[(2R,3S,4R,5R,6S)-4-(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-acetamido-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxan-2-yl]methyl acetate

• ChemBase ID: 174463
• Molecular Formular: C60H78N4O32
• Molecular Mass: 1367.26892
• Monoisotopic Mass: 1366.45991636
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)Oc1ccc2c(c1)oc(=O)cc2C)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)Oc2ccc3c(c2)oc(=O)cc3C)[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/C60H78N4O32/c1-23-17-44(78)89-39-18-37(15-16-38(23)39)88-57-45(61-24(2)65)54(85-34(12)75)50(41(90-57)20-80-29(7)70)94-59-47(63-26(4)67)56(87-36(14)77)52(43(92-59)22-82-31(9)72)96-60-48(64-27(5)68)55(86-35(13)76)51(42(93-60)21-81-30(8)71)95-58-46(62-25(3)66)53(84-33(11)74)49(83-32(10)73)40(91-58)19-79-28(6)69/h15-18,40-43,45-60H,19-22H2,1-14H3,(H,61,65)(H,62,66)(H,63,67)(H,64,68)/t40-,41-,42-,43-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58+,59+,60+/m1/s1
• InChIKey: ZRRJAKDAXZFDFL-AFQHYASXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-4-(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-acetamido-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-4-(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-acetamido-6-[(4-methyl-2-oxochromen-7-yl)oxy]oxan-2-yl]methyl acetate
• Synonyms: 4-Methylcoumarin-7-yloxy Tridecaacetyl-β-chitotetraoside; 4-Methyl-7-[[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)-O-3,6-di-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-3,6-di-O-acetyl-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl]oxy]-2H-1-Benzopyran-2-one; 4-Methylumbelliferyl β-Chitotetraose Tridecaacetate

Database IDs

• CAS Number: 92574-74-8
• PubChem SID: 164230373
• PubChem CID: 71750657

CALCULATED PROPERTIES

• Acid pKa: 11.428804
• H Acceptors: 22
• H Donor: 4
• LogD (pH = 5.5): -2.9833996
• LogD (pH = 7.4): -2.9834342
• Log P: -2.9833982
• Molar Refractivity: 303.9645 cm^3
• Polarizability: 125.0194 Å^3
• Polar Surface Area: 453.24 Å^2
• Rotatable Bonds: 34
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - M333005

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)