tetrasodium (2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl (phosphonatooxy)phosphonate

• ChemBase ID: 133343
• Molecular Formular: C5H9Na4O14P3
• Molecular Mass: 477.996923
• Monoisotopic Mass: 477.87959198
• SMILES: C([C@@H]1[C@H]([C@H]([C@H](O1)OP(=O)([O-])OP(=O)([O-])[O-])O)O)OP(=O)(O)[O-].[Na+].[Na+].[Na+].[Na+]
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(O)[O-])O[C@@H]([C@@H]1O)OP(=O)(OP(=O)([O-])[O-])[O-].[Na+].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C5H13O14P3.4Na/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);;;;/q;4*+1/p-4/t2-,3-,4-,5-;;;;/m1..../s1
• InChIKey: QZAPPJHVNYCTAX-HPORTLBWSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrasodium (2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl (phosphonatooxy)phosphonate
• IUPAC Traditional name: tetrasodium (2R,3R,4S,5R)-5-[(hydrogen phosphonatooxy)methyl]-3,4-dihydroxyoxolan-2-yl phosphonatooxyphosphonate
• Synonyms: α-D-Ribosyl diphosphate 5-phosphate pentasodium salt; 5-Phospho-α-D-ribosyl diphosphate; 5-Phosphoribosyl 1-pyrophosphate pentasodium salt; P-Rib-PP; PRPP pentasodium salt; 5-Phospho-D-ribose 1-diphosphate pentasodium salt

Database IDs

• CAS Number: 108321-05-7
• MDL Number: MFCD00084655
• Beilstein Number: 6043637
• PubChem SID: 24898743; 162227620
• PubChem CID: 16219878

CALCULATED PROPERTIES

• Acid pKa: 1.0892768
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): -9.87841
• LogD (pH = 7.4): -11.540252
• Log P: -2.971135
• Molar Refractivity: 58.0928 cm^3
• Polarizability: 26.322763 Å^3
• Polar Surface Area: 241.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-68/20/21/22
• Safety Statements: 36/37
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H371
• GHS Precautionary statements: P260
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥75% (enzymatic)
• Quality Level: PREMIUM
• Shipped in: dry ice

DETAILS

Sigma Aldrich - P8296

Analysis Note
Purity ≥ 75% based on an assay system using orotidine-5′-phosphate pyrophosphorylase and orotidine-5′-phosphate decarboxylase mixed enzymes.
Caution
Loss of purity approx. 0.1% per day at -20°C, 3% per day at 25 °C, 6% per day at 37 °C.
Substrates
Substrate for phosphoribosyltransferases in the synthesis of nucleotides.