Riddelliine
 | |
| Names | |
|---|---|
| IUPAC name
(15E)-12,18-Dihydroxy-13,19-didehydrosenecionan-11,16-dione | |
| Other names
Riddelline; Riddelliine; Riddeline; Riddelliin | |
| Identifiers | |
23246-96-0  | |
| ChemSpider | 17215841 |
| Jmol interactive 3D | Image |
| PubChem | 5281744 |
| |
| |
| Properties | |
| C18H23NO6 | |
| Molar mass | 349.38 g·mol−1 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 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 plants including Jacobaea vulgaris, Senecio vulgaris, and others plants in the genus Senecio.
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
- Senecionine, a closely related pyrrolizidine alkaloid
References
- ↑ 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.
- ↑ NTP Technical Report on Toxicity Studies of Riddelliine, National Toxicology Program, Toxicity Report Series, Number 27
- ↑ 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.
- ↑ 12th Report on Carcinogens, National Toxicology Program
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