(4S,5S)-6-({[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)(2-13C)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol

• ChemBase ID: 171816
• Molecular Formular: C12H22O11
• Molecular Mass: 343.28913484
• Monoisotopic Mass: 343.11956636
• SMILES: [C@@H]1([C@@H](C([13C@H](OC1CO)OCC1[C@H]([C@@H](C(C(O1)O)O)O)O)O)O)O
• Canonical SMILES: OCC1O[13C@H](OCC2OC(O)C([C@H]([C@@H]2O)O)O)C([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3?,4?,5-,6-,7+,8+,9?,10?,11?,12+/m1/s1/i12+1
• InChIKey: DLRVVLDZNNYCBX-WMAUEQLFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-6-({[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)(2-^1^3C)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol
• IUPAC Traditional name: (4S,5S)-6-({[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)(2-^1^3C)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol
• Synonyms: 6-O-α-D-[1-13C]Glucopyranosyl-D-glucose; D-Isomaltose-13C; Isomaltose-13C

Database IDs

• PubChem SID: 164227726
• PubChem CID: 71749567

CALCULATED PROPERTIES

• Acid pKa: 11.2481985
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -4.703376
• LogD (pH = 7.4): -4.7034364
• Log P: -4.703375
• Molar Refractivity: 68.3367 cm^3
• Polarizability: 28.969793 Å^3
• Polar Surface Area: 189.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - I821252

Labelled Isomaltose. One of the main product of transformation of maltose into prebiotic isomaltooligosaccharides by novel α-glucosidase from Xantophyllomyces dendrorhous.

REFERENCES

• Chaen, H., et al.: J. Biosci. Bioeng., 92, 177 (2003)
• Ferrer, M., et al.: Biochem. J., 391, 269 (2003)
• Tzortzis, G., et al.: Appl. Microbiol. Biotechnol., 63, 286 (2003)