(4S)-6-methyloxane-2,3,4-triol

• ChemBase ID: 165953
• Molecular Formular: C6H12O4
• Molecular Mass: 148.15708
• Monoisotopic Mass: 148.07355886
• SMILES: C1(C[C@H](C(C(O1)O)O)O)C
• Canonical SMILES: CC1C[C@@H](O)C(C(O1)O)O
• InChI: InChI=1S/C6H12O4/c1-3-2-4(7)5(8)6(9)10-3/h3-9H,2H2,1H3/t3?,4-,5?,6?/m0/s1
• InChIKey: BJBURJZEESAQPG-NKEXCQMJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-6-methyloxane-2,3,4-triol
• IUPAC Traditional name: (4S)-6-methyloxane-2,3,4-triol
• Synonyms: 4,6-Dideoxy-L-xylo-hexose; 4-Deoxy-L-fucose

Database IDs

• CAS Number: 61244-62-0
• PubChem SID: 162260086
• PubChem CID: 71315477

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.1953353
• LogD (pH = 7.4): -1.1953855
• Log P: -1.1953346
• Molar Refractivity: 33.2826 cm^3
• Polarizability: 13.731559 Å^3
• Polar Surface Area: 69.92 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 11.330229

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: White Crystals
• Melting Point: 142-143°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D236250

A potential inhibitor of fucosyltransferase.

REFERENCES

• Lindhorst., T.K., et al.: Carbohydrate Research, 209, 119 (1991)