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

• ChemBase ID: 158874
• Molecular Formular: C16H28N2O11
• Molecular Mass: 424.40032
• Monoisotopic Mass: 424.16930973
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO)O[C@@H]1[C@@H]([C@@H](C(O[C@H]1CO)O)NC(=O)C)O)NC(=O)C)O)O
• Canonical SMILES: OC[C@@H]1OC(O)[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/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)/t7-,8-,9-,10-,11-,12-,13-,14+,15?,16+/m1/s1
• InChIKey: CDOJPCSDOXYJJF-JJYFQBDTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-2-{[(2R,3R,4R,5R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4R,5S,6R)-2-{[(2R,3R,4R,5R)-5-acetamido-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• Synonyms: 2-(Acetylamino)-4-O-[2-(acetylamino)-2-deoxy-β-D-glucopyranosyl]-2-deoxy-α-D-galactose; GlcNAc1β-4GalNAc; 2-Acetamido-2-deoxy-4-O-(β-D-2-acetamido-2-deoxyglucopyranosyl)-α-D-galactopyranose

Database IDs

• PubChem SID: 162253009
• PubChem CID: 71312723

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

DETAILS

Toronto Research Chemicals - A150760

Oligosaccharide widely distributed in the human digestive tract.