[(2,3,4-trihydroxy-5-oxopentyl)oxy]phosphonic acid sodium

• ChemBase ID: 132905
• Molecular Formular: C5H11NaO8P
• Molecular Mass: 253.099571
• Monoisotopic Mass: 253.00892322
• SMILES: C(C(C(C(C=O)O)O)O)OP(=O)(O)O.[Na]
• Canonical SMILES: O=CC(C(C(COP(=O)(O)O)O)O)O.[Na]
• InChI: InChI=1S/C5H11O8P.Na/c6-1-3(7)5(9)4(8)2-13-14(10,11)12;/h1,3-5,7-9H,2H2,(H2,10,11,12)
• InChIKey: HSVYFEKZUCTIDT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2,3,4-trihydroxy-5-oxopentyl)oxy]phosphonic acid sodium
• IUPAC Traditional name: ribose 5-phosphate sodium
• Synonyms: D-Arabinose 5-phosphate disodium salt

Database IDs

• CAS Number: 89927-09-3
• MDL Number: MFCD00069683
• PubChem SID: 24890615; 162227182
• PubChem CID: 16218866

CALCULATED PROPERTIES

• LogD (pH = 5.5): -5.467744
• LogD (pH = 7.4): -6.3607407
• Log P: -3.0615916
• Molar Refractivity: 42.256 cm^3
• Polarizability: 17.37363 Å^3
• Polar Surface Area: 144.52 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• Acid pKa: 1.4910102
• H Acceptors: 7
• H Donor: 5

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Impurities: ~1% ribose 5-phosphate

DETAILS

Sigma Aldrich - A2013

Application
D-Arabinose 5-phosphate (D-Ara-5P) is used as a substrate to identify, differentiate and characterize enzymes such as D-arabinose 5-phosphate isomerase (KdsD) and 3-deoxy-D-manno-octulosonate 8-phosphate synthase(s) which are involved in lipopolysaccharide (LPS) biosynthesis.