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

• ChemBase ID: 128955
• Molecular Formular: C5H13O14P3
• Molecular Mass: 390.069603
• Monoisotopic Mass: 389.95181499
• SMILES: O=P(O[C@H]1O[C@@H]([C@@H](O)[C@H]1O)COP(=O)(O)O)(O)OP(=O)(O)O
• Canonical SMILES: O[C@H]1[C@H](O[C@@H]([C@H]1O)COP(=O)(O)O)OP(=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,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: [(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}oxolan-2-yl]methoxyphosphonic acid
• Synonyms: Phosphoribosyl pyrophosphate

Database IDs

• CAS Number: 7540-64-9
• PubChem SID: 162223257
• PubChem CID: 7339
• CHEBI ID: 17111
• Chemspider ID: 7062
• DrugBank ID: DB01632
• MeSH Name: Phosphoribosyl+pyrophosphate
• Wikipedia Title: Phosphoribosyl_pyrophosphate

CALCULATED PROPERTIES

• Acid pKa: 1.0892768
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -9.87841
• LogD (pH = 7.4): -11.540252
• 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