H0513

Heptakis(2,6-di-O-methyl)-β-cyclodextrin

• Synonyma: DM-β-CD, DM‐β‐CyD, heptakis-(2,6-O-Dimethyl)-β-cyclodextrin, 2,6-Di-O-methyl-β-cyclodextrin, Dimethyl β-cyclodextrin
• Empirický vzorec (Hillův zápis): C₅₆H₉₈O₃₅
• Číslo CAS: 51166-71-3
• Molekulová hmotnost: 1331.36
• Beilstein/REAXYS Number: 1679144
• MDL number: MFCD00011616
• UNSPSC Code: 12352005
• PubChem Substance ID: 24895404
• NACRES: NA.22

Vlastnosti

• biological source: synthetic
• form: powder
• SMILES string: COC[C@H]1O[C@@H]2O[C@H]3[C@H](O)[C@@H](OC)[C@H](O[C@@H]3COC)O[C@H]4[C@H](O)[C@@H](OC)[C@H](O[C@@H]4COC)O[C@H]5[C@H](O)[C@@H](OC)[C@H](O[C@@H]5COC)O[C@H]6[C@H](O)[C@@H](OC)[C@H](O[C@@H]6COC)O[C@H]7[C@H](O)[C@@H](OC)[C@H](O[C@@H]7COC)O[C@H]8[C@H](O)[C@@H](OC)[C@H](O[C@@H]8COC)O[C@H]1[C@H](O)[C@H]2OC
• InChI: 1S/C56H98O35/c1-64-15-22-36-29(57)43(71-8)50(78-22)86-37-23(16-65-2)80-52(45(73-10)30(37)58)88-39-25(18-67-4)82-54(47(75-12)32(39)60)90-41-27(20-69-6)84-56(49(77-14)34(41)62)91-42-28(21-70-7)83-55(48(76-13)35(42)63)89-40-26(19-68-5)81-53(46(74-11)33(40)61)87-38-24(17-66-3)79-51(85-36)44(72-9)31(38)59/h22-63H,15-21H2,1-14H3/t22-,23-,24-,25-,26-,27-,28-,29+,30+,31+,32+,33+,34+,35+,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-/m1/s1
• InChI key: QGKBSGBYSPTPKJ-UZMKXNTCSA-N

Popis

General description

Heptakis(2,6-di-O-methyl)-β-cyclodextrin is a hydrophilic derivative of cyclodextrin that possesses the ability to effectively dissolve lipophilic drugs like steroid hormones, vitamins A, E, and K, etc. It can be utilized to increase the dissolution and bioavailability of weakly water-soluble pharmaceutical compounds.

Application

Heptakis(2,6-di-O-methyl)-β-cyclodextrin may be used:

• To measure the equilibrium constant of its complexes with various enantiomeric pairs of chiral nitroxides by electron paramagnetic resonance (EPR) spectroscopy.
• To study the crystal structure of its complex with n-butyl acrylate and isobornyl acrylate using X-ray diffraction (XRD).
• As a chiral selector to resolve amphetamine related drugs by capillary zone electrophoresis.

Reactant involved in:

• Physicochemical studies of inclusion complexes
• Probing diffusion and single molecule interactions with reconstituted membrane proteins
• Interactions with micelles causing micellar rupture
• Studying cellular transport, used as a cell penetration enhancer
• Physicochemical and biopharmaceutical improvement of drugs particularly with solubilization and stability
• Interactions with cholesterol

Quality

Impurities are over-methylated homologs, primarily hexakis(2,6-di-O-methyl)-(2,3,6-tri-O-methyl)-β-cyclodextrin.

Bezpečnostní informace

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)