8-{[(2R,3R,4R,5S,6R)-3-acetamido-5-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octyl propanoate

• ChemBase ID: 168313
• Molecular Formular: C27H48N2O13
• Molecular Mass: 608.67562
• Monoisotopic Mass: 608.31563961
• 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)OCCCCCCCCOC(=O)CC)NC(=O)C)O)NC(=O)C)O)O
• Canonical SMILES: OC[C@@H]1O[C@@H](OCCCCCCCCOC(=O)CC)[C@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1NC(=O)C)O)O)O)NC(=O)C
• InChI: InChI=1S/C27H48N2O13/c1-4-19(34)38-11-9-7-5-6-8-10-12-39-26-21(29-16(3)33)24(37)25(18(14-31)41-26)42-27-20(28-15(2)32)23(36)22(35)17(13-30)40-27/h17-18,20-27,30-31,35-37H,4-14H2,1-3H3,(H,28,32)(H,29,33)/t17-,18-,20-,21-,22-,23-,24-,25-,26-,27+/m1/s1
• InChIKey: INQLKIPIHULUIQ-ALRKOFJNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-{[(2R,3R,4R,5S,6R)-3-acetamido-5-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octyl propanoate
• IUPAC Traditional name: 8-{[(2R,3R,4R,5S,6R)-3-acetamido-5-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octyl propanoate
• Synonyms: 8-Ethoxycarbonyloctyl N,N'-Diacetyl-β-chitobioside

Database IDs

• PubChem SID: 162262445
• PubChem CID: 71316507

CALCULATED PROPERTIES

• Acid pKa: 11.963823
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -1.8291628
• LogD (pH = 7.4): -1.8291732
• Log P: -1.8291625
• Molar Refractivity: 143.2752 cm^3
• Polarizability: 58.39805 Å^3
• Polar Surface Area: 222.57 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Amorphous Solid
• Melting Point: 267-277°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E891500

A synthetic antigen which may be linked to proteins.

REFERENCES

• Lee, H-H, et al.: Can. J. Chem., 64, 1912 (1986)