Alpha-Cyclodextrin
ALPHA-CYCLODEXTRIN · Alfadex · α-cyclodextrin · cyclohexapentylose · CYCLOHEXAAMYLOSE · Cyclohexapentylos · SCHARDINGER ALPHA-DEXTRIN · fadex
Identifiers & Physical Properties
| CAS No. | 10016-20-3 |
|---|---|
| Molecular formula | C36H60O30 |
| Average molar mass | 972.8 g/mol |
| Monoisotopic mass | 972.31694052 g/mol |
| SMILES | OC[C@H]1O[C@@H]2O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@@H](O[C@H]7[C@H](O)[C@@H](O)[C@@H](O[C@H]1[C@H](O)[C@H]2O)O[C@@H]7CO)O[C@@H]6CO)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO |
| InChIKey | HFHDHCJBZVLPGP-RWMJIURBSA-N |
| PubChem CID | 444913 |
| ChEMBL | CHEMBL1230813 |
| ChEBI | CHEBI:40585 |
| EC No. | 233-007-4 |
| DTXSID | DTXSID7030698 |
Chemical & Physical Properties
| XLogP | -12.9 |
|---|---|
| Topological polar surface area | 475 |
| Hydrogen bond donors | 18 |
| Hydrogen bond acceptors | 30 |
| Rotatable bonds | 6 |
| Heavy atoms | 66 |
| Formal charge | 0 |
| Complexity | 1,250 |
| Chemical classes | Biological Agents -> Oligosaccharides |
| Melting point | 532 °F (decomposes) (NTP, 1992)>278 °C (dec.) (lit.) |
| Physical Description | Hexagonal plates or blade-shaped needles. (NTP, 1992)Dry PowderSolid[Merck Index] White or nearly white solidVirtually odorless[JECFA] White powder[Sigma-Aldrich MSDS] |
| Collision Cross Section | 277.8 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID7030698]285.5 Ų [M+Na]+ [CCS Type: DTMethod: stepped-field] |
| Boiling point | 784.04°C (rough estimate) |
| alpha | [α]D25 +146～+151° (c=1, H2O) (After Drying) |
| Bulk density | 500kg/m3 |
| Density | 1.2580 (rough estimate) |
| Refractive index | 1.7500 (estimate) |
| Storage conditions | 2-8°C |
| Solubility | H2O: 50 mg/mLSoluble in water at 1%(w/v) |
| Physical state | powder |
| pKa (acidity coefficient) | 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 |
| Merck | 14,2718 |
| BRN | 4227442 |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| InChIKey | HFHDHCJBZVLPGP-RWMJIURBSA-N |
| LogP (partition coefficient) | -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 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H319 |
| GHS precautionary statements | P305+P351+P338 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Hazard symbols | Xi |
| Risk statements (R) | 36-36/37/38 |
| Safety statements (S) | 26-36 |
| Water hazard class (WGK) | 3 |
| RTECS number | GU2292000 |
| TSCA inventory status | TSCA listed |
| Customs code | 29400090 |
| Storage class | 11 - Combustible Solids |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 94.8% (73 of 77) of all reports.Not ClassifiedAggregated GHS information provided per 77 reports by companies from 3 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatory information | Chemical: .alpha.-CyclodextrinRegulation (EC) No 258/1997.alpha.-Cyclodextrin is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of .alpha.-Cyclodextrin are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 18-07-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/10199Alfadex: Does not have an individual approval but may be used under an appropriate group standard |
| Other safety information | IMAP assessments - .alpha.-Cyclodextrin: Human health tier I assessment |
| Fire hazards | Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992) |
| Health hazards | SYMPTOMS: A symptom of exposure to this chemical is irritation. |
| Hazards summary | No developmental toxicity or teratogenicity observed in rats at doses up to 49,300 mg/kg/day (mild maternal toxicity observed)[NTP] Causes changes in liver weight and weight loss in 4-week oral studies of rats[RTECS] Safe when used as a food ingredient and additive at proposed levels and predicted consumption patterns[JECFA] May cause irritationNot a skin irritant in rabbitsNo skin sensitization observed in guinea pigs[Sigma-Aldrich MSDS] See beta-Cyclodextrin and gamma-Cyclodextrin. |
| Reactive group | Alcohols and Polyols |
| Reactivity Profile | ALPHA-CYCLODEXTRIN has hydrophobic cavities. It forms inclusion compounds with organic substances, salts, and halogens in the solid state or in aqueous solutions. It is incompatible with strong oxidizing agents. (NTP, 1992) |
Applications & Uses
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].
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.
General Description
Hexagonal plates or blade-shaped needles.