methyl (2S,3S,4R,5R)-4,5,6-trihydroxy-3-methoxyoxane-2-carboxylate

• ChemBase ID: 173991
• Molecular Formular: C8H14O7
• Molecular Mass: 222.19256
• Monoisotopic Mass: 222.07395279
• SMILES: [C@@H]1([C@@H]([C@@H](C(O[C@H]1C(=O)OC)O)O)O)OC
• Canonical SMILES: COC(=O)[C@@H]1OC(O)[C@H]([C@H]([C@@H]1OC)O)O
• InChI: InChI=1S/C8H14O7/c1-13-5-3(9)4(10)7(11)15-6(5)8(12)14-2/h3-7,9-11H,1-2H3/t3-,4-,5+,6+,7?/m1/s1
• InChIKey: MKGHDZIEKZPBCZ-BWSJPXOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4R,5R)-4,5,6-trihydroxy-3-methoxyoxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4R,5R)-4,5,6-trihydroxy-3-methoxyoxane-2-carboxylate
• Synonyms: 4-O-Methyl-D-glucopyranuronic Acid Methyl Ester; Methyl 4-O-Methyl-D-glucuronate

Database IDs

• PubChem SID: 164229901
• PubChem CID: 14392985

CALCULATED PROPERTIES

• Acid pKa: 11.294459
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.8232448
• LogD (pH = 7.4): -1.8232994
• Log P: -1.8232441
• Molar Refractivity: 45.3111 cm^3
• Polarizability: 19.069271 Å^3
• Polar Surface Area: 105.45 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true