(2R,3R,4S,5R,6R)-4-amino-2-(hexyloxy)-6-(hydroxymethyl)oxane-3,5-diol

• ChemBase ID: 5008
• Molecular Formular: C12H25NO5
• Molecular Mass: 263.3306
• Monoisotopic Mass: 263.17327291
• SMILES: [C@H]1(OCCCCCC)[C@H](O)[C@H]([C@@H](O)[C@H](O1)CO)N
• Canonical SMILES: CCCCCCO[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)N)O
• InChI: InChI=1S/C12H25NO5/c1-2-3-4-5-6-17-12-11(16)9(13)10(15)8(7-14)18-12/h8-12,14-16H,2-7,13H2,1H3/t8-,9+,10+,11-,12-/m1/s1
• InChIKey: MSXUDXAZMKOOST-YBXAARCKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R,6R)-4-amino-2-(hexyloxy)-6-(hydroxymethyl)oxane-3,5-diol
• IUPAC Traditional name: (2R,3R,4S,5R,6R)-4-amino-2-(hexyloxy)-6-(hydroxymethyl)oxane-3,5-diol
• Synonyms: 4-AMINO-2-HEXYLOXY-6-HYDROXYMETHYL-TETRAHYDRO-PYRAN-3,5-DIOL

Database IDs

• PubChem SID: 99443828; 160968440
• PubChem CID: 448295

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.674377
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.0332685
• LogD (pH = 7.4): -1.6022972
• Log P: -0.18325816
• Molar Refractivity: 65.4077 cm^3
• Polarizability: 26.94129 Å^3
• Polar Surface Area: 105.17 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.48
• LOG S: -0.86
• Solubility (Water): 3.61e+01 g/l

DETAILS

DrugBank - DB07357

Drug information: experimental