2,6-Di-O-methyl-β-cyclodextrin (DM-β-CD) - ≥98% , CAS No.51166-71-3

CAS: 51166-71-3 Cat. No.: D100520 Fórmula: C₅₆H₉₈O₃₅ Peso molecular: 1331.36 Beilstein Registry Number: 1679140

GRADE & PURITY ≥98%

Synonyms

Heptakis(2,6-di-O-methyl)-beta-cyclodextrin | 2,6-Dimethyl--cyclodextrin | 5FJP73E35O | DTXSID501311203 | STK350629 | W-202928 | NSC 91541 | beta-Cyclodextrin, 2A,2B,2C,2D,2E,2F,2G,6A,6B,6C,6D,6E,6F,6G-tetradeca-O-methyl- | 2,6-Dimethyl-b-cyclodextrin | A

Storage

Room temperature,Argon charged

Shipped In

Normal

Descripción general

 Solubility in water: 800 g / L (25 ° C), dissolved in methanol, ethanol, acetone, pyridine, DMSO, and THF.

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.

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

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

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.

Specifications

Sinónimos

Heptakis(2,6-di-O-methyl)-beta-cyclodextrin | 2,6-Dimethyl--cyclodextrin | 5FJP73E35O | DTXSID501311203 | STK350629 | W-202928 | NSC 91541 | beta-Cyclodextrin, 2A,2B,2C,2D,2E,2F,2G,6A,6B,6C,6D,6E,6F,6G-tetradeca-O-methyl- | 2,6-Dimethyl-b-cyclodextrin | A

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Room temperature,Argon charged

Enviado en

Normal

Pureza

≥98%

Nombres e identificadores

Pubchem Sid

488196563

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488196563

Sonrisas canónicas

COCC1C2C(C(C(O1)OC3C(OC(C(C3O)OC)OC4C(OC(C(C4O)OC)OC5C(OC(C(C5O)OC)OC6C(OC(C(C6O)OC)OC7C(OC(C(C7O)OC)OC8C(OC(O2)C(C8O)OC)COC)COC)COC)COC)COC)COC)OC)O

IUPAC Name

(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-37,39,41,43,45,47,49-heptamethoxy-5,10,15,20,25,30,35-heptakis(methoxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,38,40,42,44,46,48-heptol

InChIKey

QGKBSGBYSPTPKJ-UZMKXNTCSA-N

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

Isómeros SMILES

COC[C@@H]1[C@@H]2[C@@H]([C@H]([C@H](O1)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)OC)O[C@@H]4[C@H](O[C@@H]([C@@H]([C@H]4O)OC)O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5O)OC)O[C@@H]6[C@H](O[C@@H]([C@@H]([C@H]6O)OC)O[C@@H]7[C@H](O[C@@H]([C@@H]([C@H]7O)OC)O[C@@H]8[C@H](O[C@H](O2)[C@@H]([C@H]8O)OC)COC)COC)COC)COC)COC)COC)OC)O

WGK Alemania

3

Peso molecular

1331.36

Beilstein

1679140

Reaxy-Rn

16858380

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=16858380&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Clase Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Clase: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Oligosaccharides
• Alternative Parents: Oxanes Secondary alcohols Polyols Oxacyclic compounds Dialkyl ethers Acetals Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Oligosaccharide - Oxane - Secondary alcohol - Oxacycle - Organoheterocyclic compound - Polyol - Ether - Dialkyl ether - Acetal - Hydrocarbon derivative - Alcohol - Aliphatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: moisture sensitive
• Punto de inflamación (°C): 187°C
• Punto de fusión (°C): 180-182°C
• Peso molecular: 1331.400 g/mol
• XLogP3: -7.500
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 35
• Rotatable Bond Count: 21
• Exact Mass: 1330.59 Da
• Monoisotopic Mass: 1330.59 Da
• Topological Polar Surface Area: 400.000 Ų
• Heavy Atom Count: 91
• Formal Charge: 0
• Complexity: 1690.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 35
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Preguntas frecuentes

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 51166-71-3, the molecular formula is C56H98O35, and the molecular weight is 1331.36 g/mol. InChIKey QGKBSGBYSPTPKJ-UZMKXNTCSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.