γ-Cyclodextrin - ≥90% cyclodextrin basis(HPLC), produced by Wacker Chemie AG, Burghausen, Germany , CAS No.17465-86-0

CAS: 17465-86-0 Cat. No.: C432227 Formula: C₄₈H₈₀O₄₀ Molecular Weight: 1297.12 Beilstein Registry Number: 78740 EC Number: 241-482-4

GRADE & PURITY ≥90% cyclodextrin basis(HPLC), produced by Wacker Chemie AG, Burghausen, Germany

Synonyms

C-9140 | Cyclooctapentylose | NCGC00256143-01 | gamma cyclodextrin | gamma -Cyclodextrin | DTXSID5047033 | GAMMA CYCLODEXTRIN [USP-RS] | Ins-458 | CHEBI:495056 | GAMMA-CYCLODEXTRIN [FCC] | gamma-Cyclodextrin, Produced by Wacker Chemie AG, Burghausen, Germ

Storage

Room temperature

Overview

General Description

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.

Application

γ-Cyclodextrin can be used as a precursor for the synthesis of: Octakis-(2,3-di- O -methyl-6- O -carboxymethyl)-γ-cyclodextrin sodium salt (ODMCM). ODMCM is used in capillary electrophoresis as a chiral resolving agent. Water-soluble cyclodextrin thioethers derivatives for the transportation of hydrophobic drugs.

Specifications

Synonyms

C-9140 | Cyclooctapentylose | NCGC00256143-01 | gamma cyclodextrin | gamma -Cyclodextrin | DTXSID5047033 | GAMMA CYCLODEXTRIN [USP-RS] | Ins-458 | CHEBI:495056 | GAMMA-CYCLODEXTRIN [FCC] | gamma-Cyclodextrin, Produced by Wacker Chemie AG, Burghausen, Germ

Specifications & Purity

≥90% cyclodextrin basis(HPLC), produced by Wacker Chemie AG, Burghausen, Germany

Legal Information

Cavasol is a registered trademark of Wacker Chemie AG

Storage

Room temperature

Purity

≥90% cyclodextrin basis(HPLC)

Names and Identifiers

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

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

InChIKey

GDSRMADSINPKSL-HSEONFRVSA-N

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

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

WGK Germany

2

Molecular Weight

1297.12

Beilstein

78740

Reaxy-Rn

5237049

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5237049&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Oligosaccharides
• Alternative Parents: Oxanes Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Oligosaccharide - Oxane - Secondary alcohol - Oxacycle - Organoheterocyclic compound - Polyol - Acetal - Hydrocarbon derivative - Primary alcohol - Alcohol - Aliphatic heteropolycyclic compound
• Description: This compound 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.
• External Descriptors: cyclodextrin

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• x_specific_rotation: 178° (C=1,H2O)
• x_melt_point_char: 267°C
• Molecular Weight: 1297.100 g/mol
• XLogP3: -17.200
• Hydrogen Bond Donor Count: 24
• Hydrogen Bond Acceptor Count: 40
• Rotatable Bond Count: 8
• Exact Mass: 1296.42 Da
• Monoisotopic Mass: 1296.42 Da
• Topological Polar Surface Area: 633.000 Ų
• Heavy Atom Count: 88
• Formal Charge: 0
• Complexity: 1720.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 40
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Frequently Asked Questions

How should this product be stored?

Store at room temperature.

What is the purity of this product, and how is it determined?

This product is supplied at ≥90% purity, determined by HPLC. Lot-specific values are stated on the Certificate of Analysis.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 17465-86-0, the molecular formula is C48H80O40, and the molecular weight is 1297.12 g/mol. InChIKey GDSRMADSINPKSL-HSEONFRVSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.