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

• ChemBase ID: 175367
• Molecular Formular: C38H57N5O24
• Molecular Mass: 967.87828
• Monoisotopic Mass: 967.33934773
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO)O[C@H]1[C@@H]([C@@H]([C@@H](O[C@H]1CO)O[C@H]1[C@@H]([C@@H]([C@@H](O[C@H]1CO)O[C@H]1[C@@H]([C@@H]([C@@H](O[C@H]1CO)Oc1ccc(cc1)[N+](=O)[O-])NC(=O)C)O)NC(=O)C)O)ONC(=O)C)O)NC(=O)C)O)O
• Canonical SMILES: OC[C@@H]1O[C@@H](O[C@@H]2[C@H](CO)O[C@H]([C@H]([C@H]2O)NC(=O)C)Oc2ccc(cc2)[N+](=O)[O-])[C@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1ONC(=O)C)O)O[C@@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1NC(=O)C)O)O)O)NC(=O)C
• InChI: InChI=1S/C38H57N5O24/c1-13(48)39-23-27(53)26(52)19(9-44)60-36(23)65-33-22(12-47)63-38(34(30(33)56)67-42-16(4)51)66-32-21(11-46)62-37(25(29(32)55)41-15(3)50)64-31-20(10-45)61-35(24(28(31)54)40-14(2)49)59-18-7-5-17(6-8-18)43(57)58/h5-8,19-38,44-47,52-56H,9-12H2,1-4H3,(H,39,48)(H,40,49)(H,41,50)(H,42,51)/t19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30+,31-,32-,33-,34-,35-,36+,37+,38+/m1/s1
• InChIKey: PKWVGQGKBDWEJC-ZBLQRMNDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{[(2S,3R,4S,5S,6R)-5-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[(2R,3S,4R,5R,6S)-5-acetamido-6-{[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxan-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}acetamide
• IUPAC Traditional name: N-{[(2S,3R,4S,5S,6R)-5-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[(2R,3S,4R,5R,6S)-5-acetamido-6-{[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxan-3-yl]oxy}-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}acetamide
• Synonyms: 4-Nitrophenyl O-2-(Acetylamino)-2-deoxy-β-D-glucopyranosyl-(14)-O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(14)-O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(14)-O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(14)-2-(acetylamino)-2-deoxy-β-D-glucopyranoside; p-Nitrophenyl β-D-N,N’,N’’,N’’’,N’’’’-Pentaacetylhitopentaoside; p-Nitrophenyl Penta-N-acetyl-β-chitopentaoside

Database IDs

• CAS Number: 114882-45-0
• PubChem SID: 164231277
• PubChem CID: 71751101

CALCULATED PROPERTIES

• Acid pKa: 8.330178
• H Acceptors: 24
• H Donor: 13
• LogD (pH = 5.5): -6.9725165
• LogD (pH = 7.4): -7.0144
• Log P: -6.971948
• Molar Refractivity: 210.5033 cm^3
• Polarizability: 85.866806 Å^3
• Polar Surface Area: 427.36 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - N504450

Substrate for the colorimetric assay of lysozyme.

REFERENCES

• Nanjo F., et al.: J. Biochem., 104, 255 (1988)
• Maenaka, K., et al.: J. Biol. Chem., 269, 7070 (1988)
• Esposito, G., et al.: J. Biol. Chem., 278, 25910 (1988)