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

• ChemBase ID: 175633
• Molecular Formular: C28H51NO16
• Molecular Mass: 657.70164
• Monoisotopic Mass: 657.32078456
• 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]1OCCCCCCCC)CO)O)O)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)CO)O)O)NC(=O)C)O)O
• Canonical SMILES: CCCCCCCCO[C@@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1O[C@H]1O[C@@H](CO)[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)O)O)O
• InChI: InChI=1S/C28H51NO16/c1-3-4-5-6-7-8-9-40-27-24(22(38)19(35)15(11-31)42-27)45-28-25(23(39)20(36)16(12-32)43-28)44-26-17(29-13(2)33)21(37)18(34)14(10-30)41-26/h14-28,30-32,34-39H,3-12H2,1-2H3,(H,29,33)/t14-,15-,16-,17-,18-,19-,20-,21-,22+,23+,24-,25+,26+,27-,28-/m1/s1
• InChIKey: MFYBEBGCQUYASP-DSGSWEBPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4S,5S,6R)-2-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(octyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-6-(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,3S,4S,5S,6R)-2-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(octyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• Synonyms: GlcNAc(β1-2)Man(α1-2)Glc-O-octyl; Octyl O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→2)-O-α-D-mannopyranosyl-(1→2)-D-Glucopyranoside; Octyl O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-2-O-α-D-mannopyranosyl-2-D-Glucopyranoside

Database IDs

• CAS Number: 1268248-67-4
• PubChem SID: 164231543
• PubChem CID: 71751205

CALCULATED PROPERTIES

• Acid pKa: 11.831644
• H Acceptors: 16
• H Donor: 10
• LogD (pH = 5.5): -3.0169456
• LogD (pH = 7.4): -3.0169604
• Log P: -3.0169456
• Molar Refractivity: 148.8801 cm^3
• Polarizability: 61.5517 Å^3
• Polar Surface Area: 266.55 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - O268100

A trisaccharide substrate used in the study of substrate specificities and catalytic properties of the sister N-acetylglucosaminyltransferases, GnT-V and GnT-Vb.