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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2009-04-06 16:22:20 UTC
Update Date2020-02-26 21:37:17 UTC
HMDB IDHMDB0012285
Secondary Accession Numbers
  • HMDB12285
Metabolite Identification
Common NameRibose-1-arsenate
DescriptionRibose-1-arsenate belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. The pathway starts with the reduction of arsenate to arsenite. Ribose-1-arsenate is an extremely weak basic (essentially neutral) compound (based on its pKa). Ribose-1-arsenate is an intermediate in arsenate detoxification I pathway. In this process,arsenate can be conjugate to ribose by the enzyme purine nucleoside phosphorylase (PNP), which accepts arsenate as an alternative substrate to its normal substrate, phosphate. Ribose-1-arsenate exists in all living organisms, ranging from bacteria to humans. ribose-1-arsenate can be biosynthesized from arsenate; which is catalyzed by the enzyme purine nucleoside phosphorylase. In humans, ribose-1-arsenate is involved in arsenate detoxification. Arsenic detoxification in most mammals involves alternative steps of reduction and oxidative methylation. Outside of the human body, Ribose-1-arsenate has been detected, but not quantified in, several different foods, such as cascade huckleberries, pomegranates, sapodilla, squashberries, and lindens. This could make ribose-1-arsenate a potential biomarker for the consumption of these foods. The end metabolites are methylarsonate,cacodylate, and dimethylarsinous acid,which are less reactive than arsenate and arsenite, and are excreted in the urine. The ribose-1-arsenate thus formed is converted to arsenite in the presence of dihydrolipoate, in a process that has not been fully characterized yet.
Structure
Data?1582753037
Synonyms
ValueSource
Ribose-1-arsenic acidGenerator
Chemical FormulaC5H11AsO8
Average Molecular Weight274.0576
Monoisotopic Molecular Weight273.966988745
IUPAC Name{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}arsonic acid
Traditional Name[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyarsonic acid
CAS Registry NumberNot Available
SMILES
OCC1OC(O[As](O)(O)=O)C(O)C1O
InChI Identifier
InChI=1S/C5H11AsO8/c7-1-2-3(8)4(9)5(13-2)14-6(10,11)12/h2-5,7-9H,1H2,(H2,10,11,12)
InChI KeyRYJJOMQPAAUFBF-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPentoses
Alternative Parents
Substituents
  • Pentose monosaccharide
  • Organic arsenate
  • Tetrahydrofuran
  • Secondary alcohol
  • Oxacycle
  • Organic metalloid salt
  • Organoheterocyclic compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic salt
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Process

Naturally occurring process:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility128 g/LALOGPS
logP-1.9ALOGPS
logP-2.5ChemAxon
logS-0.33ALOGPS
pKa (Strongest Acidic)2.84ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area136.68 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity35.32 m³·mol⁻¹ChemAxon
Polarizability19.5 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, Positivesplash10-0abc-9520000000-a0c65c4bcea599ae5ea9Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-0fmi-5943500000-caf6aec749d30685eb6fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1490000000-9d293addb7286ab37fccSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-2960000000-c78724961bd6dbd7e4c7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0007-9500000000-cbdffb5ae5beabebf7c0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0590000000-cdd92ccad8b8d1e28ba7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0005-9630000000-c5a127a86ee73b559ec5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00dl-5900000000-219bdb7e0df5599a5350Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028915
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDRIBOSE-1-ARSENATE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound25201247
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available