17465-86-0 , gamma-Cyclodextrin,
Cyclomaltooctaose,
Cyclooctaamylose
Cas:17465-86-0
C48H80O40 / 1297.12
MFCD00009595
Gamma-cyclodextrin (γ-CD) is a cyclic α-1,4-glucan linked oligosaccharide that is widely used in the food and pharmaceutical industries. In drug delivery, γ-CD can be used as a complexing agent because it forms an inclusion complex with a drug molecule. The complex of cyclodextrin increases the aqueous solubility and dissolution rate of the drug, which is useful for the delivery of the medical agent to a biological system.
Gamma-Cyclodextrin, also known as cyclomaltooctaose or cyclooctaamylose, 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. Gamma-Cyclodextrin is soluble (in water) and a very weakly acidic compound (based on its pKa). Within the cell, Gamma-cyclodextrin is primarily located in the cytoplasm. Gamma-Cyclodextrin has an odorless taste. Gamma-Cyclodextrin is a potentially toxic compound.
Gamma-Cyclodextrin is a cyclic oligosaccharide with 8 D-glucose residues which are α-1,4-linked. Gamma-cyclodextrin is used in the food industry to encapsulate flavours and fragrances (Kfoury, 2016). Gamma-cyclodextrin can improve bioavailability of compounds with low water solubility, such as Coenzyme Q10, which has been used in nutraceuticals (Yukiko, 2017).
CAS Number | 17465-86-0 |
Product Name | Gammacyclodextrin |
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 Formula | C48H80O40 |
Molecular Weight | 1297.12 g/mol |
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 |
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 |
Solubility | Soluble in DMSO |
Synonyms | cyclomalto-octaose, cyclomaltooctaose, cyclooctaamylose, gamma-cyclodextrin |
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 |
Isomeric SMILES | C([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)O)O[C@@H]4[C@H](O[C@@H]([C@@H]([C@H]4O)O)O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5O)O)O[C@@H]6[C@H](O[C@@H]([C@@H]([C@H]6O)O)O[C@@H]7[C@H](O[C@@H]([C@@H]([C@H]7O)O)O[C@@H]8[C@H](O[C@@H]([C@@H]([C@H]8O)O)O[C@@H]9[C@H](O[C@H](O2)[C@@H]([C@H]9O)O)CO)CO)CO)CO)CO)CO)CO)O)O)O |
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