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

• ChemBase ID: 5274
• Molecular Formular: C20H38O9
• Molecular Mass: 422.51032
• Monoisotopic Mass: 422.2515828
• SMILES: C(CCCCCO[C@@H]1O[C@H](CO)[C@H](O)C[C@H]1O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O)CC
• Canonical SMILES: CCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](C[C@H]1O[C@@H]1O[C@@H](C)[C@H]([C@H]([C@@H]1O)O)O)O
• InChI: InChI=1S/C20H38O9/c1-3-4-5-6-7-8-9-26-19-14(10-13(22)15(11-21)29-19)28-20-18(25)17(24)16(23)12(2)27-20/h12-25H,3-11H2,1-2H3/t12-,13+,14+,15+,16+,17+,18-,19+,20-/m0/s1
• InChIKey: FBVFDKBCZLMLQT-PPCMOIRNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5S,6S)-2-{[(2R,3R,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-(octyloxy)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol
• IUPAC Traditional name: (2S,3S,4R,5S,6S)-2-{[(2R,3R,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-(octyloxy)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol
• Synonyms: octyl 3-deoxy-2-O-(6-deoxy-alpha-L-galactopyranosyl)-beta-D-xylo-hexopyranoside

Database IDs

• PubChem SID: 99444104; 160968703
• PubChem CID: 46937084

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.215489
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 0.77912986
• LogD (pH = 7.4): 0.7791233
• Log P: 0.77913
• Molar Refractivity: 102.7247 cm^3
• Polarizability: 42.135742 Å^3
• Polar Surface Area: 138.07 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.75
• LOG S: -1.87
• Solubility (Water): 5.72e+00 g/l

DETAILS

DrugBank - DB07633

Drug information: experimental