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

• ChemBase ID: 164046
• Molecular Formular: C28H40N2O17
• Molecular Mass: 676.6204
• Monoisotopic Mass: 676.23269783
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)O[C@H]1[C@@H]([C@@H](C(O[C@H]1COC(=O)C)OC(=O)C)NC(=O)C)OC(=O)C)NC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1OC(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)OC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C28H40N2O17/c1-11(31)29-21-26(43-17(7)37)24(20(10-40-14(4)34)45-27(21)44-18(8)38)47-28-22(30-12(2)32)25(42-16(6)36)23(41-15(5)35)19(46-28)9-39-13(3)33/h19-28H,9-10H2,1-8H3,(H,29,31)(H,30,32)/t19-,20-,21-,22-,23-,24-,25-,26-,27?,28+/m1/s1
• InChIKey: JUYKRZRMNHWQCD-NCBZWLQXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-6-{[(2R,3S,4R,5R)-4,6-bis(acetyloxy)-2-[(acetyloxy)methyl]-5-acetamidooxan-3-yl]oxy}-5-acetamidooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-3,4-bis(acetyloxy)-6-{[(2R,3S,4R,5R)-4,6-bis(acetyloxy)-2-[(acetyloxy)methyl]-5-acetamidooxan-3-yl]oxy}-5-acetamidooxan-2-yl]methyl acetate
• Synonyms: 2-(Acetylamino)-2-deoxy-4-O-[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl]-D-glucopyranose 1,3,6-Triacetate; Peracetylchitobiose; Chitobiose Octaacetate

Database IDs

• CAS Number: 41670-99-9
• PubChem SID: 162258181
• PubChem CID: 11072451

CALCULATED PROPERTIES

• Acid pKa: 11.760803
• H Acceptors: 11
• H Donor: 2
• LogD (pH = 5.5): -2.6326935
• LogD (pH = 7.4): -2.6327095
• Log P: -2.6326928
• Molar Refractivity: 145.4483 cm^3
• Polarizability: 60.59379 Å^3
• Polar Surface Area: 243.69 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 304-305°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C315000

Chitin derivatives

REFERENCES

• Honda, Y., et al.: Bioorg. Med. Chem. Lett., 10, 827 (2000)