N-(3,4,5-trihydroxy-1-oxo-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexan-2-yl)acetamide

• ChemBase ID: 134333
• Molecular Formular: C14H25NO11
• Molecular Mass: 383.3484
• Monoisotopic Mass: 383.14276063
• SMILES: CC(=O)NC(C=O)C(C(C(COC1C(C(C(C(O1)CO)O)O)O)O)O)O
• Canonical SMILES: O=CC(C(C(C(COC1OC(CO)C(C(C1O)O)O)O)O)O)NC(=O)C
• InChI: InChI=1S/C14H25NO11/c1-5(18)15-6(2-16)9(20)10(21)7(19)4-25-14-13(24)12(23)11(22)8(3-17)26-14/h2,6-14,17,19-24H,3-4H2,1H3,(H,15,18)
• InChIKey: FGYNENQLWILFLQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(3,4,5-trihydroxy-1-oxo-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexan-2-yl)acetamide
• IUPAC Traditional name: N-(3,4,5-trihydroxy-1-oxo-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexan-2-yl)acetamide
• Synonyms: β-D-Gal-(1→6)-D-GlcNAc; 2-Acetamido-2-deoxy-6-O-(β-D-galactopyranosyl)-D-glucopyranose; β-galactosyl-(1-6)-N-acetylglucosamine; N-Acetylallolactosamine

Database IDs

• CAS Number: 50787-10-5
• MDL Number: MFCD00057922
• PubChem SID: 24890448; 162228610; 24891292
• PubChem CID: 1528

CALCULATED PROPERTIES

• Acid pKa: 11.420165
• H Acceptors: 11
• H Donor: 8
• LogD (pH = 5.5): -5.627232
• LogD (pH = 7.4): -5.6272717
• Log P: -5.6272316
• Molar Refractivity: 80.8602 cm^3
• Polarizability: 33.308994 Å^3
• Polar Surface Area: 206.24 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥90%
• Empirical Formula (Hill Notation): C14H25NO11

DETAILS

Sigma Aldrich - A0724

Biochem/physiol Actions
Starting material for carbohydrate syntheses
Application
N-Acetylallolactosamine is used to study and differentiate hemagglutination mediators such as the L10b lectin from horseshoe crab hemocytes.

Sigma Aldrich - A7916

Biochem/physiol Actions
Inhibitor of lectins