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

• ChemBase ID: 102288
• Molecular Formular: C15H33O34P7
• Molecular Mass: 974.218447
• Monoisotopic Mass: 973.90165455
• SMILES: C([C@@H]1[C@H]([C@@H]([C@@H](O1)OP(=O)(O)OP(=O)(O)O)O)O)OP(=O)(OC[C@@H]1[C@H]([C@H]([C@H](O1)OP(=O)(O)OP(=O)(O)O)O)O)OC[C@@H]1[C@H]([C@H]([C@H](O1)OP(=O)(O)OP(=O)(O)O)O)O
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OC[C@H]2O[C@@H]([C@@H]([C@@H]2O)O)OP(=O)(OP(=O)(O)O)O)OC[C@H]2O[C@@H]([C@@H]([C@@H]2O)O)OP(=O)(OP(=O)(O)O)O)O[C@H]([C@H]1O)OP(=O)(OP(=O)(O)O)O
• InChI: InChI=1S/C15H33O34P7/c16-7-4(41-13(10(7)19)44-53(31,32)47-50(22,23)24)1-38-56(37,39-2-5-8(17)11(20)14(42-5)45-54(33,34)48-51(25,26)27)40-3-6-9(18)12(21)15(43-6)46-55(35,36)49-52(28,29)30/h4-21H,1-3H2,(H,31,32)(H,33,34)(H,35,36)(H2,22,23,24)(H2,25,26,27)(H2,28,29,30)/t4-,5-,6-,7-,8-,9-,10-,11-,12+,13-,14-,15+/m1/s1
• InChIKey: FMWFXSLXEKUSHQ-AZEGKFRISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[(2S,3S,4S,5R)-5-({[bis({[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}oxolan-2-yl]methoxy})phosphoryl]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid
• IUPAC Traditional name: {[(2S,3S,4S,5R)-5-[({bis[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(phosphonooxy)phosphoryl]oxy}oxolan-2-yl]methoxyphosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]oxy(hydroxy)phosphoryl}oxyphosphonic acid
• Synonyms: 5-Phospho-α-D-ribosyl diphosphate; 5-Phosphoribosyl 1-pyrophosphate pentasodium salt; P-Rib-PP; PRPP pentasodium salt; 5-PHOSPHORYLRIBOSE-1-PYROPHOSPHATE SODIUM SALT

Database IDs

• CAS Number: 108321-05-7
• PubChem SID: 162088279
• PubChem CID: 53393456

CALCULATED PROPERTIES

• Acid pKa: 1.2260997
• H Acceptors: 25
• H Donor: 15
• LogD (pH = 5.5): -20.19543
• LogD (pH = 7.4): -21.712141
• Log P: -6.8731966
• Molar Refractivity: 158.435 cm^3
• Polarizability: 68.61882 Å^3
• Polar Surface Area: 533.7 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02100981

Pentasodium Salt
Ribose, micromole/mg: 1.8 (theory 2.16); enzyme assay, micromole/mg: 1.5 (theory 2.2); P (org.) micromole/mg 5.2 (theory 6.36); ratio: p(org.)/ribose: 2.9 (theory 3.0)
Note: This form of PRPP is slightly more stable than the tetrasodium salt often sold by other suppliers. Studies have shown the sodium salt to lose approx. 0.7 to 1.0% purity per week, even at -20°C. The dimagnesium salt may lose 0.3-0.6% purity per week under similar conditions.