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

• ChemBase ID: 175641
• Molecular Formular: C20H38O11
• Molecular Mass: 454.50912
• Monoisotopic Mass: 454.24141204
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO)OCCCCCCCC)O)O)O[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)CO)O)O)O
• Canonical SMILES: CCCCCCCCO[C@@H]1O[C@@H](CO)[C@H]([C@@H]([C@@H]1O)O)O[C@@H]1O[C@@H](CO)[C@@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C20H38O11/c1-2-3-4-5-6-7-8-28-19-17(27)15(25)18(12(10-22)30-19)31-20-16(26)14(24)13(23)11(9-21)29-20/h11-27H,2-10H2,1H3/t11-,12-,13+,14+,15-,16-,17-,18-,19-,20+/m1/s1
• InChIKey: MASIZQYHVMQQKI-YAIANMIZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5R,6R)-2-{[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-(octyloxy)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5R,6R)-2-{[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-(octyloxy)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: Octyl 4-O-β-D-Galactopyranosyl-β-D-glucopyranoside; Octyl β-D-Lactoside

Database IDs

• CAS Number: 74513-17-0
• PubChem SID: 164231551
• PubChem CID: 9868568

CALCULATED PROPERTIES

• Acid pKa: 11.939976
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -0.95807487
• LogD (pH = 7.4): -0.9580872
• Log P: -0.9580747
• Molar Refractivity: 105.3655 cm^3
• Polarizability: 43.498623 Å^3
• Polar Surface Area: 178.53 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Warm Methanol
• Apperance: White Crystalline Solid
• Melting Point: 185-187°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - O289000

A nonionic detergent for the solubilization of membrane bound protein.

REFERENCES

• Zhou, B., et al.: J. Biol. Chem., 264, 12272 (1989)
• Pohlentz, G., et al.: Glycobiol., 4, 625 (1989)