methyl (2R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxane-2-carboxylate

• ChemBase ID: 173926
• Molecular Formular: C9H16O7
• Molecular Mass: 236.21914
• Monoisotopic Mass: 236.08960285
• SMILES: [C@@H]1([C@@H](C[C@@](O[C@H]1CO)(C(=O)OC)OC)O)O
• Canonical SMILES: OC[C@@H]1O[C@](OC)(C[C@H]([C@@H]1O)O)C(=O)OC
• InChI: InChI=1S/C9H16O7/c1-14-8(13)9(15-2)3-5(11)7(12)6(4-10)16-9/h5-7,10-12H,3-4H2,1-2H3/t5-,6-,7+,9-/m1/s1
• InChIKey: PUXQJBPBWGJAMX-JAGXHNFQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxane-2-carboxylate
• IUPAC Traditional name: methyl (2R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxane-2-carboxylate
• Synonyms: Methyl 3-Deoxy-α-D-arabino-2-Heptulopyranosidonic Acid Methyl Ester; Methyl (Methyl 3-Deoxy-D-arabino-heptulopyranosid)uronate

Database IDs

• CAS Number: 85549-51-5
• PubChem SID: 164229836
• PubChem CID: 11020863

CALCULATED PROPERTIES

• Acid pKa: 13.059134
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.2262119
• LogD (pH = 7.4): -1.2262129
• Log P: -1.2262119
• Molar Refractivity: 50.2754 cm^3
• Polarizability: 20.870146 Å^3
• Polar Surface Area: 105.45 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Off-White Solid
• Melting Point: 131-135°C