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

• ChemBase ID: 131115
• Molecular Formular: C22H38N2O15
• Molecular Mass: 570.54152
• Monoisotopic Mass: 570.22721853
• SMILES: CC1C(C(C(C(O1)OCC1C(C(C(C(O1)O)NC(=O)C)O)OC1C(C(C(C(O1)CO)O)O)NC(=O)C)O)O)O
• Canonical SMILES: OCC1OC(OC2C(COC3OC(C)C(C(C3O)O)O)OC(C(C2O)NC(=O)C)O)C(C(C1O)O)NC(=O)C
• InChI: InChI=1S/C22H38N2O15/c1-6-13(28)17(32)18(33)22(36-6)35-5-10-19(16(31)11(20(34)37-10)23-7(2)26)39-21-12(24-8(3)27)15(30)14(29)9(4-25)38-21/h6,9-22,25,28-34H,4-5H2,1-3H3,(H,23,26)(H,24,27)
• InChIKey: YBYSAIOYCWNLAP-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-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-3-yl)acetamide
• IUPAC Traditional name: N-(5-{[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,4-dihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-3-yl)acetamide
• Synonyms: β-D-GlcNAC-(1→4)-[α-L-Fuc-(1→6)]-D-GlcNAc; 6-O-α-L-Fucopyranosyl-N,N′-diacetylchitobiose

Database IDs

• CAS Number: 79365-98-3
• MDL Number: MFCD00133008
• PubChem SID: 162225393
• PubChem CID: 5235507

CALCULATED PROPERTIES

• Acid pKa: 11.386919
• H Acceptors: 15
• H Donor: 10
• LogD (pH = 5.5): -6.0033712
• LogD (pH = 7.4): -6.0034137
• Log P: -6.003371
• Molar Refractivity: 121.4089 cm^3
• Polarizability: 50.562634 Å^3
• Polar Surface Area: 266.19 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

Sigma Aldrich - F0774

Other Notes
Part of the oligosaccharide structure of the N-linked carbohydrate side-chain of glycoproteins.