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ChemicalBook >> CAS DataBase List >>α-Cyclodextrin

α-Cyclodextrin

CAS No.
10016-20-3
Chemical Name:
α-Cyclodextrin
Synonyms
ALPHA-CYCLODEXTRIN;Alfadex;α-cyclodextrin;cyclohexapentylose;CYCLOHEXAAMYLOSE;Cyclohexapentylos;SCHARDINGER ALPHA-DEXTRIN;fadex;C36H60O30;CD hydrate
CBNumber:
CB0163457
Molecular Formula:
C36H60O30
Molecular Weight:
972.84
MDL Number:
MFCD00078207
MOL File:
10016-20-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 17:21:05
Product description Number Pack Size Price
Alpha Cyclodextrin PHR2560 1G $280
Alfadex European Pharmacopoeia (EP) Reference Standard A1225000 160 mg $167
α-Cyclodextrin purum, ≥98.0% (HPLC) 28705 5g $31.6
Alpha Cyclodextrin United States Pharmacopeia (USP) Reference Standard 1154558 500mg $494
Alfadex European Pharmacopoeia (EP) Reference Standard A1225000 150 mg $156
More product size

α-Cyclodextrin Properties

Melting point >278 °C (dec.) (lit.)
alpha [α]D25 +146~+151° (c=1, H2O) (After Drying)
Boiling point 784.04°C (rough estimate)
Density 1.2580 (rough estimate)
bulk density 500kg/m3
refractive index 1.7500 (estimate)
storage temp. 2-8°C
solubility H2O: 50 mg/mL
form powder
pka 11.77±0.70(Predicted)
color White
PH 5.0-8.0 (1% in solution)
Odor at 100.00%. odorless
optical activity [α]20/D +136±3°, c = 10% in H2O
Water Solubility Soluble in water at 1%(w/v)
Merck 14,2718
BRN 4227442
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey HFHDHCJBZVLPGP-RWMJIURBSA-N
LogP -7.77
CAS DataBase Reference 10016-20-3
EWG's Food Scores 1
FDA UNII Z1LH97KTRM
NIST Chemistry Reference «alpha»-Cyclodextrin(10016-20-3)
EPA Substance Registry System .alpha.-Cyclodextrin (10016-20-3)
Absorption ≤0.05 at 350-750nm in solution at 1%
≤0.10 at 230-250nm in solution at 1%
UNSPSC Code 41116107
NACRES NA.79

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P305+P351+P338
PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xi
Risk Statements  36-36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  GU2292000
TSCA  TSCA listed
HS Code  29400090
Storage Class 11 - Combustible Solids
REACH Registrations Active

α-Cyclodextrin price More Price(102)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2560 Alpha Cyclodextrin 10016-20-3 1G $280 2026-04-30 Buy
Sigma-Aldrich A1225000 Alfadex European Pharmacopoeia (EP) Reference Standard 10016-20-3 160 mg $167 2026-04-30 Buy
Sigma-Aldrich 28705 α-Cyclodextrin purum, ≥98.0% (HPLC) 10016-20-3 5g $31.6 2026-04-30 Buy
Sigma-Aldrich 1154558 Alpha Cyclodextrin United States Pharmacopeia (USP) Reference Standard 10016-20-3 500mg $494 2026-04-30 Buy
Sigma-Aldrich A1225000 Alfadex European Pharmacopoeia (EP) Reference Standard 10016-20-3 150 mg $156 2025-07-31 Buy
Product number Packaging Price Buy
PHR2560 1G $280 Buy
A1225000 160 mg $167 Buy
28705 5g $31.6 Buy
1154558 500mg $494 Buy
A1225000 150 mg $156 Buy

α-Cyclodextrin Chemical Properties,Uses,Production

Description

α-Cyclodextrine (α-CD) is a cyclic oligosaccharide derived from corn (Trade name: Mirafit fbcx, ArtJen Complexus, Windsor, Ontario, Canada). It has been shown to form a stable complex with dietary fat. This complex is resistant to normal lipolytic hydrolysis by lipases and thereby reduces the absorption and bioavailability of dietary fat[1].

Chemical Properties

Cyclodextrins occur as white, practically odorless, fine crystalline powders, having a slightly sweet taste. Some cyclodextrin derivatives occur as amorphous powders.

Physical properties

α-Cyclodextrin is a cyclic oligosaccharide. It is usually a crystal composed of 6, 7 or 8 glucose units connected by α, 1-→4 bonds. They are called α-, β- or γ-cyclodextrin [α-Cyclodex-trinakCyclohexaamylose, β-Cyclodextrin or Cyclo-heptaamylose, γ-Cyclodextrin or CyclooctaChemicalbookamylose]. Cyclodextrin does not have a reducing end and has a certain stability to acid. It is difficult for ordinary starch acid to hydrolyze them.

Uses

Alpha-Cyclodextrin, a naturally occurring clathrate and cyclic oligosaccharide composed of six glucose units, is widely used in industries due to its inclusion-complexing ability and unique functional properties.

Uses

Useful for selective precipitation of enantiomeric, positional or structural isomersα-Cyclodextrin is used as a fiber ingredient, an odor or flavor masking agent. It is also useful for emulsification applications. It is also used as whipping fiber and emulsifying fiber. It finds application in medical, healthcare and food and beverage applications. It is also used to lower blood low-density lipoprotein cholesterol levels and lower blood triglyceride levels. It plays an essential role in fat free or fat containing dessert compositions and also employed for the reduction or the replacement of egg white in confectionary and bakery applications. Further, it acts as a supramolecular carrier, complexing agent and controlled drug release. In addition to this, it is used to increase the insulin and leptin sensitivity.

Definition

ChEBI: Alpha-cyclodextrin is a cycloamylose composed of six alpha-(1->4) linked D-glucopyranose units.

Production Methods

Cyclodextrins are manufactured by the enzymatic degradation of starch using specialized bacteria. For example, β-cyclodextrin is produced by the action of the enzyme cyclodextrin glucosyltransferase upon starch or a starch hydrolysate. An organic solvent is used to direct the reaction that produces β-cyclodextrin, and to prevent the growth of microorganisms during the enzymatic reaction. The insoluble complex of β-cyclodextrin and organic solvent is separated from the noncyclic starch, and the organic solvent is removed in vacuo so that less than 1 ppm of solvent remains in the β-cyclodextrin. The β-cyclodextrin is then carbon treated and crystallized from water, dried, and collected.

General Description

Hexagonal plates or blade-shaped needles.

Reactivity Profile

Cyclohexapentylose has hydrophobic cavities. Cyclohexapentylose forms inclusion compounds with organic substances, salts, and halogens in the solid state or in aqueous solutions. Cyclohexapentylose is incompatible with strong oxidizing agents.

Fire Hazard

Flash point data for Cyclohexapentylose are not available; however, Cyclohexapentylose is probably combustible.

Flammability and Explosibility

Non flammable

Pharmaceutical Applications

Cyclodextrins (α-Cyclodextrine) are ‘bucketlike’ or ‘conelike’ toroid molecules, with a rigid structure and a central cavity, the size of which varies according to the cyclodextrin type. The internal surface of the cavity is hydrophobic and the outside of the torus is hydrophilic; this is due to the arrangement of hydroxyl groups within the molecule. This arrangement permits the cyclodextrin to accommodate a guest molecule within the cavity, forming an inclusion complex.Cyclodextrins may be used to form inclusion complexes with a variety of drug molecules, resulting primarily in improvements to dissolution and bioavailability owing to enhanced solubility and improved chemical and physical stability.
Cyclodextrin inclusion complexes have also been used to mask the unpleasant taste of active materials and to convert a liquid substance into a solid material.
a-Cyclodextrin is used mainly in parenteral formulations. However, as it has the smallest cavity of the cyclodextrins it can form inclusion complexes with only relatively few, small-sized molecules. In contrast, g-cyclodextrin has the largest cavity and can be used to form inclusion complexes with large molecules; it has low toxicity and enhanced water solubility.
In parenteral formulations, cyclodextrins have been used to produce stable and soluble preparations of drugs that would otherwise have been formulated using a nonaqueous solvent.
In eye drop formulations, cyclodextrins form water-soluble complexes with lipophilic drugs such as corticosteroids. They have been shown to increase the water solubility of the drug; to enhance drug absorption into the eye; to improve aqueous stability; and to reduce local irritation.
Cyclodextrins have also been used in the formulation of solutions,suppositories, and cosmetics.

Biochem/physiol Actions

α-Cyclodextrin is found to form a firm complex with dietary fats. This way it decreases the bioavailability and absorption of fats. It is known to regulate triglyceride and leptin levels in serum. In rat models, α-Cyclodextrin is shown to induce insulin sensitivity and fecal fat excretion. Thus, α-cyclodextrin is considered to be effective for treating obesity and metabolic syndromes.

Safety

Cyclodextrins are starch derivatives and are mainly used in oral and parenteral pharmaceutical formulations. They are also used in topical and ophthalmic formulations.
Cyclodextrins are also used in cosmetics and food products, and are generally regarded as essentially nontoxic and nonirritant materials. However, when administered parenterally, β-cyclodextrin is not metabolized but accumulates in the kidneys as insoluble cholesterol complexes, resulting in severe nephrotoxicity.
Cyclodextrin administered orally is metabolized by microflora in the colon, forming the metabolites maltodextrin, maltose, and glucose; these are themselves further metabolized before being finally excreted as carbon dioxide and water. Although a study published in 1957 suggested that orally administered cyclodextrins were highly toxic, more recent animal toxicity studies in rats and dogs have shown this not to be the case, and cyclodextrins are now approved for use in food products and orally administered pharmaceuticals in a number of countries.
Cyclodextrins are not irritant to the skin and eyes, or upon inhalation. There is also no evidence to suggest that cyclodextrins are mutagenic or teratogenic.
α-Cyclodextrin
LD50 (rat, IP): 1.0 g/kg(15)
LD50 (rat, IV): 0.79 g/kg

storage

Cyclodextrins should be stored in a tightly sealed container, in a cool, dry place.Cyclodextrins are stable in the solid state if protected from high humidity.

Purification Methods

Recrystallise α-cyclodextrin from 60% aqueous EtOH, then twice from water, and dry it for 12hours in a vacuum at 80o. It is also purified by precipitation from water with 1,1,2-trichloroethylene. The precipitate is collected, washed and resuspended in water. This is boiled to steam distil the trichloroethylene. The solution is then freeze-dried to recover the cyclodextrin. [Armstrong et al. J Am Chem Soc 108 1418 1986]. [Beilstein 19/12 V 789.]

Regulatory Status

Included in the FDA Inactive Ingredients Database: α-cyclodextrin (injection preparations); β-cyclodextrin (oral tablets, topical gels); γ-cyclodextrin (IV injections).
Included in the Canadian List of Acceptable Non-medicinal Ingredients (stabilizing agent; solubilizing agent ); and in oral and rectal pharmaceutical formulations licensed in Europe, Japan, and the USA.

References

[1] Kevin B. Comerford. “The Beneficial Effects α-Cyclodextrin on Blood Lipids and Weight Loss in Healthy Humans.” Obesity 19 6 (2012): 1200–1204.
[2] TOMOYA OGAWA Yukio T. Total synthesis of α-cyclodextrin[J]. Carbohydrate Research, 1985, 138 1: Pages C5-C9. DOI:10.1016/0008-6215(85)85239-3.
[3] MAKIO TAMURA  Akihiko U Prof Dr De Gao Dr. A Polyrotaxane Series Containing α-Cyclodextrin and Naphthalene-Modified α-Cyclodextrin as a Light-Harvesting Antenna System[J]. Chemistry - A European Journal, 2001, 7 7: 1390-1397. DOI:10.1002/1521-3765(20010401)7:7\<1390::AID-CHEM1390\>3.0.CO;2-L.

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