(3R,4S,6S)-2-(hydroxymethyl)-6-(prop-2-yn-1-yloxy)oxane-3,4,5-triol

• ChemBase ID: 176996
• Molecular Formular: C9H14O6
• Molecular Mass: 218.20386
• Monoisotopic Mass: 218.07903817
• SMILES: [C@H]1([C@@H](C([C@H](OC1CO)OCC#C)O)O)O
• Canonical SMILES: C#CCO[C@H]1OC(CO)[C@@H]([C@@H](C1O)O)O
• InChI: InChI=1S/C9H14O6/c1-2-3-14-9-8(13)7(12)6(11)5(4-10)15-9/h1,5-13H,3-4H2/t5?,6-,7-,8?,9-/m0/s1
• InChIKey: DSKUDOWHGLWCBQ-IDIMRBMGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,6S)-2-(hydroxymethyl)-6-(prop-2-yn-1-yloxy)oxane-3,4,5-triol
• IUPAC Traditional name: (3R,4S,6S)-2-(hydroxymethyl)-6-(prop-2-yn-1-yloxy)oxane-3,4,5-triol
• Synonyms: 2-Propyn-1-yl α-D-Galactopyranoside; 2-Propynyl α-D-Galactopyranoside; Propargyl α-D-Galactopyranoside

Database IDs

• CAS Number: 913074-13-2
• PubChem SID: 164232906
• PubChem CID: 46782789

CALCULATED PROPERTIES

• Acid pKa: 12.209505
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.0613298
• LogD (pH = 7.4): -2.0613363
• Log P: -2.0613296
• Molar Refractivity: 48.2548 cm^3
• Polarizability: 19.565256 Å^3
• Polar Surface Area: 99.38 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P764500

Unique transglycosylation potential of extracellular α-D-galactosidase from Talaromyces flavus.

REFERENCES

• Sakai, K., et al.: Agric. Biol. Chem., 51, 315 (1987)
• Dintinger, T., et al.: Biotechnol. Lett., 16, 689 (1987)
• Casali, M., et al.: Biotechnol. Bioeng., 77, 105 (1987)
• Fuller, M., et al.: Clin. Chem., 50, 1979 (1987)