(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methoxyoxane-2-carboxylic acid

• ChemBase ID: 173821
• Molecular Formular: C7H12O7
• Molecular Mass: 208.16598
• Monoisotopic Mass: 208.05830272
• SMILES: [C@@H]1([C@H]([C@@H]([C@H]([C@@H](O1)OC)O)O)O)C(=O)O
• Canonical SMILES: CO[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C7H12O7/c1-13-7-4(10)2(8)3(9)5(14-7)6(11)12/h2-5,7-10H,1H3,(H,11,12)/t2-,3-,4+,5+,7+/m0/s1
• InChIKey: BOFXVYGDIRCHEQ-QVVHOTIMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methoxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methoxyoxane-2-carboxylic acid
• Synonyms: 1-O-Methyl-α-L-iduronate Monosodium Salt; Methyl-α-L-iduronic Acid Sodium Salt; Methyl α-L-Idopyranosiduronic Acid Sodium Salt

Database IDs

• CAS Number: 134355-31-0
• PubChem SID: 164229731
• PubChem CID: 3037839

CALCULATED PROPERTIES

• Acid pKa: 3.338721
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -4.1151867
• LogD (pH = 7.4): -5.3867517
• Log P: -1.9691381
• Molar Refractivity: 40.542 cm^3
• Polarizability: 17.053904 Å^3
• Polar Surface Area: 116.45 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: 109-112°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M312930

An L-iduronic acid derivative.

REFERENCES

• Forster, M.J., et al.: J. Computational Chem., 15, 155 (1994)