sodium (2R,3S,4S,5R)-3,4,5,6-tetrahydroxy(5,6-13C2)oxane-2-carboxylate

• ChemBase ID: 171520
• Molecular Formular: C6H9NaO7
• Molecular Mass: 219.09919451
• Monoisotopic Mass: 219.03466142
• SMILES: [C@@H]1([C@H]([C@@H]([13C@H]([13CH](O1)O)O)O)O)[13C](=O)[O-].[Na+]
• Canonical SMILES: O[13CH]1O[C@@H]([13C](=O)[O-])[C@H]([C@@H]([13C@H]1O)O)O.[Na+]
• InChI: InChI=1S/C6H10O7.Na/c7-1-2(8)4(5(10)11)13-6(12)3(1)9;/h1-4,6-9,12H,(H,10,11);/q;+1/p-1/t1-,2-,3+,4+,6?;/m0./s1/i3+1,5+1,6+1
• InChIKey: MSXHSNHNTORCAW-QWMNGPJWSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2R,3S,4S,5R)-3,4,5,6-tetrahydroxy(5,6-^1^3C₂)oxane-2-carboxylate
• IUPAC Traditional name: sodium (2R,3S,4S,5R)-3,4,5,6-tetrahydroxy(5,6-^1^3C₂)oxane-2-carboxylate
• Synonyms: Sodium L-Iduronate-13C3; L-Iduronic Acid-13C3 Monosodium Salt; L-Iduronic Acid-13C3 Sodium Salt

Database IDs

• PubChem SID: 164227430
• PubChem CID: 71749450

CALCULATED PROPERTIES

• Acid pKa: 3.207791
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -4.8822365
• LogD (pH = 7.4): -6.0563807
• Log P: -2.6122646
• Molar Refractivity: 46.6279 cm^3
• Polarizability: 15.090313 Å^3
• Polar Surface Area: 130.28 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I252002

A labelled constituent of certain mucopolysaccharides.

REFERENCES

• Hoffman, P., et al.: Science, 124, 1252 (1956)
• Meyer, K: Biochim et Biophys. Acta, 21, 506 (1956)
• Cifonelli, J.A., et al.: Federation Proc., 16, 165 (1956)
• Cifonelli, J.A., et al.: J. Biol. Chem., 233, 541 (1958)