(4R,5S)-5-{[(2R,4R,5S)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2R,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol

• ChemBase ID: 172504
• Molecular Formular: C18H32O16
• Molecular Mass: 504.43708
• Monoisotopic Mass: 504.16903494
• SMILES: [C@@H]1([C@@H](C(C(OC1CO)O)O)O)O[C@@H]1C([C@H]([C@@H](C(O1)CO)O[C@@H]1C([C@H]([C@@H](C(O1)CO)O)O)O)O)O
• Canonical SMILES: OCC1O[C@H](O[C@@H]2C(CO)OC(C([C@H]2O)O)O)C([C@H]([C@@H]1O[C@H]1OC(CO)[C@H]([C@@H](C1O)O)O)O)O
• InChI: InChI=1S/C18H32O16/c19-1-4-7(22)8(23)12(27)17(31-4)34-15-6(3-21)32-18(13(28)10(15)25)33-14-5(2-20)30-16(29)11(26)9(14)24/h4-29H,1-3H2/t4?,5?,6?,7-,8+,9-,10-,11?,12?,13?,14-,15-,16?,17-,18-/m1/s1
• InChIKey: FYGDTMLNYKFZSV-LPHZHCGHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,5S)-5-{[(2R,4R,5S)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2R,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol
• IUPAC Traditional name: (4R,5S)-5-{[(2R,4R,5S)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2R,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol
• Synonyms: D-Maltotriose; O-α-D-Glucopyranosyl-(1->4)-O-α-D-glucopyranosyl-(1->4)-D-glucose; Amylotriose; NSC 170180; Triomaltose

Database IDs

• CAS Number: 1109-28-0
• PubChem SID: 164228414
• PubChem CID: 67794901

CALCULATED PROPERTIES

• Acid pKa: 11.215222
• H Acceptors: 16
• H Donor: 11
• LogD (pH = 5.5): -6.474211
• LogD (pH = 7.4): -6.474277
• Log P: -6.4742107
• Molar Refractivity: 100.75 cm^3
• Polarizability: 42.784054 Å^3
• Polar Surface Area: 268.68 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 180-182°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M159000

A trisaccharide resulting from the digestion of Amalose by α-Amalase.

REFERENCES

• Carvalho, G., et al.: App. Biochem. Biotechnol., 155, 356 (2009)
• Huuskonen, A., et al.: App. Environ. Microbiol., 76, 1563 (2009)
• Chang, S., et al.: J. Agric. Food Chem., 58, 2908 (2009)