N-[(2S,3R,4S,6S)-2-hydroxy-6-(hydroxymethyl)-4-{[(1S,2S,3R,4R,5R)-2,3,4-trihydroxy-5-methylcyclohexyl]oxy}oxan-3-yl]acetamide

• ChemBase ID: 89514
• Molecular Formular: C15H27NO8
• Molecular Mass: 349.37678
• Monoisotopic Mass: 349.17366683
• SMILES: C[C@@H]1C[C@H](O[C@H]2C[C@@H](CO)O[C@H](O)[C@@H]2NC(=O)C)[C@@H](O)[C@H](O)[C@@H]1O
• Canonical SMILES: OC[C@@H]1C[C@H](O[C@H]2C[C@@H](C)[C@H]([C@H]([C@@H]2O)O)O)[C@H]([C@H](O1)O)NC(=O)C
• InChI: InChI=1S/C15H27NO8/c1-6-3-10(13(20)14(21)12(6)19)24-9-4-8(5-17)23-15(22)11(9)16-7(2)18/h6,8-15,17,19-22H,3-5H2,1-2H3,(H,16,18)/t6-,8+,9+,10+,11-,12-,13-,14-,15+/m1/s1
• InChIKey: WHRVTRVIXQMURM-ANRRXGGOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2S,3R,4S,6S)-2-hydroxy-6-(hydroxymethyl)-4-{[(1S,2S,3R,4R,5R)-2,3,4-trihydroxy-5-methylcyclohexyl]oxy}oxan-3-yl]acetamide
• IUPAC Traditional name: N-[(2S,3R,4S,6S)-2-hydroxy-6-(hydroxymethyl)-4-{[(1S,2S,3R,4R,5R)-2,3,4-trihydroxy-5-methylcyclohexyl]oxy}oxan-3-yl]acetamide
• Synonyms: Fuc1-a-3GlcNAc; 2-Acetamido-2-deoxy-3-O-(alpha-L-fucopyranosyl)-D-glucopyranose

Database IDs

• CAS Number: 24876-86-6
• MDL Number: MFCD00153896
• PubChem SID: 162076394
• PubChem CID: 71299547

CALCULATED PROPERTIES

• Acid pKa: 11.642756
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -2.9476213
• LogD (pH = 7.4): -2.9476452
• Log P: -2.9476206
• Molar Refractivity: 80.2491 cm^3
• Polarizability: 32.841423 Å^3
• Polar Surface Area: 148.71 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 170-173(dec.)°C