{[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-oxooxan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 125524
• Molecular Formular: C6H11O9P
• Molecular Mass: 258.119901
• Monoisotopic Mass: 258.01406856
• SMILES: O=C1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(O)O)OC(=O)[C@@H]([C@H]1O)O
• InChI: InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/t2-,3-,4+,5-/m1/s1
• InChIKey: IJOJIVNDFQSGAB-SQOUGZDYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-oxooxan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: 6-phosphogluconolactone
• Synonyms: 6-Phosphogluconolactone

Database IDs

• CAS Number: 2641-81-8
• PubChem SID: 162219874
• PubChem CID: 600; 439452
• CHEBI ID: 16938
• Chemspider ID: 388559
• MeSH Name: 6-phosphogluconolactone
• Wikipedia Title: 6-Phosphogluconolactone

CALCULATED PROPERTIES

• Acid pKa: 1.3037364
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -5.298433
• LogD (pH = 7.4): -6.330095
• Log P: -2.8688393
• Molar Refractivity: 45.6517 cm^3
• Polarizability: 19.279743 Å^3
• Polar Surface Area: 153.75 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true