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

• ChemBase ID: 4224
• Molecular Formular: C23H42O11
• Molecular Mass: 494.57298
• Monoisotopic Mass: 494.27271216
• SMILES: OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](OCCCCCC3CCCCC3)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@H]1O[C@@H](OCCCCCC2CCCCC2)[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/C23H42O11/c24-11-14-16(26)17(27)19(29)23(32-14)34-21-15(12-25)33-22(20(30)18(21)28)31-10-6-2-5-9-13-7-3-1-4-8-13/h13-30H,1-12H2/t14-,15-,16-,17+,18-,19-,20-,21-,22-,23-/m1/s1
• InChIKey: RVTGFZGNOSKUDA-ZNGNCRBCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-[(5-cyclohexylpentyl)oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: cymal-5
• Synonyms: CYMAL®-5; 5-Cyclohexylpentyl β-D-maltoside; CYMAL-5; 5-CYCLOHEXYL-1-PENTYL-BETA-D-MALTOSIDE; 5-CYCLOHEXYLPENTYL 4-O-ALPHA-D-GLUCOPYRANOSYL-BETA-D-GLUCOPYRANOSIDE; Cyclohexyl-pentyl-maltoside

Database IDs

• CAS Number: 250692-65-0
• MDL Number: MFCD09750882
• PubChem SID: 46507595; 160967656
• PubChem CID: 5327073

CALCULATED PROPERTIES

JChem

• LogD (pH = 5.5): -0.24564432
• LogD (pH = 7.4): -0.24565667
• Log P: -0.24564417
• Molar Refractivity: 117.3139 cm^3
• Polarizability: 48.25462 Å^3
• Polar Surface Area: 178.53 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false
• Acid pKa: 11.939976
• H Acceptors: 11
• H Donor: 7

ALOGPS 2.1

• Log P: 0.28
• LOG S: -2.0
• Solubility (Water): 4.92e+00 g/l

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +51±4°, c = 0.5% in methanol
• Critical Micelle Concentration: 2.4-5 mM(20-25°C)
• Aggregation Number of Micelle: 66

Safety Information

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

Product Information

• Purity: ≥98.0% (TLC)
• Description: non-ionic
• Mol. Weight: micellar average mol wt 32,600
• Empirical Formula (Hill Notation): C23H42O11

DETAILS

DrugBank - DB04664

Drug information: experimental

Sigma Aldrich - 96193

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 (C23).1
Legal Information
No license is conveyed with the purchase of this product.
CYMAL is a registered trademark of Affymetrix, Inc.