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Β-Cyclodextrin

Catalog Number
ACM7585399
CAS Number
7585-39-9
Product Name
Β-Cyclodextrin
Structure
Category
Polysaccharide; Supramolecular Host Materials
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
1134.98
Molecular Formula
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
Purity
98%
Solubility
Sparingly soluble in water; freely soluble in hot water; slightly soluble in ethanol
Appearance
Solid
Application
Β-Cyclodextrin serves as a versatile cyclodextrin commonly used across pharmaceutical, food, and chemical industries due to its ability to form inclusion complexes. This cyclic oligosaccharide is produced naturally from starch through enzymatic conversion and features seven alpha-(1->4) linked D-glucopyranose units. Its unique molecular structure, characterized by a hydrophobic internal cavity and a hydrophilic external surface, allows it to effectively encapsulate various guest molecules. In pharmaceuticals, β-cyclodextrin is primarily employed to enhance the solubility and bioavailability of poorly soluble drugs, mitigate gastrointestinal irritation, and prevent undesirable interactions between drugs and excipients. While being affordable and widely available, it is noteworthy that β-cyclodextrin exhibits nephrotoxicity and should not be used in parenteral formulations. Additionally, it is utilized to mask unpleasant tastes and stabilize formulations in oral tablet and capsule preparations. Beyond pharmaceuticals, β-cyclodextrin finds applications in drug delivery, agriculture, environmental engineering, and the formulation of cosmetics and eye drops, where it enhances drug solubility and stability, reducing irritation and facilitating better absorption.
Storage
Powder-20°C, 3 years; 4°C, 2 years; In solvent-80°C, 6 months; -20°C, 1 month.
Complexity
1480
Covalently-Bonded Unit Count
1
EC Number
231-493-2;231-493-2
Exact Mass
1134.369764g/mol
Formal Charge
0
Heavy Atom Count
77
MeSH Entry Terms
beta-cyclodextrin;betadex;cyclo-epta-amylose;Cycloheptaamylose;cyclomaltoheptaose
Monoisotopic Mass
1134.369764g/mol
Rotatable Bond Count
7
UNII
JV039JZZ3A
XLogP3
-15
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