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

• ChemBase ID: 132378
• Molecular Formular: C22H42O11
• Molecular Mass: 482.56228
• Monoisotopic Mass: 482.27271216
• SMILES: CCCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
• Canonical SMILES: CCCCCCCCCCO[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/C22H42O11/c1-2-3-4-5-6-7-8-9-10-30-21-19(29)17(27)20(14(12-24)32-21)33-22-18(28)16(26)15(25)13(11-23)31-22/h13-29H,2-12H2,1H3/t13-,14-,15-,16+,17-,18-,19-,20-,21-,22-/m1/s1
• InChIKey: WOQQAWHSKSSAGF-WXFJLFHKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-(decyloxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-(decyloxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: Decyl-β-D-maltoside; Decyl β-D-maltopyranoside; Decyl-β-D-maltoside solution; Detergent Screening Solution 24/Fluka kit no 66317; Decyl-β-D-maltoside 10 mM solution

Database IDs

• CAS Number: 82494-09-5
• EC Number: 231-791-2
• MDL Number: MFCD00061624
• Beilstein Number: 4923334
• PubChem SID: 24846072; 24894148; 162226655
• PubChem CID: 5288728

CALCULATED PROPERTIES

• Acid pKa: 11.939976
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -0.06893751
• LogD (pH = 7.4): -0.06894987
• Log P: -0.068937354
• Molar Refractivity: 114.5675 cm^3
• Polarizability: 47.13863 Å^3
• Polar Surface Area: 178.53 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear
• Optical Rotation: [α]20/D +51.5±3°, c = 1% in H2O
• Critical Micelle Concentration: 1.6 mM(20-25°C); 1.6-1.8

Safety Information

• German water hazard class: 2; 3
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98% (GC); ≥98.0% (TLC)
• Description: non-ionic
• Empirical Formula (Hill Notation): C22H42O11

DETAILS

Sigma Aldrich - 30715

Other Notes
Suitable detergent for studies on delipidated beef heart cytochrome c oxidase activity1