(2S,3R,4S,5S,6R)-2-(decylsulfanyl)-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 156734
• Molecular Formular: C16H32O5S
• Molecular Mass: 336.48728
• Monoisotopic Mass: 336.19704512
• SMILES: CCCCCCCCCCS[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: CCCCCCCCCCS[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C16H32O5S/c1-2-3-4-5-6-7-8-9-10-22-16-15(20)14(19)13(18)12(11-17)21-16/h12-20H,2-11H2,1H3/t12-,13-,14+,15-,16+/m1/s1
• InChIKey: WXUWOACRYZHYQL-LJIZCISZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-2-(decylsulfanyl)-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5S,6R)-2-(decylsulfanyl)-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: Decyl-β-D-1-thioglucopyranoside

Database IDs

• CAS Number: 98854-16-1
• MDL Number: MFCD01862990
• Beilstein Number: 6059541
• PubChem SID: 24858576; 162250871
• PubChem CID: 11595224

CALCULATED PROPERTIES

• Acid pKa: 12.4819765
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 2.3091116
• LogD (pH = 7.4): 2.309108
• Log P: 2.3091116
• Molar Refractivity: 88.3236 cm^3
• Polarizability: 35.74584 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -48.0±3°, c = 0.5% in methanol
• Critical Micelle Concentration: 0.9 mM(20-25°C)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥99.0% (TLC)
• Description: non-ionic
• Empirical Formula (Hill Notation): C16H32O5S

DETAILS

Sigma Aldrich - 30726

Application
Detergent for the purification, extraction and solubilization of membrane-bound proteins in the native structure. It increases solubilization by dissociating aggregates and is easily removed by dialysis.