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Showing metabocard for Nitarsone (HMDB0031822)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:41 UTC
Update Date2019-07-23 06:09:36 UTC
HMDB IDHMDB0031822
Secondary Accession Numbers
  • HMDB31822
Metabolite Identification
Common NameNitarsone
DescriptionNitarsone, also known as histostat or 4-O2c6h4aso3h2, belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group. Nitarsone is a weakly acidic compound (based on its pKa). Nitarsone is a potentially toxic compound. Hypovolemia from capillary leakage (third-spacing of fluids) is a common, serious, early effect. Muscular weakness, limb tenderness and difficulty walking may follow. Arsenic is known to induce the metal-binding protein metallothionein, which decreases the toxic effects of arsenic and other metals by binding them and making them biologically inactive, as well as acting as an antioxidant. That may be associated with a motor neuropathy as well (T36). Hydrogen peroxide production is also increased, which might form reactive oxygen species and oxidative stress.
Structure
Data?1563862176
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(p-Nitrophenyl)arsonic acidChEBI
4-Nitrobenzenearsonic acidChEBI
4-Nitrophenylarsonic acidChEBI
4-O2c6h4AsO3h2ChEBI
HistostatChEBI
NitarsonChEBI
NitarsonumChEBI
p-Nitrobenzenearsonic acidChEBI
p-Nitrophenylarsonic acidChEBI
(p-Nitrophenyl)arsonateGenerator
4-NitrobenzenearsonateGenerator
4-NitrophenylarsonateGenerator
p-NitrobenzenearsonateGenerator
p-NitrophenylarsonateGenerator
(4-Nitrophenyl)-arsonic acidHMDB
4-(Hydroxy(oxido)amino)phenylarsonic acidHMDB
Arsonic acid, 4-nitrophenylHMDB
C6H6AsNO5HMDB
Hep-a-statHMDB
Histostat 50HMDB
Histostat-50HMDB
Nitarsone(usan)HMDB
Nitarsone, inn, usanHMDB
NSC 5085HMDB
p-Nitro-benzenearsonic acidHMDB
p-Nitrobenzenearsonic acid, 8ciHMDB
Nitarsone, monosodium saltHMDB
Nitarsone, disodium saltHMDB
Chemical FormulaC6H6AsNO5
Average Molecular Weight247.0371
Monoisotopic Molecular Weight246.946193724
IUPAC Name(4-nitrophenyl)arsonic acid
Traditional Namehistostat
CAS Registry Number98-72-6
SMILES
O[As](O)(=O)C1=CC=C(C=C1)N(=O)=O
InChI Identifier
InChI=1S/C6H6AsNO5/c9-7(10,11)5-1-3-6(4-2-5)8(12)13/h1-4H,(H2,9,10,11)
InChI KeyFUUFQLXAIUOWML-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNitrobenzenes
Direct ParentNitrobenzenes
Alternative Parents
Substituents
  • Nitrobenzene
  • Nitroaromatic compound
  • Pentaorganoarsane
  • C-nitro compound
  • Organic nitro compound
  • Organic oxoazanium
  • Allyl-type 1,3-dipolar organic compound
  • Oxygen-containing organoarsenic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic metalloid salt
  • Organic 1,3-dipolar compound
  • Organic nitrogen compound
  • Organic salt
  • Hydrocarbon derivative
  • Organic oxide
  • Organonitrogen compound
  • Organoarsenic compound
  • 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:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point298 - 300 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.83 g/LALOGPS
logP0.06ALOGPS
logP0.88ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)3.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area103.35 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity39.37 m³·mol⁻¹ChemAxon
Polarizability17.23 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-2890000000-a3acf3293eae7a0684b1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-62891226aa9ca258ede2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-0090000000-2d936ca40f0bface1726Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kb-1970000000-dfc529b0f93c6dcc8d1bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-a16175bbc62ffed663b0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0090000000-0cadf4e759362c6d473eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-1930000000-16f839acf98e7ba63149Spectrum
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 IDDB11437
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008500
KNApSAcK IDNot Available
Chemspider ID60190
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNitarsone
METLIN IDNot Available
PubChem Compound66826
PDB IDNot Available
ChEBI ID62629
Food Biomarker OntologyNot Available
VMH IDNot Available
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.. .