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861413

Sigma-Aldrich

γ-Cyclodextrin hydrate

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Synonym(s):
γ-Schardinger dextrin, Cyclooctaamylose
Empirical Formula (Hill Notation):
C48H80O40 · xH2O
CAS Number:
91464-90-3
Molecular Weight:
1297.12 (anhydrous basis)
EC Number:
241-482-4
MDL number:
MFCD00149574
PubChem Substance ID:
329769441
NACRES:
NA.22

form

powder

Quality Level

100

optical activity

[α]20/D +176.1°, c = 1 in H2O (dried basis)

mp

267 °C (dec.) (lit.)

SMILES string

O.OC[C@H]1O[C@@H]2O[C@H]3[C@H](O)[C@@H](O)[C@H](O[C@@H]3CO)O[C@H]4[C@H](O)[C@@H](O)[C@H](O[C@@H]4CO)O[C@H]5[C@H](O)[C@@H](O)[C@H](O[C@@H]5CO)O[C@H]6[C@H](O)[C@@H](O)[C@H](O[C@@H]6CO)O[C@H]7[C@H](O)[C@@H](O)[C@H](O[C@@H]7CO)O[C@H]8[C@H](O)[C@@H](O)[C@H](O[C@@H]8CO)O[C@H]9[C@H](O)[C@@H](O)[C@H](O[C@@H]9CO)O[C@H]1[C@H](O)[C@H]2O

InChI

1S/C48H80O40.H2O/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;1H2/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

SPKUKQHKKVTYOE-SMTXKKGASA-N

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General description

γ-cyclodextrin (γ-CD) is a water-soluble cyclic octamer of D-glucose units linked via α(1→4) glycosidic bonds. Its ability to form several inclusion complexes with organic as well as inorganic compounds makes it a potential candidate in solid and solution state determinations.

Application

γ-Cyclodextrin hydrate may be used to form inclusion complexes with steviol glycosides, 1-propanol, tempone and di-tert-butyl nitroxide followed by their characterization by various analytical techniques.
Modifier used in experiments evaluating viability, integrity, and inflammation in genital epithelia upon exposure to pharmaceutical excipients and microbicides

Reactant used to investigate host-guest interactions between α−, β−and γ-cyclodextrins and vanadocene dichloride

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Determination of the impurity profile of gamma-cyclodextrin by high-performance liquid chromatography
White G, et al.
Journal of Chromatography A, 625(2), 157-161 (1992)
Structure of the gamma-cyclodextrin-1-propanol-17H2O inclusion complex
Ding J, et al.
Acta Crystallographica Section B, Structural Science, 47(5), 731-738 (1991)
Spin-label-induced selective carbon-13 nuclear relaxation: structures of the. gamma.-cyclodextrin-tempone and. alpha.-cyclodextrin-di-tert-butyl nitroxide inclusion complexes in solution
Eastman MP, et al.
Macromolecules, 22(10), 3888-3892 (1989)
R G Winkler et al.
Journal of computer-aided molecular design, 14(7), 659-667 (2000-09-29)
We study by molecular dynamics simulations the hydration of beta-cyclodextrin. Our simulations show that within these barrel-shaped molecules hydrophobicity dominates, while at the top and bottom sides of the barrel interactions with water are mostly hydrophilic in nature. These results
Mani Upreti et al.
International journal of molecular sciences, 12(11), 7529-7553 (2011-12-17)
Steviol glycosidesrebaudioside (reb) A, C and D have low aqueous solubilities. To improve their aqueous solubilities, inclusion complex of steviol glycosides, reb A, C and D and gamma cyclodextrin were prepared by freeze drying method and further characterized by means
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