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Merck
모든 사진(1)

주요 문서

39915

Sigma-Aldrich

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

≥98.0% (TLC)

동의어(들):

2,6-Di-O-methyl-β-cyclodextrin, Dimethyl β-cyclodextrin

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About This Item

실험식(Hill 표기법):
C56H98O35
CAS Number:
Molecular Weight:
1331.36
Beilstein:
1679144
MDL number:
UNSPSC 코드:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

≥98.0% (TLC)

광학 활성

[α]20/D +158±3°, c = 10% in H2O

불순물

≤3% water

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

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일반 설명

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

애플리케이션

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 and reduced haloperidol by capillary zone electrophoresis.
  • As a component of thermosensitive polyurethane copolymers for their subsequent analysis by gel permeation chromatography (GPC).

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

기타 정보

Complexes are more soluble in aqueous solution than the corresponding complexes of β-cyclodextrin; Stimulation of fatty acid synthesis

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리 방문

B. Casu et al.
Carbohydrate Research, 76, 59-59 (1979)
Effects of cyclodextrins on fatty acid synthesis.
Y Machida et al.
The Journal of biological chemistry, 248(17), 6246-6247 (1973-09-10)
New thermogelling copolymers composed of heptakis (2, 6-di-O-methyl)-beta-cyclodextrin, poly (propylene glycol), and poly (ethylene glycol)
Yang C, et al.
Journal of Materials Chemistry, 19(22), 3755-3763 (2009)
Michelle Amoako-Tuffour et al.
Acta pharmaceutica (Zagreb, Croatia), 59(4), 395-405 (2009-11-19)
The potential for nasal delivery of losartan, a drug with poor oral bioavailability, was investigated using Calu-3 cells. Epithelial permeation of the drug with or without dimethyl-beta-cyclodextrin (DM-beta-CD) and glycocholate was investigated. Possible transport mechanism of the compound and epithelial
Kanokthip Boonyarattanakalin et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 47(4), 752-758 (2012-08-28)
The inclusion complexes of highly potent anti-HIV agent, UC781, with β-cyclodextrin (βCD), 2,6-dimethyl-β-cyclodextrin (MβCD), and 2-hydroxypropyl-β-cyclodextrin (HPβCD) in aqueous solution were investigated by molecular dynamics simulations. Simulations show that the phenyl ring of UC781 is trapped inside CD cavities, while

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