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
CAS Number	37338-80-0;
3D model (JSmol)	Interactive image;
ChemSpider	10266115 (N-oxide form); 80848 (non-zwitterionic form);
ECHA InfoCard	100.232.424
PubChem CID	89579;
UNII	082U1GSX3D;
CompTox Dashboard (EPA)	DTXSID30894757 ;
	InChI 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;
	SMILES [O-][n+]1ccc(O)c(O)c1c2[n+]([O-])ccc(O)c2O;
Properties
Chemical formula	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:
Pictograms
Signal word	Danger
Hazard statements	H300, H370
Precautionary statements	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). Infobox references

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.

^ 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.

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
CAS Number	37338-80-0
3D model (JSmol)	Interactive image
ChemSpider	10266115 (N-oxide form) 80848 (non-zwitterionic form)
ECHA InfoCard	100.232.424
PubChem CID	89579
UNII	082U1GSX3D
CompTox Dashboard (EPA)	DTXSID30894757
InChI 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
SMILES [O-][n+]1ccc(O)c(O)c1c2[n+]([O-])ccc(O)c2O
Properties
Chemical formula	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:
Pictograms
Signal word	Danger
Hazard statements	H300, H370
Precautionary statements	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). Infobox references