(2S,3S,5S)-2-{[(3S,5S,6R)-6-{[(3S,5S,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(3S,5S,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-6-[hydroxy(13C)methyl](2,3,4,5,6-13C5)oxane-3,4,5-triol

• ChemBase ID: 169653
• Molecular Formular: C24H42O21
• Molecular Mass: 672.53360903
• Monoisotopic Mass: 672.24198739
• SMILES: O1[13C@@H]([13C@@H]([13CH]([13C@@H]([13CH]1[13CH2]O)O)O)O)OCC1O[C@@H]([C@@H](C([C@@H]1O)O)O)O[C@@H]1C(O[C@@H]([C@@H](C1O)O)O[C@@H]1C(O[C@H]([C@@H](C1O)O)O)CO)CO
• Canonical SMILES: OCC1O[C@H](O[C@@H]2C(CO)O[C@H]([C@@H](C2O)O)O)[C@@H](C([C@@H]1O[C@H]1OC(CO[13C@H]2O[13CH]([13CH2]O)[13C@H]([13CH]([13C@H]2O)O)O)[C@H](C([C@H]1O)O)O)O)O
• InChI: InChI=1S/C24H42O21/c25-1-5-9(28)11(30)16(35)22(41-5)39-4-8-10(29)12(31)17(36)23(43-8)45-20-7(3-27)42-24(18(37)14(20)33)44-19-6(2-26)40-21(38)15(34)13(19)32/h5-38H,1-4H2/t5?,6?,7?,8?,9-,10-,11?,12?,13?,14?,15+,16+,17+,18+,19-,20-,21-,22+,23-,24-/m1/s1/i1+1,5+1,9+1,11+1,16+1,22+1
• InChIKey: FPBCRLIOSBQLHS-VTXVZPSFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,5S)-2-{[(3S,5S,6R)-6-{[(3S,5S,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(3S,5S,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-6-[hydroxy(^1^3C)methyl](2,3,4,5,6-^1^3C₅)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3S,5S)-2-{[(3S,5S,6R)-6-{[(3S,5S,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(3S,5S,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methoxy}-6-[hydroxy(^1^3C)methyl](2,3,4,5,6-^1^3C₅)oxane-3,4,5-triol
• Synonyms: 4-O-[4-O-(6-O-α-D-Glucopyranosyl-α-D-glucopyranosyl)-α-D-glucopyranosyl]-D-glucopyranose-13C6; Glc-α-1,6-Glc-α-1,4-Glc-α-1,4Glc-13C6; 6-α-D-Glucopyranosyl Maltotriose-13C6

Database IDs

• PubChem SID: 162263785
• PubChem CID: 71317083

CALCULATED PROPERTIES

• Acid pKa: 11.1919775
• H Acceptors: 21
• H Donor: 14
• LogD (pH = 5.5): -8.245047
• LogD (pH = 7.4): -8.245116
• Log P: -8.245047
• Molar Refractivity: 133.1633 cm^3
• Polarizability: 56.598408 Å^3
• Polar Surface Area: 347.83 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - G419103

Labelled 6-α-D-Glucopyranosyl Maltotriose (G419100). Sugar composition of sake.

REFERENCES

• Giri, N.Y., et al.: Arch. Biochem. Biophysics, 145, 505 (1971)