benzyl N-[(2S,3S,4R,5R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]carbamate

• ChemBase ID: 91978
• Molecular Formular: C14H19NO7
• Molecular Mass: 313.30316
• Monoisotopic Mass: 313.11615195
• SMILES: O1C(CO)[C@H](O)[C@@H]([C@@H]([C@H]1O)NC(=O)OCc1ccccc1)O
• Canonical SMILES: OCC1O[C@H](O)[C@H]([C@H]([C@H]1O)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C14H19NO7/c16-6-9-11(17)12(18)10(13(19)22-9)15-14(20)21-7-8-4-2-1-3-5-8/h1-5,9-13,16-19H,6-7H2,(H,15,20)/t9?,10-,11-,12+,13-/m0/s1
• InChIKey: FRTOTMQAWIIMKK-XETPVMHDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[(2S,3S,4R,5R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]carbamate
• IUPAC Traditional name: benzyl N-[(2S,3S,4R,5R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]carbamate
• Synonyms: N-Benzyloxycarbonyl-D-glucosamine 99%

Database IDs

• CAS Number: 16684-31-4
• MDL Number: MFCD00056077
• PubChem SID: 162078676
• PubChem CID: 71299581

CALCULATED PROPERTIES

• Acid pKa: 11.684579
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.87681043
• LogD (pH = 7.4): -0.8768326
• Log P: -0.87681013
• Molar Refractivity: 73.2609 cm^3
• Polarizability: 29.572517 Å^3
• Polar Surface Area: 128.48 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Irritant