Parthenin

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. Parthenin is believed to be responsible for the dermatitis caused by Parthenium hysterophorus.

References

  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. Bibcode:2002MRGTE.514...19R. 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.