(2S,3R,4S,5S,6R)-2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 2939
• Molecular Formular: C12H17NO6
• Molecular Mass: 271.26648
• Monoisotopic Mass: 271.10558727
• SMILES: Nc1ccc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2)N)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C12H17NO6/c13-6-1-3-7(4-2-6)18-12-11(17)10(16)9(15)8(5-14)19-12/h1-4,8-12,14-17H,5,13H2/t8-,9-,10+,11-,12-/m1/s1
• InChIKey: MIAKOEWBCMPCQR-RMPHRYRLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5S,6R)-2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: P-Aminophenyl-Alpha-D-Galactopyranoside

Database IDs

• PubChem SID: 46508603; 160966386
• PubChem CID: 88702

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.200142
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -1.4968417
• LogD (pH = 7.4): -1.4282696
• Log P: -1.4273136
• Molar Refractivity: 64.8837 cm^3
• Polarizability: 25.775139 Å^3
• Polar Surface Area: 125.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.23
• LOG S: -0.92
• Solubility (Water): 3.29e+01 g/l

DETAILS

DrugBank - DB03242

Drug information: experimental