(2S,3S,4S,6S)-6-{[(2R,3R,4S,5R,6R)-4-amino-5-hydroxy-6-(hydroxymethyl)-2-(octyloxy)oxan-3-yl]oxy}-2-methyloxane-3,4-diol

• ChemBase ID: 4992
• Molecular Formular: C20H39NO8
• Molecular Mass: 421.52556
• Monoisotopic Mass: 421.26756721
• SMILES: C(CCCCCO[C@@H]1O[C@H](CO)[C@H](O)[C@H](N)[C@H]1O[C@H]1C[C@@H]([C@@H]([C@@H](O1)C)O)O)CC
• Canonical SMILES: CCCCCCCCO[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O[C@H]1C[C@H](O)[C@@H]([C@@H](O1)C)O)N)O
• InChI: InChI=1S/C20H39NO8/c1-3-4-5-6-7-8-9-26-20-19(16(21)18(25)14(11-22)28-20)29-15-10-13(23)17(24)12(2)27-15/h12-20,22-25H,3-11,21H2,1-2H3/t12-,13-,14+,15-,16-,17+,18-,19+,20+/m0/s1
• InChIKey: GHTLMVRROQXELT-HTYYFBMYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,6S)-6-{[(2R,3R,4S,5R,6R)-4-amino-5-hydroxy-6-(hydroxymethyl)-2-(octyloxy)oxan-3-yl]oxy}-2-methyloxane-3,4-diol
• IUPAC Traditional name: (2S,3S,4S,6S)-6-{[(2R,3R,4S,5R,6R)-4-amino-5-hydroxy-6-(hydroxymethyl)-2-(octyloxy)oxan-3-yl]oxy}-2-methyloxane-3,4-diol
• Synonyms: octyl 3-amino-3-deoxy-2-O-(2,6-dideoxy-alpha-L-lyxo-hexopyranosyl)-beta-D-galactopyranoside

Database IDs

• PubChem SID: 160968424; 99443812
• PubChem CID: 46937064

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.962976
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -1.9254371
• LogD (pH = 7.4): -0.4311447
• Log P: 0.88259155
• Molar Refractivity: 103.9686 cm^3
• Polarizability: 42.994396 Å^3
• Polar Surface Area: 143.86 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.26
• LOG S: -1.98
• Solubility (Water): 4.43e+00 g/l

DETAILS

DrugBank - DB07341

Drug information: experimental