[(2R,3S,4R,5R,6S)-4,6-bis(acetyloxy)-3-{[(2S,3R,4R,5S,6R)-4-(acetyloxy)-5-{[(2S,3R,4R,5S,6R)-4-(acetyloxy)-6-[(acetyloxy)methyl]-5-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}-3-acetamidooxan-2-yl]oxy}-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}-5-acetamidooxan-2-yl]methyl acetate

• ChemBase ID: 164047
• Molecular Formular: C52H74N4O31
• Molecular Mass: 1251.15216
• Monoisotopic Mass: 1250.43370161
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)OC(=O)C)NC(=O)C)OC(=O)C)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)COC(=O)C)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)COC(=O)C)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C)OC(=O)C)NC(=O)C)OC(=O)C)NC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@@H](O[C@@H]2[C@H](COC(=O)C)O[C@H]([C@H]([C@H]2OC(=O)C)NC(=O)C)OC(=O)C)[C@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1NC(=O)C)OC(=O)C)O[C@@H]1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1NC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C52H74N4O31/c1-19(57)53-37-46(77-29(11)67)42(34(16-72-24(6)62)81-49(37)80-32(14)70)85-51-39(55-21(3)59)48(79-31(13)69)44(36(83-51)18-74-26(8)64)87-52-40(56-22(4)60)47(78-30(12)68)43(35(84-52)17-73-25(7)63)86-50-38(54-20(2)58)45(76-28(10)66)41(75-27(9)65)33(82-50)15-71-23(5)61/h33-52H,15-18H2,1-14H3,(H,53,57)(H,54,58)(H,55,59)(H,56,60)/t33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48-,49-,50+,51+,52+/m1/s1
• InChIKey: OYGWXILTVZPHON-KEMNZMDTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-4,6-bis(acetyloxy)-3-{[(2S,3R,4R,5S,6R)-4-(acetyloxy)-5-{[(2S,3R,4R,5S,6R)-4-(acetyloxy)-6-[(acetyloxy)methyl]-5-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}-3-acetamidooxan-2-yl]oxy}-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}-5-acetamidooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-4,6-bis(acetyloxy)-3-{[(2S,3R,4R,5S,6R)-4-(acetyloxy)-5-{[(2S,3R,4R,5S,6R)-4-(acetyloxy)-6-[(acetyloxy)methyl]-5-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}-3-acetamidooxan-2-yl]oxy}-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}-5-acetamidooxan-2-yl]methyl acetate
• Synonyms: O-(2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1-4)-O-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1-4)-O-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1-4)-2-acetamido-1,3,6-tri-O-acetyl-2-deoxy-β-D-glucopyranose; Chitotetraose Tetradecaacetate

Database IDs

• CAS Number: 117399-51-6
• PubChem SID: 162258182
• PubChem CID: 14055046

CALCULATED PROPERTIES

• Acid pKa: 11.453639
• H Acceptors: 21
• H Donor: 4
• LogD (pH = 5.5): -4.9859343
• LogD (pH = 7.4): -4.9859667
• Log P: -4.985933
• Molar Refractivity: 269.0835 cm^3
• Polarizability: 112.14322 Å^3
• Polar Surface Area: 444.01 Å^2
• Rotatable Bonds: 34
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: >203°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C315005

Chitooligosaccharides derivative.

REFERENCES

• Osawa, T., et al.: Biochem. Biophys. Acta., 130, 56 (1966)
• Ballardie, F.W., et al.: Bioorg. Chem., 6, 483 (1966)
• Yang, Y., et al.: J. Biochem., 88, 829 (1980)