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

• ChemBase ID: 164048
• Molecular Formular: C40H57N3O24
• Molecular Mass: 963.88628
• Monoisotopic Mass: 963.33319972
• SMILES: [C@@H]1([C@@H]([C@@H](C(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)OC(=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)OC([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)OC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C40H57N3O24/c1-15(44)41-29-36(60-23(9)52)33(27(13-56-19(5)48)63-38(29)62-25(11)54)66-40-31(43-17(3)46)37(61-24(10)53)34(28(65-40)14-57-20(6)49)67-39-30(42-16(2)45)35(59-22(8)51)32(58-21(7)50)26(64-39)12-55-18(4)47/h26-40H,12-14H2,1-11H3,(H,41,44)(H,42,45)(H,43,46)/t26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38?,39+,40+/m1/s1
• InChIKey: XXMZYRVOXWCPFH-RANHEDMISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R)-4,6-bis(acetyloxy)-3-{[(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}-5-acetamidooxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R)-4,6-bis(acetyloxy)-3-{[(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}-5-acetamidooxan-2-yl]methyl acetate
• Synonyms: O-3,4,6-Tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1-4)-O-3,6-di-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1-4)-2-(acetylamino)-2-deoxy-1,3,6-triacetate-α-D-glucopyranose; Tri-N-acetyl Chitotriose Octaacetate; Chitotriose Undecaacetate

Database IDs

• CAS Number: 53942-45-3
• PubChem SID: 162258183
• PubChem CID: 71314666

CALCULATED PROPERTIES

• Acid pKa: 11.580637
• H Acceptors: 16
• H Donor: 3
• LogD (pH = 5.5): -3.8093138
• LogD (pH = 7.4): -3.809338
• Log P: -3.8093128
• Molar Refractivity: 207.2659 cm^3
• Polarizability: 86.3685 Å^3
• Polar Surface Area: 343.85 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C315010

An intermediate of 4-Methylumbelliferyl β-D-N,N',N”-Triacetylchitotrioside.

REFERENCES

• Yang, Y., et al.: J. Biochem., 87, 1003 (1980)