Orellanine

Orellanine
Orellanine
Names
IUPAC name
3,3′,4,4′-Tetrahydroxy-2,2′-bipyridine-N,N′-dioxide
Other names
Orellanin,
2,2-Bipyridine-3,3-4,4-tetrol-1,1-dioxide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.232.424 Edit this at Wikidata
UNII
  • InChI=1S/C10H8N2O6/c13-5-1-3-11(17)7(9(5)15)8-10(16)6(14)2-4-12(8)18/h1-4,13-16H
    Key: JEWWXPOUSBVQKG-UHFFFAOYSA-N
  • [O-][n+]1ccc(O)c(O)c1c2[n+]([O-])ccc(O)c2O
Properties
C10H8N2O6
Molar mass 252.182 g·mol−1
Appearance Colorless to white crystalline powder
Odor Odorless
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Highly toxic with delayed onset of toxicity
GHS labelling:
GHS06: ToxicGHS08: Health hazard
Danger
H300, H370
P260, P264, P270, P301+P310, P307+P311, P321, P330, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Orellanine or orellanin is a mycotoxin found in a group of mushrooms known as the Orellani within the family Cortinariaceae.[1] Structurally, it is a bipyridine N-oxide compound somewhat related to the herbicide diquat.

  1. ^ Oubrahim H.; Richard J.-M.; Cantin-Esnault D.; Seigle-Murandi F.; Trecourt F (1997). "Novel methods for identification and quantification of the mushroom nephrotoxin orellanine". Journal of Chromatography. 758 (1): 145–157. doi:10.1016/S0021-9673(96)00695-4. PMID 9181972.