CAS 7585-39-9 β-Cyclodextrin - CAS 7585-39-9 - Calbiochem

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β-Cyclodextrin - CAS 7585-39-9 - Calbiochem

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Catalog Number

ACM7585399-1

CAS Number

7585-39-9

Product Name

β-Cyclodextrin - CAS 7585-39-9 - Calbiochem

Category

Polysaccharide

Description

DryPowder, Liquid; Liquid;Virtually odourless white or almost white crystalline solid

IUPAC Name

(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-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-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol

Molecular Weight

1135g/mol

Molecular Formula

(C6H10O5)7;C42H70O35

Canonical SMILES

C(C1C2C(C(C(O1)OC3C(OC(C(C3O)O)OC4C(OC(C(C4O)O)OC5C(OC(C(C5O)O)OC6C(OC(C(C6O)O)OC7C(OC(C(C7O)O)OC8C(OC(O2)C(C8O)O)CO)CO)CO)CO)CO)CO)O)O)O

InChI

InChI=1S/C42H70O35/c43-1-8-29-15(50)22(57)36(64-8)72-30-9(2-44)66-38(24(59)17(30)52)74-32-11(4-46)68-40(26(61)19(32)54)76-34-13(6-48)70-42(28(63)21(34)56)77-35-14(7-49)69-41(27(62)20(35)55)75-33-12(5-47)67-39(25(60)18(33)53)73-31-10(3-45)65-37(71-29)23(58)16(31)51/h8-63H,1-7H2/t8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-/m1/s1

InChI Key

WHGYBXFWUBPSRW-FOUAGVGXSA-N

Solubility

Sparingly soluble in water; freely soluble in hot water; slightly soluble in ethanol

Application

β-Cyclodextrin, with the chemical identifier CAS 7585-39-9, is a versatile cyclic oligosaccharide produced from starch through enzymatic conversion. It is a white or almost white crystalline substance that is virtually odorless and slightly sweet-tasting. Structurally composed of seven alpha-(1->4) linked D-glucopyranose units, β-Cyclodextrin features a rigid, toroid-shaped molecular structure with a hydrophobic inner cavity and a hydrophilic exterior. This unique design allows it to form inclusion complexes with various guest molecules, primarily used to enhance the solubility, dissolution, and bioavailability of drugs. In the pharmaceutical industry, β-Cyclodextrin acts as a complexing agent to not only improve solubility and stability of poorly soluble drugs but also reduce gastrointestinal irritation and prevent drug interactions. It is commonly applied in tablet and capsule formulations, particularly those requiring wet granulation or direct compression, though care must be taken with its use as it is nephrotoxic and unsuitable for parenteral formulations. In addition to pharmaceuticals, β-Cyclodextrin finds utility in food, chemical industries, agriculture, and environmental engineering, illustrating its broad application potential through the stabilization of drugs in eye drop formulations, masking unpleasant tastes, and converting liquids into solids. Despite being the least soluble cyclodextrin, its cost-effectiveness and ability to form complexes with numerous molecules continue to make it a staple in multiple industries.

Complexity

1480

Covalently-Bonded Unit Count

EC Number

231-493-2;231-493-2

Exact Mass

1134.369764g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

beta-cyclodextrin;betadex;cyclo-epta-amylose;Cycloheptaamylose;cyclomaltoheptaose

Monoisotopic Mass