(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-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 169652
• Molecular Formular: C24H42O21
• Molecular Mass: 666.57768
• Monoisotopic Mass: 666.22185836
• SMILES: O1[C@@H]([C@@H](C([C@@H](C1CO)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[C@H]2OC(CO)[C@H](C([C@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
• InChIKey: FPBCRLIOSBQLHS-ISMMZKDSSA-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-(hydroxymethyl)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-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: D-O-α-D-Glucopyranosyl-(1-6)-O-α-D-glucopyranosyl-(1-4)-O-α-D-glucopyranosyl-(1-4)glucopyranose; Glc-α-1,6-Glc-α-1,4-Glc-α-1,4Glc; 6-α-D-Glucopyranosyl Maltotriose; 4-O-[4-O-(6-O-α-D-Glucopyranosyl-α-D-glucopyranosyl)-α-D-glucopyranosyl]-D-glucopyranose Deuterated; Glc-α-1,6-Glc-α-1,4-Glc-α-1,4Glc Deuterated; 6-α-D-Glucopyranosyl Maltotriose Deuterated

Database IDs

• CAS Number: 34336-93-1
• PubChem SID: 162263784
• PubChem CID: 46783036

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

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: >155°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G419102

Labelled 6-α-D-Glucopyranosyl Maltotriose (G419100). Sugar composition of sake. (Mixture of d4, d5 and d6).

Toronto Research Chemicals - G419100

Sugar composition of sake.

REFERENCES

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