Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120060
Identification
Name: ribose-1-arsenate
Description:Ribose-1-arsenate is an intermediate in arsenate detoxification I pathway. Arsenic detoxification in most mammals involves alternative steps of reduction and oxidative methylation. The end metabolites are methylarsonate,cacodylate, and dimethylarsinous acid,which are less reactive than arsenate and arsenite, and are excreted in the urine.The pathway starts with the reduction of arsenate to arsenite. 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. 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
Thumb
Synonyms:Not Available
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
DescriptionThis compound belongs to the class of chemical entities known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic oxygen compounds
Sub ClassOrganooxygen compounds
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
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Chemical Formula: C5H9O8AS
Average Molecular Weight: 272.043
Monoisotopic Molecular Weight: 273.96698
InChI Key: RYJJOMQPAAUFBF-TXICZTDVSA-L
InChI: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)/p-2/t2-,3-,4-,5-/m1/s1
CAS number: Not Available
IUPAC Name:{[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}arsonic acid
Traditional IUPAC Name: [3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyarsonic acid
SMILES:C(O)C1(C(O)C(O)C(O[As]([O-])(=O)[O-])O1)
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of chemical entities known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.
Kingdom Chemical entities
Super ClassOrganic compounds
Class Organic oxygen compounds
Sub ClassOrganooxygen compounds
Direct Parent Pentoses
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 Framework Aliphatic heteromonocyclic compounds
External Descriptors Not Available
Physical Properties
State: Solid
Charge:Not Available
Melting point: Not Available
Experimental Properties:
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility128.0 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity35.32 m3·mol-1ChemAxon
Polarizability19.5 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
  • Nicotinate and Nicotinamide Metabolism pae00760
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1490000000-9d293addb7286ab37fccView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-006x-2960000000-c78724961bd6dbd7e4c7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0007-9500000000-cbdffb5ae5beabebf7c0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0590000000-cdd92ccad8b8d1e28ba7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0005-9630000000-c5a127a86ee73b559ec5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00dl-5900000000-219bdb7e0df5599a5350View in MoNA
References
References: Not Available
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
HMDBHMDB12285
PUBCHEM25244448