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Parthenin

From Wikipedia, the free encyclopedia
Parthenin
Names
IUPAC name
1-Hydroxy-6β,12-epoxyambrosa-2,11(13)-diene-4,12-dione
Systematic IUPAC name
(3aS,6S,6aS,9aS,9bR)-6a-Hydroxy-6,9a-dimethyl-3-methylidene-3,3a,4,5,6,6a,9a,9b-octahydroazuleno[4,5-b]furan-2,9-dione
Other names
Parthenicin
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C15H18O4/c1-8-4-5-10-9(2)13(17)19-12(10)14(3)11(16)6-7-15(8,14)18/h6-8,10,12,18H,2,4-5H2,1,3H3/t8-,10-,12+,14-,15+/m0/s1
    Key: LLQCRTZROWMVOL-JISBIHODSA-N
  • C[C@H]1CC[C@@H]2[C@H]([C@]3([C@]1(C=CC3=O)O)C)OC(=O)C2=C
Properties
C15H18O4
Molar mass 262.305 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Parthenin is a chemical compound classified as a sesquiterpene lactone. It has been isolated from Parthenium hysterophorus.

It is genotoxic, allergenic, and an irritant.[1] Parthenin is believed to be responsible for the dermatitis caused by Parthenium hysterophorus.[2]

References

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  1. ^ Ramos, Alberto; Rivero, Reinaldo; Visozo, Angel; Piloto, Janet; Garcı́a, Arilia (2002). "Parthenin, a sesquiterpene lactone of Parthenium hysterophorus L. Is a high toxicity clastogen". Mutation Research/Genetic Toxicology and Environmental Mutagenesis. 514 (1–2): 19–27. doi:10.1016/S1383-5718(01)00321-7. PMID 11815241.
  2. ^ Picman, J.; Picman, A. K. (1985). "Treatment of dermatitis from parthenin". Contact Dermatitis. 13 (1): 9–13. doi:10.1111/j.1600-0536.1985.tb02484.x. PMID 4042647. S2CID 40846706.