N-[(2S,5S,6R)-5-{[(2S,5S,6R)-3-acetamido-5-{[(2S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide

• ChemBase ID: 106094
• Molecular Formular: C30H44N4O18
• Molecular Mass: 748.68636
• Monoisotopic Mass: 748.26506059
• SMILES: CC(=O)NC1[C@@H](O[C@@H]([C@H](C1O)O[C@H]1C(C([C@@H]([C@H](O1)CO)O[C@H]1C(C(C([C@H](O1)CO)O)O)NC(=O)C)O)NC(=O)C)CO)Oc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2)[N+](=O)[O-])C(C([C@@H]1O[C@@H]1O[C@H](CO)[C@H](C(C1NC(=O)C)O)O[C@@H]1O[C@H](CO)C(C(C1NC(=O)C)O)O)O)NC(=O)C
• InChI: InChI=1S/C30H44N4O18/c1-11(38)31-19-23(42)22(41)16(8-35)48-29(19)51-27-18(10-37)50-30(21(25(27)44)33-13(3)40)52-26-17(9-36)49-28(20(24(26)43)32-12(2)39)47-15-6-4-14(5-7-15)34(45)46/h4-7,16-30,35-37,41-44H,8-10H2,1-3H3,(H,31,38)(H,32,39)(H,33,40)/t16-,17-,18-,19?,20?,21?,22?,23?,24?,25?,26-,27-,28-,29+,30+/m1/s1
• InChIKey: UWYYAJFSFHIFNY-FFKVIVMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,5S,6R)-5-{[(2S,5S,6R)-3-acetamido-5-{[(2S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,5S,6R)-5-{[(2S,5S,6R)-3-acetamido-5-{[(2S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
• Synonyms: p-NITROPHENYL-β-D-N,N',N''-TRIACETYL-CHITOTRIOSE

Database IDs

• CAS Number: 7699-38-9
• PubChem SID: 162093889
• PubChem CID: 71299757

CALCULATED PROPERTIES

• Acid pKa: 11.50692
• H Acceptors: 18
• H Donor: 10
• LogD (pH = 5.5): -5.064181
• LogD (pH = 7.4): -5.0642104
• Log P: -5.0641804
• Molar Refractivity: 165.6385 cm^3
• Polarizability: 67.033745 Å^3
• Polar Surface Area: 330.11 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02199035

Lysozyme substrate

REFERENCES

• Osawa, T. and Nakazawa, Y., Biochim. Biophys. Acta, 130: 56 (1966).