine and research

Long peppers have been used in Ayurveda and traditional Chinese medicine as a supposed treatment.^[2]^[3] As a constituent of long peppers, piperlongumine has been assessed in laboratory studies to determine its possible biological properties.^[2]^[3]

References

^ ^a ^b "Piperlongumine". PubChem, US National Library of Medicine. 29 November 2020. Retrieved 5 December 2020.
^ ^a ^b ^c Piska, Kamil; Gunia-Krzyżak, Agnieszka; Koczurkiewicz, Paulina; Wójcik-Pszczoła, Katarzyna; Pękala, Elżbieta (2018). "Piperlongumine (piplartine) as a lead compound for anticancer agents – Synthesis and properties of analogues: A mini-review". European Journal of Medicinal Chemistry. 156: 13–20. doi:10.1016/j.ejmech.2018.06.057. ISSN 0223-5234. PMID 30006159.
^ ^a ^b "Piperlongumine". US National Center for Advancing Translational Sciences. 2020. Retrieved 5 December 2020.

[pubchem-1] "Piperlongumine". PubChem, US National Library of Medicine. 29 November 2020. Retrieved 5 December 2020.

[piska-2] Piska, Kamil; Gunia-Krzyżak, Agnieszka; Koczurkiewicz, Paulina; Wójcik-Pszczoła, Katarzyna; Pękala, Elżbieta (2018). "Piperlongumine (piplartine) as a lead compound for anticancer agents – Synthesis and properties of analogues: A mini-review". European Journal of Medicinal Chemistry. 156: 13–20. doi:10.1016/j.ejmech.2018.06.057. ISSN 0223-5234. PMID 30006159.

[ncats-3] "Piperlongumine". US National Center for Advancing Translational Sciences. 2020. Retrieved 5 December 2020.

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