CAS 17465-86-0 gamma-Cyclodextrin - Materials / Alfa Chemistry

NAVIGATION

gamma-Cyclodextrin

PRICE INQUIRY

Catalog Number

ACM17465860-2

CAS Number

17465-86-0

Product Name

gamma-Cyclodextrin

Structure

Category

Macrocycles

IUPAC Name

(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36S,38R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R,50R,51R,52R,53R,54R,55R,56R)-5,10,15,20,25,30,35,40-octakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,39-hexadecaoxanonacyclo[36.2.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36]hexapentacontane-41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56-hexadecol

Molecular Weight

1297.1g/mol

Molecular Formula

C48H80O40

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(C(C8O)O)OC9C(OC(O2)C(C9O)O)CO)CO)CO)CO)CO)CO)CO)O)O)O

InChI

InChI=1S/C48H80O40/c49-1-9-33-17(57)25(65)41(73-9)82-34-10(2-50)75-43(27(67)19(34)59)84-36-12(4-52)77-45(29(69)21(36)61)86-38-14(6-54)79-47(31(71)23(38)63)88-40-16(8-56)80-48(32(72)24(40)64)87-39-15(7-55)78-46(30(70)22(39)62)85-37-13(5-53)76-44(28(68)20(37)60)83-35-11(3-51)74-42(81-33)26(66)18(35)58/h9-72H,1-8H2/t9-,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-,43-,44-,45-,46-,47-,48-/m1/s1

InChI Key

GDSRMADSINPKSL-HSEONFRVSA-N

Application

Gamma-cyclodextrin is a versatile, water-soluble cyclic oligosaccharide composed of eight α-(1,4)-linked glucopyranose units. Its unique structure, featuring a hydrophobic central cavity and a hydrophilic exterior, allows the formation of inclusion complexes with a wide range of guest molecules, enhancing their solubility in water and other polar solvents. This property makes gamma-cyclodextrin valuable in various applications, such as improving the solubility, dissolution, and bioavailability of drugs, while also providing potential benefits like masking unpleasant tastes and stabilizing formulations. With its largest cavity size among cyclodextrins, gamma-cyclodextrin can accommodate larger molecules, and its low toxicity and high water solubility make it suitable for numerous pharmaceutical applications, including parenteral and ocular drug formulations. Additionally, it finds utility in creating renewable and biocompatible metal-organic frameworks, as well as in developing nanogels and dendrimers for drug delivery systems.

Complexity

1720

Covalently-Bonded Unit Count

EC Number

241-482-4

Exact Mass

1296.422587g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

cyclomalto-octaose;cyclomaltooctaose;cyclooctaamylose;gamma-cyclodextrin

Monoisotopic Mass