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

• ChemBase ID: 156023
• Molecular Formular: C24H44O11
• Molecular Mass: 508.59956
• Monoisotopic Mass: 508.28836223
• SMILES: C1CCC(CC1)CCCCCCO[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: OC[C@H]1O[C@@H](OCCCCCCC2CCCCC2)[C@@H]([C@H]([C@@H]1O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O
• InChI: InChI=1S/C24H44O11/c25-12-15-17(27)18(28)20(30)24(33-15)35-22-16(13-26)34-23(21(31)19(22)29)32-11-7-2-1-4-8-14-9-5-3-6-10-14/h14-31H,1-13H2/t15-,16-,17-,18+,19-,20-,21-,22-,23-,24-/m1/s1
• InChIKey: WUCWJXGMSXTDAV-QKMCSOCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-[(6-cyclohexylhexyl)oxy]-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-[(6-cyclohexylhexyl)oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: CYMAL®-6; 6-Cyclohexylhexyl β-D-maltoside; 6-Cyclohexylhexyl-β-D-maltoside solution; Detergent Screening Solution 31/Fluka kit no 66317; 6-Cyclohexylhexyl-β-D-maltoside 30 mM solution

Database IDs

• CAS Number: 228579-27-9
• MDL Number: MFCD01862985
• PubChem SID: 24857692; 24873987; 162250161
• PubChem CID: 447688

CALCULATED PROPERTIES

• Acid pKa: 11.939976
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): 0.19892435
• LogD (pH = 7.4): 0.198912
• Log P: 0.1989245
• Molar Refractivity: 121.9149 cm^3
• Polarizability: 50.077152 Å^3
• Polar Surface Area: 178.53 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +47.0±3°, c = 0.5% in methanol
• Critical Micelle Concentration: 0.56 mM
• Aggregation Number of Micelle: 63

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: 2-8°C

Product Information

• Purity: ≥99.0% (TLC)
• Description: non-ionic
• Mol. Weight: micellar average mol wt 32,000
• Empirical Formula (Hill Notation): C24H44O11

DETAILS

Sigma Aldrich - 29396

Application
Detergent for the purification and crystallization of membrane-bound proteins in native structure. It has a higher CMC (critical micelle concentration) and is more hydrophobic than the corresponding linear chain analog (C24).1
Legal Information
No license is conveyed with the purchase of this product.
CYMAL is a registered trademark of Affymetrix, Inc.