Parthenin

Last updated
Parthenin
Parthenin.svg
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
PubChem CID
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]

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Xanthatin, or (3aR,7S,8aS)-7-methyl-3-methylidene-6-[(E)-3-oxobut-1-enyl]-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one (C15H18O3) is a major bioactive compound found in the leaves of the Xanthium strumarium (Asteracae) plant. It is classified as a natural sesquiterpene lactone. Xanthatin is believed to have anti-inflammatory, anti-tumour, anti-microbial, and anti-parasitic properties hence it is being researched for potential use in treatment of cancer and autoimmune diseases. While it has been used in traditional medicine for decades, its mechanisms and modern use haven’t been fully understood yet.

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. 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.