Chemical Component Summary

Name1-O-pyrophosphono-5-O-phosphono-alpha-D-ribofuranose
SynonymsALPHA-PHOSPHORIBOSYLPYROPHOSPHORIC ACID; 1-O-pyrophosphono-5-O-phosphono-alpha-D-ribose; 1-O-pyrophosphono-5-O-phosphono-D-ribose; 1-O-pyrophosphono-5-O-phosphono-ribose
Identifiers[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl] phosphono hydrogen phosphate
FormulaC5 H13 O14 P3
Molecular Weight390.07
TypeD-SACCHARIDE
Isomeric SMILESC([C@@H]1[C@H]([C@H]([C@H](O1)O[P@@](=O)(O)OP(=O)(O)O)O)O)OP(=O)(O)O
InChIInChI=1S/C5H13O14P3/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5-/m1/s1
InChIKeyPQGCEDQWHSBAJP-TXICZTDVSA-N

Chemical Details

Formal Charge0
Atom Count35
Chiral Atom Count5
Bond Count35
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB01632 
Name5-O-phosphono-alpha-D-ribofuranosyl diphosphate
Groups
  • experimental
  • investigational
  • approved
DescriptionThe key substance in the biosynthesis of histidine, tryptophan, and purine and pyrimidine nucleotides.
Synonyms
  • Phosphoribosyl pyrophosphate
  • PRPP
  • 5-O-phosphono-α-D-ribofuranosyl diphosphate
  • Phosphoribosylpyrophosphate
  • 5-O-phosphono-alpha-D-ribofuranosyl diphosphate
Categories
  • Carbohydrates
  • Pentosephosphates
  • Sugar Phosphates
CAS number13270-65-0

Drug Targets

NameTarget SequencePharmacological ActionActions
Hypoxanthine-guanine phosphoribosyltransferaseMATRSPGVVISDDEPGYDLDLFCIPNHYAEDLERVFIPHGLIMDRTERLA...unknown
Orotate phosphoribosyltransferaseMKPYQRQFIEFALNKQVLKFGEFTLKSGRKSPYFFNAGLFNTGRDLALLG...unknownsubstrate
Uridine-cytidine kinase-like 1MAAPPARADADPSPTSPPTARDTPGRQAEKSETACEDRSNAESLDRLLPP...unknown
Hypoxanthine-guanine phosphoribosyltransferaseMPREYEFAEKILFTEEEIRTRIMEVAKRIADDYKGKGLRPYVNPLVLISV...unknown
Adenine phosphoribosyltransferaseMADSELQLVEQRIRSFPDFPTPGVVFRDISPVLKDPASFRAAIGLLARHL...unknown
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 7339
ChEBI CHEBI:17111