Riddelliine information

Riddelliine
Names
	IUPAC name (15E)-12,18-Dihydroxy-13,19-didehydrosenecionan-11,16-dione
	Other names Riddelline; Riddelliine; Riddeline; Riddelliin
Identifiers
CAS Number	23246-96-0 ;
3D model (JSmol)	Interactive image;
ChemSpider	17215841;
PubChem CID	5281744;
UNII	81YO8GX9J8 ;
CompTox Dashboard (EPA)	DTXSID4026006 ;
	InChI InChI=1S/C18H23NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,14-15,20,23H,2,5-10H2,1H3/b12-3-/t14-,15-,18-/m1/s1;
	SMILES [H][C@]1(C(COC([C@@]2(O)CO)=O)=CC3)N3CC[C@H]1OC(/C(CC2=C)=C\C)=O;
Properties
Chemical formula	C18H23NO6
Molar mass	349.383 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]

^ 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 Archived 2011-10-23 at the Wayback Machine, 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 Archived 2011-06-25 at the Wayback Machine, National Toxicology Program

[:1-1] 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 Archived 2011-10-23 at the Wayback Machine, 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 Archived 2011-06-25 at the Wayback Machine, National Toxicology Program

Riddelliine information

and 7 Related for: Riddelliine information

Riddelliine

IARC group 2B

C18H23NO6

California Proposition 65 list of chemicals

Pyrrolizidine alkaloid

List of compounds with carbon number 18

Senecionine