Riddelliine

Riddelliine
IUPAC name

(15E)-12,18-Dihydroxy-13,19-didehydrosenecionan-11,16-dione
Other names

Riddelline; Riddelliine; Riddeline; Riddelliin
Identifiers
CAS number 23246-96-0 Y
ChemSpider 17215841
Jmol-3D images Image 1
Properties
Molecular formula C18H23NO6
Molar mass 349.38 g mol−1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Riddelliine is a chemical compound classified as a pyrrolizidine alkaloid. It was first isolated from Senecio riddellii[1] and is also found in a variety of medicinal plants including Jacobaea vulgaris, ragwort, groundsel, and others plants in the genus Senecio (daisies).

Riddelliine can be found as a contaminant in foods such as meat, grains, seeds, milk, herbal tea, and honey.[2]

Riddelliine is suspected to be a carcinogen.[3] It is listed as an IARC Group 2B carcinogen and listed by the National Toxicology Program in its Report on Carcinogens which lists chemicals "known or reasonably anticipated to cause cancer in humans".[4]

See also

References

  1. ^ Adams, I. Roger; Hamlin, K. E., Jr.; Jelinek, C. F.; Phillips, R. F. (1942). "Structure of riddelliine, the alkaloid in Senecio riddellii". Journal of the American Chemical Society 64 (12): 2760–2763. doi:10.1021/ja01264a013. 
  2. ^ NTP Technical Report on Toxicity Studies of Riddelliine, National Toxicology Program, Toxicity Report Series, Number 27
  3. ^ National Toxicology, Program (2003). "Toxicology and carcinogenesis studies of riddelliine (CAS No. 23246-96-0) in F344/N rats and B6C3F1 mice (gavage studies)". National Toxicology Program technical report series (508): 1–280. PMID 12844193. 
  4. ^ 12th Report on Carcinogens, National Toxicology Program