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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2006-08-13 02:50:26 UTC
Update Date2020-07-09 20:33:04 UTC
HMDB IDHMDB0003665
Secondary Accession Numbers
  • HMDB03665
Metabolite Identification
Common NamePhosphoribosyl-ATP
DescriptionPhosphoribosyl-ATP belongs to the class of organic compounds known as purine ribonucleoside triphosphates. These are purine ribonucleotides with a triphosphate group linked to the ribose moiety. Outside of the human body, phosphoribosyl-ATP has been detected, but not quantified in, several different foods, such as soybeans, cumins, cabbages, common thymes, and parsnips. This could make phosphoribosyl-ATP a potential biomarker for the consumption of these foods. Phosphoribosyl-ATP takes part in the histidine metabolism pathway. Specifically, phosphoribosyl-ATP is a substrate for phosphoribosyl pyrophosphate synthetase.
Structure
Data?1594326783
Synonyms
ValueSource
1-(5-Phospho-D-ribosyl)-ATPChEBI
N1-(5-Phospho-D-ribosyl)-ATPChEBI
Phosphoribosyl-ATPChEBI
1-(5-Phospho-beta-D-ribosyl)-ATPKegg
1-(5-Phospho-b-D-ribosyl)-ATPGenerator
1-(5-Phospho-β-D-ribosyl)-ATPGenerator
1-(5-Phosphoribosyl)-ATPChEBI
Phosphoribosyl ATPMeSH
Phosphoribosyladenosine triphosphateMeSH
1-(5-O-Phosphono-beta-D-ribofuranosyl)adenosine 5'-(tetrahydrogen triphosphate)HMDB
1-(5-O-Phosphono-β-D-ribofuranosyl)adenosine 5'-(tetrahydrogen triphosphate)HMDB
1-(5-O-Phosphono-β-D-ribofuranosyl)adenosine 5’-(tetrahydrogen triphosphate)HMDB
N-1-(5-Phosphoribosyl)adenosine 5'-triphosphateHMDB
N-1-(5-Phosphoribosyl)adenosine 5’-triphosphateHMDB
Chemical FormulaC15H25N5O20P4
Average Molecular Weight719.2755
Monoisotopic Molecular Weight719.004334313
IUPAC Name({[({[(2R,3S,4R,5R)-5-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-6-imino-6,9-dihydro-1H-purin-9-yl}-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
Traditional Name({[(2R,3S,4R,5R)-5-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-6-iminopurin-9-yl}-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid
CAS Registry Number1110-99-2
SMILES
O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN([C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O)C2=N
InChI Identifier
InChI=1S/C15H25N5O20P4/c16-12-7-13(18-4-19(12)14-10(23)8(21)5(37-14)1-35-41(25,26)27)20(3-17-7)15-11(24)9(22)6(38-15)2-36-43(31,32)40-44(33,34)39-42(28,29)30/h3-6,8-11,14-16,21-24H,1-2H2,(H,31,32)(H,33,34)(H2,25,26,27)(H2,28,29,30)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1
InChI KeyRKNHJBVBFHDXGR-KEOHHSTQSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as purine ribonucleoside triphosphates. These are purine ribobucleotides with a triphosphate group linked to the ribose moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassPurine ribonucleotides
Direct ParentPurine ribonucleoside triphosphates
Alternative Parents
Substituents
  • Purine ribonucleoside triphosphate
  • Purine ribonucleoside monophosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • Monosaccharide phosphate
  • Imidazopyrimidine
  • Purine
  • Monoalkyl phosphate
  • Monosaccharide
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Pyrimidine
  • Alkyl phosphate
  • Imidolactam
  • Imidazole
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Azole
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Azacycle
  • Organopnictogen compound
  • Alcohol
  • Organic oxide
  • Organonitrogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-6.673Not Available
Predicted Properties
PropertyValueSource
Water Solubility4.75 g/LALOGPS
logP-0.35ALOGPS
logP-5.1ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)1.03ChemAxon
pKa (Strongest Basic)0.53ChemAxon
Physiological Charge-5ChemAxon
Hydrogen Acceptor Count20ChemAxon
Hydrogen Donor Count11ChemAxon
Polar Surface Area383.23 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity144.29 m³·mol⁻¹ChemAxon
Polarizability56.37 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0kgk-0639633400-8a637a428b5b52386ec1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-1926510000-51b0cdd47bd6ac3d30f7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001j-0944210000-6cae910065f50d3d7235Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-05xs-9536052700-b9d829381a9a93c4146fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9432110000-57279fb91eb207441ef9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-9354c65bbfaba354ccc5Spectrum
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 IDFDB023212
KNApSAcK IDC00007351
Chemspider ID28639232
KEGG Compound IDC02739
BioCyc IDPHOSPHORIBOSYL-ATP
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11050836
PDB IDNot Available
ChEBI ID73200
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the synthesis of phosphoribosylpyrophosphate (PRPP) that is essential for nucleotide synthesis.
Gene Name:
PRPS1
Uniprot ID:
P60891
Molecular weight:
12324.195
General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the synthesis of phosphoribosylpyrophosphate (PRPP) that is essential for nucleotide synthesis.
Gene Name:
PRPS2
Uniprot ID:
P11908
Molecular weight:
35054.06