(4S,5S)-6-methyloxane-2,3,4,5-tetrol

• ChemBase ID: 166016
• Molecular Formular: C6H12O5
• Molecular Mass: 164.15648
• Monoisotopic Mass: 164.06847348
• SMILES: C1([C@H]([C@H](C(C(O1)O)O)O)O)C
• Canonical SMILES: O[C@@H]1C(C)OC(C([C@@H]1O)O)O
• InChI: InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2?,3-,4+,5?,6?/m1/s1
• InChIKey: SHZGCJCMOBCMKK-DLABPRKASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-6-methyloxane-2,3,4,5-tetrol
• IUPAC Traditional name: (4S,5S)-6-methyloxane-2,3,4,5-tetrol
• Synonyms: 6-Deoxy-L-talose; 6-Deoxy-L-galactose; (-)-Fucose; 6-Desoxygalactose; Fucose; L-(-)-Fucose; L-Galactomethylose; L-Fucose

Database IDs

• CAS Number: 7658-10-8; 2438-80-4
• PubChem SID: 162260149
• PubChem CID: 71315513

CALCULATED PROPERTIES

• Acid pKa: 11.30218
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.8856299
• LogD (pH = 7.4): -1.8856835
• Log P: -1.8856293
• Molar Refractivity: 34.3797 cm^3
• Polarizability: 14.43744 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid; White to Off-White Solid
• Melting Point: 123-124°C; 132-134°C

Safety Information

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

DETAILS

Toronto Research Chemicals - F836100

L-Fucose was isolated from seaweed.

REFERENCES

• Clark, et al.: J. Biol. Chem., 54, 65 (1922)
• Jolles, P., et al.: Bull. Soc. Chim Biol., 43, 177 (1961)
• Chaput, G., et al.: Experientia, 17, 107 (1961)