[({[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid

• ChemBase ID: 1408
• Molecular Formular: C5H13O14P3
• Molecular Mass: 390.069603
• Monoisotopic Mass: 389.95181499
• SMILES: O[C@H]1[C@@H](O)[C@H](O[C@@H]1COP(=O)(O)O)O[P@@](=O)(O)OP(=O)(O)O
• Canonical SMILES: O[C@H]1[C@H](O[C@@H]([C@H]1O)COP(=O)(O)O)O[P@](=O)(OP(=O)(O)O)O
• InChI: InChI=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
• InChIKey: PQGCEDQWHSBAJP-TXICZTDVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• IUPAC Traditional name: phosphoribosylpyrophosphate
• Brand Name: 5-PHOSPHORYLRIBOSE-1-PYROPHOSPHATE; 5-Phospho-alpha-D-ribose 1-diphosphate; 5-Phosphoribosyl 1-pyrophosphate; 5-Phosphoribosyl diphosphate; PRP; PRPP; Phosphoribosyl pyrophosphate; Phosphoribosylpyrophosphate; Ribofuranose, 5-phosphate 1-pyrophosphate
• Synonyms: Alpha-Phosphoribosylpyrophosphoric Acid

Database IDs

• CAS Number: 13270-65-0
• PubChem SID: 46506467; 160964868
• PubChem CID: 7339

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.0838999
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -9.888623
• LogD (pH = 7.4): -11.550272
• Log P: -2.971135
• Molar Refractivity: 62.5796 cm^3
• Polarizability: 26.805841 Å^3
• Polar Surface Area: 229.74 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.74
• LOG S: -1.53
• Solubility (Water): 1.16e+01 g/l

DETAILS

DrugBank - DB01632

• Drug Groups: experimental
• Description: The key substance in the biosynthesis of histidine, tryptophan, and purine and pyrimidine nucleotides.