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Showing metabocard for Roxarsone (HMDB0033205)

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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:55:01 UTC
Update Date2019-07-23 06:12:48 UTC
HMDB IDHMDB0033205
Secondary Accession Numbers
  • HMDB33205
Metabolite Identification
Common NameRoxarsone
DescriptionRoxarsone, also known as 3-nitro or NSC-2101, belongs to the class of organic compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms. Roxarsone is an extremely weak basic (essentially neutral) compound (based on its pKa). Roxarsone is a potentially toxic compound. The final phase consists of peripheral sensory neuropathy of the hands and feet. The drug is also approved in the United States for use in pigs. Roxarsone is a fda approved additive for chicken, turkey and swine feeds.
Structure
Data?1563862368
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Nitro-1-hydroxybenzene-4-arsonic acidChEBI
3-NitroChEBI
3-Nitro-4-hydroxybenzenearsonic acidChEBI
3-Nitro-4-hydroxyphenylarsonic acidChEBI
4-Hydroxy-3-nitrobenzenearsonic acidChEBI
4-Hydroxy-3-nitrophenylarsonic acidChEBI
NSC-2101ChEBI
Ren-O-salChEBI
RoxarsonChEBI
RoxarsonumChEBI
2-Nitro-1-hydroxybenzene-4-arsonateGenerator
3-Nitro-4-hydroxybenzenearsonateGenerator
3-Nitro-4-hydroxyphenylarsonateGenerator
4-Hydroxy-3-nitrobenzenearsonateGenerator
4-Hydroxy-3-nitrophenylarsonateGenerator
(4-Hydroxy-3-nitrobenzene)arsonic acidHMDB
(4-Hydroxy-3-nitrophenyl)-arsonic acidHMDB
2-Nitrophenol-4-arsonic acidHMDB
3-Nitro-10HMDB
3-Nitro-20HMDB
3-Nitro-50HMDB
3-Nitro-80HMDB
3n4HPaHMDB
4-HYDROXY-3-nitro-benzenearsonIC ACIDHMDB
4-Hydroxy-3-nitrophenyl arsonic acidHMDB
Aklomix-3HMDB
As-(4-hydroxy-3-nitrophenyl)-arsonic acidHMDB
C6H6AsNO6HMDB
Nitro acid 100 per centHMDB
Nitrophenolarsonic acidHMDB
Nitrophenoloarsonic acidHMDB
NSC 2101HMDB
Ren O-salHMDB
RistatHMDB
Roxarsone(usan)HMDB
Roxarsone, ban, inn, usanHMDB
Acid, 3-nitro-4-hydroxyphenylarsonicHMDB
3 Nitro 10HMDB
3 Nitro 4 hydroxyphenylarsonic acidHMDB
3Nitro10HMDB
Chemical FormulaC6H6AsNO6
Average Molecular Weight263.0365
Monoisotopic Molecular Weight262.941108346
IUPAC Name(4-hydroxy-3-nitrophenyl)arsonic acid
Traditional Name3-nitro
CAS Registry Number121-19-7
SMILES
OC1=C(C=C(C=C1)[As](O)(O)=O)N(=O)=O
InChI Identifier
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)
InChI KeyXMVJITFPVVRMHC-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as nitrophenols. Nitrophenols are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassNitrophenols
Direct ParentNitrophenols
Alternative Parents
Substituents
  • Nitrophenol
  • Nitrobenzene
  • Nitroaromatic compound
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Pentaorganoarsane
  • C-nitro compound
  • Organic nitro compound
  • Oxygen-containing organoarsenic compound
  • Organic oxoazanium
  • Organic metalloid salt
  • Allyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organic salt
  • Organooxygen compound
  • Organonitrogen compound
  • Organoarsenic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point300 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.86 g/LALOGPS
logP0.17ALOGPS
logP0.6ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)3.43ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area123.58 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.35 m³·mol⁻¹ChemAxon
Polarizability18.08 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-1790000000-f715c8649a77c00beb03Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-7495000000-960cbe4266d513123513Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0090000000-7283a1d879b75c66222fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-0090000000-39a3f59584592464e81fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0bt9-0490000000-87933a723d1263ada5d5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-965c468eb37bebb7ec67Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0090000000-06c411aff1d24a3623e6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-5940000000-d34c64ce51c0e25129a2Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB11458
Phenol Explorer Compound IDNot Available
FooDB IDFDB011218
KNApSAcK IDNot Available
Chemspider ID4925
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkRoxarsone
METLIN IDNot Available
PubChem Compound5104
PDB IDNot Available
ChEBI ID35817
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .