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

• ChemBase ID: 103591
• Molecular Formular: C16H28N2O11
• Molecular Mass: 424.40032
• Monoisotopic Mass: 424.16930973
• SMILES: CC(=O)NC1C(O)OC(CO)C(OC2OC(CO)C(O)C(O)C2NC(=O)C)C1O
• Canonical SMILES: OCC1OC(O)C(C(C1OC1OC(CO)C(C(C1NC(=O)C)O)O)O)NC(=O)C
• InChI: InChI=1S/C16H28N2O11/c1-5(21)17-9-13(25)14(8(4-20)27-15(9)26)29-16-10(18-6(2)22)12(24)11(23)7(3-19)28-16/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)
• InChIKey: CDOJPCSDOXYJJF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(5-{[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl)acetamide
• IUPAC Traditional name: @di(N-acetyl-D-glucosamine)
• Synonyms: N-Acetylgalactosamino-dimer; NAGOS-2

Database IDs

• PubChem SID: 162105849
• PubChem CID: 656440

CALCULATED PROPERTIES

• Acid pKa: 11.504834
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -5.2794456
• LogD (pH = 7.4): -5.279478
• Log P: -5.279445
• Molar Refractivity: 90.5393 cm^3
• Polarizability: 37.461098 Å^3
• Polar Surface Area: 207.27 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02152382

N-Acetylgalactosamino-oligo-saccharides (NAGOS) are composed of N-acetyl-D-galactosamine molecules linked by α-(1→4)-bonds. Also see GOS.