CHEBI:35817 - roxarsone

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ChEBI Name roxarsone
ChEBI ID CHEBI:35817
Definition An organoarsonic acid where the organyl group is 4-hydroxy-3-nitrophenyl.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C6H6AsNO6
Net Charge 0
Average Mass 263.03650
Monoisotopic Mass 262.94111
InChI InChI=1S/C6H6AsNO6/c9-6-2-1-4(7(10,11)12)3-5(6)8(13)14/h1-3,9H,(H2,10,11,12)
InChIKey XMVJITFPVVRMHC-UHFFFAOYSA-N
SMILES Oc1ccc(cc1[N+]([O-])=O)[As](O)(O)=O
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
coccidiostat
An agent useful in the treatment or prevention of coccidiosis in man or animals.
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
coccidiostat
An agent useful in the treatment or prevention of coccidiosis in man or animals.
animal growth promotant
Substances that are administered to farmed animals to improve productivity by promoting weight gain, increasing muscle mass, limiting fat deposition, reducing feed consumption, and reducing waste production.
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
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ChEBI Ontology
Outgoing roxarsone (CHEBI:35817) has functional parent phenylarsonic acid (CHEBI:29851)
roxarsone (CHEBI:35817) has role agrochemical (CHEBI:33286)
roxarsone (CHEBI:35817) has role animal growth promotant (CHEBI:82655)
roxarsone (CHEBI:35817) has role antibacterial drug (CHEBI:36047)
roxarsone (CHEBI:35817) has role coccidiostat (CHEBI:35818)
roxarsone (CHEBI:35817) is a 2-nitrophenols (CHEBI:86421)
roxarsone (CHEBI:35817) is a organoarsonic acid (CHEBI:22638)
IUPAC Name
(4-hydroxy-3-nitrophenyl)arsonic acid
INNs Sources
roxarson ChemIDplus
roxarsone ChemIDplus
roxarsonum ChemIDplus
Synonyms Sources
2-nitro-1-hydroxybenzene-4-arsonic acid ChemIDplus
3-nitro-4-hydroxybenzenearsonic acid ChemIDplus
3-nitro-4-hydroxyphenylarsonic acid ChemIDplus
4-hydroxy-3-nitrobenzenearsonic acid ChEBI
4-hydroxy-3-nitrophenylarsonic acid ChEBI
NSC-2101 ChemIDplus
Brand Names Sources
3-Nitro ChEBI
Ren-O-Sal ChemIDplus
Manual Xrefs Databases
3003 VSDB
DE224953 Patent
GB226255 Patent
LSM-5383 LINCS
Roxarsone Wikipedia
View more database links
Registry Numbers Types Sources
121-19-7 CAS Registry Number ChemIDplus
1221211 Gmelin Registry Number Gmelin
1976533 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12724787 PubMed citation Europe PMC
12731831 PubMed citation Europe PMC
12731832 PubMed citation Europe PMC
18414637 PubMed citation Europe PMC
21388897 PubMed citation Europe PMC
Last Modified
25 February 2016
General Comment
2011-07-25 Roxarsone has been widely used agriculturally in feed for chickens, turkeys and pigs as an antibacterial agent and growth promoter. It was primarily used to improve the effectiveness of the animal drugs, narasin or salinomycin, to control coccidiosis, a parasitic disease that infects the intestinal tracts of poultry and can lead to death in animals. Following concerns about arsenic contamination of the food chain and increased levels of inorganic arsenic detected in broiler chickens treated with roxarsone compared with untreated chickens, in June 2011 the U.S. Food and Drug Administration ordered the manufacturer Pfizer to suspend sales of roxarsone within 30 days.