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Details

Stereochemistry ACHIRAL
Molecular Formula C10H8N2O6
Molecular Weight 252.1803
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ORELLANINE

SMILES

OC1=CC=[N+]([O-])C(=C1O)C2=[N+]([O-])C=CC(O)=C2O

InChI

InChIKey=JEWWXPOUSBVQKG-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C10H8N2O6
Molecular Weight 252.1803
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
The presence of orellanine in spores and basidiocarp from Cortinarius orellanus and Cortinarius rubellus.
2010-12-16
Acute renal failure and neurological manifestations following ingestion of wild mushrooms.
2009-10
Erratum.
2009-06
Acute renal failure by ingestion of Cortinarius species confounded with psychoactive mushrooms: a case series and literature survey.
2009-05
The fungal nephrotoxin orellanine simultaneously increases oxidative stress and down-regulates cellular defenses.
2008-04-15
[Acute renal failure after intake of mushrooms: the orellanus syndrome].
2008
[Orellanus syndrome: a rare cause of acute renal failure].
2007-09
Mycotoxins revisited: Part II.
2005-02
Treatment of intoxication with Cortinarius speciosissimus using an antioxidant therapy.
2004-04
[Acute higher funghi mushroom poisoning and its treatment].
2003-09-20
Cytotoxic fungi--an overview.
2003-09-15
Occurrence of the fungal toxin orellanine as a diglucoside and investigation of its biosynthesis.
2003-06-30
Facile protection of phenols and hydroxypyridines: key components of natural products--a new pathway to orellanine.
2003-01
Acute renal failure following ingestion of wild mushrooms.
2002-04
[Acute renal failure as a sequela of mushroom poisoning with Cortinarius speciocissimus].
2002-02-15
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:06:04 GMT 2025
Edited
by admin
on Mon Mar 31 19:06:04 GMT 2025
Record UNII
082U1GSX3D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ORELLANINE [HSDB]
Preferred Name English
ORELLANINE
HSDB  
Common Name English
(2,2'-BIPYRIDINE)-3,3',4,4'-TETROL, 1,1'-DIOXIDE
Systematic Name English
3,3',4,4'-TETRAHYDROXY-2,2'-BIPYRIDINE-1,1'-DIOXIDE
Systematic Name English
Code System Code Type Description
MESH
C030076
Created by admin on Mon Mar 31 19:06:04 GMT 2025 , Edited by admin on Mon Mar 31 19:06:04 GMT 2025
PRIMARY
CAS
37338-80-0
Created by admin on Mon Mar 31 19:06:04 GMT 2025 , Edited by admin on Mon Mar 31 19:06:04 GMT 2025
PRIMARY
EPA CompTox
DTXSID30894757
Created by admin on Mon Mar 31 19:06:04 GMT 2025 , Edited by admin on Mon Mar 31 19:06:04 GMT 2025
PRIMARY
WIKIPEDIA
ORELLANINE
Created by admin on Mon Mar 31 19:06:04 GMT 2025 , Edited by admin on Mon Mar 31 19:06:04 GMT 2025
PRIMARY
PUBCHEM
89579
Created by admin on Mon Mar 31 19:06:04 GMT 2025 , Edited by admin on Mon Mar 31 19:06:04 GMT 2025
PRIMARY
FDA UNII
082U1GSX3D
Created by admin on Mon Mar 31 19:06:04 GMT 2025 , Edited by admin on Mon Mar 31 19:06:04 GMT 2025
PRIMARY
SMS_ID
300000028794
Created by admin on Mon Mar 31 19:06:04 GMT 2025 , Edited by admin on Mon Mar 31 19:06:04 GMT 2025
PRIMARY
HSDB
7755
Created by admin on Mon Mar 31 19:06:04 GMT 2025 , Edited by admin on Mon Mar 31 19:06:04 GMT 2025
PRIMARY