CAS 10016-20-3 alpha-Cyclodextrin - Materials / Alfa Chemistry

NAVIGATION

alpha-Cyclodextrin

PRICE INQUIRY

Catalog Number

ACM10016203-1

CAS Number

10016-20-3

Product Name

alpha-Cyclodextrin

Category

Macrocycles

Description

Hexagonal plates or blade-shaped needles. (NTP, 1992);DryPowder

IUPAC Name

(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31R,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-5,10,15,20,25,30-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol

Molecular Weight

972.8g/mol

Molecular Formula

C36H60O30

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(O2)C(C7O)O)CO)CO)CO)CO)CO)O)O)O

InChI

InChI=1S/C36H60O30/c37-1-7-25-13(43)19(49)31(55-7)62-26-8(2-38)57-33(21(51)15(26)45)64-28-10(4-40)59-35(23(53)17(28)47)66-30-12(6-42)60-36(24(54)18(30)48)65-29-11(5-41)58-34(22(52)16(29)46)63-27-9(3-39)56-32(61-25)20(50)14(27)44/h7-54H,1-6H2/t7-,8-,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-/m1/s1

InChI Key

HFHDHCJBZVLPGP-RWMJIURBSA-N

Melting Point

532 °F (decomposes) (NTP, 1992)

Application

Alpha-cyclodextrin is a versatile cyclic oligosaccharide composed of six alpha-(1->4) linked D-glucopyranose units, primarily derived from corn. Its unique structure allows it to form stable inclusion complexes with various molecules, making it an invaluable component in numerous applications. In the food and beverage industry, alpha-cyclodextrin acts as an emulsifying and whipping fiber, effectively reducing or replacing egg whites in confectionary and bakery products, while also playing a crucial role in fat-free or fat-containing desserts. It is known for its ability to complex with dietary fat, thereby reducing its absorption and bioavailability, contributing to lower blood triglyceride and low-density lipoprotein cholesterol levels. Additionally, alpha-cyclodextrin serves as a fiber ingredient and an odor and flavor masking agent. In the medical field, it enhances drug formulation by improving solubility, bioavailability, and stability of lipophilic drugs, especially in parenteral applications and eye drop formulations. Its capacity to increase insulin and leptin sensitivity further underscores its significance in healthcare applications. Overall, alpha-cyclodextrin's hydrophobic cavity and hydrophilic exterior make it an effective supramolecular carrier and controlled drug release agent, expanding its utility to a wide range of scientific and industrial fields.

Complexity

1250

Covalently-Bonded Unit Count

EC Number

233-007-4

Exact Mass

972.316941g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

alpha-cyclodextrin;cyclohexaamylose;cyclomaltohexaose

Monoisotopic Mass