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

• ChemBase ID: 156017
• Molecular Formular: C20H36O11
• Molecular Mass: 452.49324
• Monoisotopic Mass: 452.22576197
• SMILES: C1CCC(CC1)CCO[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](OCCC2CCCCC2)[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/C20H36O11/c21-8-11-13(23)14(24)16(26)20(29-11)31-18-12(9-22)30-19(17(27)15(18)25)28-7-6-10-4-2-1-3-5-10/h10-27H,1-9H2/t11-,12-,13-,14+,15-,16-,17-,18-,19-,20-/m1/s1
• InChIKey: RHXPDNGQJSXOMW-OIIXUNCGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-(2-cyclohexylethoxy)-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-(2-cyclohexylethoxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: CYMAL®-2; 2-Cyclohexylethyl β-D-maltoside

Database IDs

• CAS Number: 260804-65-7
• MDL Number: MFCD01862984
• PubChem SID: 24857690; 162250155
• PubChem CID: 9547906

CALCULATED PROPERTIES

• Acid pKa: 11.939976
• H Acceptors: 11
• H Donor: 7
• LogD (pH = 5.5): -1.5793504
• LogD (pH = 7.4): -1.5793626
• Log P: -1.5793501
• Molar Refractivity: 103.5109 cm^3
• Polarizability: 42.79667 Å^3
• Polar Surface Area: 178.53 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +52.5±3°, c = 0.5% in methanol
• Critical Micelle Concentration: 120; 120 mM(20-25°C)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (TLC)
• Description: non-ionic
• Empirical Formula (Hill Notation): C20H36O11

DETAILS

Sigma Aldrich - 29395

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 (C20).1
Legal Information
No license is conveyed with the purchase of this product.
CYMAL is a registered trademark of Affymetrix, Inc.