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

• ChemBase ID: 5029
• Molecular Formular: C14H29NO5
• Molecular Mass: 291.38376
• Monoisotopic Mass: 291.20457303
• SMILES: [C@H]1(OCCCCCCCC)[C@H](O)[C@H]([C@@H](O)[C@H](O1)CO)N
• Canonical SMILES: CCCCCCCCO[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)N)O
• InChI: InChI=1S/C14H29NO5/c1-2-3-4-5-6-7-8-19-14-13(18)11(15)12(17)10(9-16)20-14/h10-14,16-18H,2-9,15H2,1H3/t10-,11+,12+,13-,14-/m1/s1
• InChIKey: HABUHWBZDNZBSI-MBJXGIAVSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160968461; 99443849
• PubChem CID: 448297

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.674377
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.1441312
• LogD (pH = 7.4): -0.7131599
• Log P: 0.70587915
• Molar Refractivity: 74.6097 cm^3
• Polarizability: 30.602255 Å^3
• Polar Surface Area: 105.17 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.51
• LOG S: -1.46
• Solubility (Water): 1.00e+01 g/l

DETAILS

DrugBank - DB07378

Drug information: experimental