(3S,4R,5S,6S)-2-methoxy-6-methyloxane-3,4,5-triol

• ChemBase ID: 173639
• Molecular Formular: C7H14O5
• Molecular Mass: 178.18306
• Monoisotopic Mass: 178.08412355
• SMILES: [C@@H]1([C@H]([C@@H]([C@@H](C(O1)OC)O)O)O)C
• Canonical SMILES: COC1O[C@@H](C)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C7H14O5/c1-3-4(8)5(9)6(10)7(11-2)12-3/h3-10H,1-2H3/t3-,4+,5+,6-,7?/m0/s1
• InChIKey: OHWCAVRRXKJCRB-DVEMRHSHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R,5S,6S)-2-methoxy-6-methyloxane-3,4,5-triol
• IUPAC Traditional name: (3S,4R,5S,6S)-2-methoxy-6-methyloxane-3,4,5-triol
• Synonyms: Methyl 6-Deoxy-galactopyranoside; Methyl Fucopyranoside (α,β mixture)

Database IDs

• CAS Number: 65310-00-1
• PubChem SID: 164229549
• PubChem CID: 2734151

CALCULATED PROPERTIES

• Acid pKa: 12.225223
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.2425028
• LogD (pH = 7.4): -1.2425092
• Log P: -1.2425027
• Molar Refractivity: 39.1309 cm^3
• Polarizability: 16.30861 Å^3
• Polar Surface Area: 79.15 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 150-152°C

Safety Information

• Storage Condition: Refrigerator

REFERENCES

• Lirdprapamongkol, K., et al.: Biotech. Let., 22, 1889 (2000)