alpha-CYCLODEXTRIN

Base Information

• Chemical Name: alpha-CYCLODEXTRIN
• CAS No.: 10016-20-3
• Deprecated CAS: 23513-50-0,41871-62-9,47910-04-3,1229648-14-9,1244024-89-2,2095261-37-1,1244024-89-2,41871-62-9,47910-04-3
• Molecular Formula: C36H60O30
• Molecular Weight: 972.854
• Hs Code.: 29400090
• European Community (EC) Number: 233-007-4
• UNII: Z1LH97KTRM
• DSSTox Substance ID: DTXSID7030698
• Nikkaji Number: J209.149F
• Wikipedia: Alpha-Cyclodextrin
• Wikidata: Q27104460
• NCI Thesaurus Code: C76093
• RXCUI: 1362882
• Metabolomics Workbench ID: 52254
• ChEMBL ID: CHEMBL1230813
• Mol file: 10016-20-3.mol

Synonyms:alpha-cyclodextrin;cyclohexaamylose;cyclomaltohexaose

Chemical Property of alpha-CYCLODEXTRIN

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >278 °C (dec.)(lit.)
• Refractive Index: 1.591
• Boiling Point: 1410.8 °C at 760 mmHg
• PKA: 11.77±0.70(Predicted)
• Flash Point: 807.1 °C
• PSA: 474.90000
• Density: 1.624 g/cm³
• LogP: -13.05480
• Storage Temp.: Store at RT.
• Solubility.: H2O: 50 mg/mL
• Water Solubility.: Soluble in water at 1%(w/v)
• XLogP3: -12.9
• Hydrogen Bond Donor Count: 18
• Hydrogen Bond Acceptor Count: 30
• Rotatable Bond Count: 6
• Exact Mass: 972.31694049
• Heavy Atom Count: 66
• Complexity: 1250

Purity/Quality:

99% ^*data from raw suppliers

Cyclomaltohexaose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Oligosaccharides
• 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
• 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](O2)[C@@H]([C@H]7O)O)CO)CO)CO)CO)CO)O)O)O
• Recent ClinicalTrials: Determining Lipid Content in Stool After Alpha-cyclodextrin
• Uses: also available in pharma grade A naturally occuring clathrate. 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.

Technology Process of alpha-CYCLODEXTRIN

There total 141 articles about alpha-CYCLODEXTRIN which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

α-cyclodextrin-Methyl Orange complex (64887-49-6) → methyl orange (547-58-0) + alpha cyclodextrin (10016-20-3)

Guidance literature:

In water; at 25 ℃; Equilibrium constant;

DOI:10.1021/jo00032a036

Reference yield:

C36H60O30*C9H7NO6 → 4-(acetyloxy)-3-nitrobenzoic acid (1210-97-5) + alpha cyclodextrin (10016-20-3)

Guidance literature:

With phosphate buffer; at 25 ℃; Equilibrium constant;

DOI:10.1021/jo00243a055

Reference yield:

C36H60O30*C11H11NO6 → 4-carboxy-2-nitrophenyl butanoate (56003-42-0) + alpha cyclodextrin (10016-20-3)

Guidance literature:

With phosphate buffer; at 25 ℃; Equilibrium constant;

DOI:10.1021/jo00243a055

upstream raw materials:

α-cyclodextrin-Methyl Orange complex

C₃₇H₄₇N₃⁽²⁺⁾*C₃₆H₆₀O₃₀*2Br^(1-)

C₃₆H₆₀O₃₀*C₁₂H₁₄N₂

C₃₆H₆₀O₃₀*C₁₄H₁₁N₂O₃^(1-)

Downstream raw materials:

p-nitrophenolate

3-nitrophenolate anion

5-chlorosalicylate

4-chlorosalicylate

Refernces

• 1、 Wenz, Gerhard,Steinbrunn, Marc Boris,Landfester, Katharina. "Solid state polycondensation within cyclodextrin channels leading to watersoluble polyamide rotaxanes". . p. 15575 - 15592. Retrieved 1997.
• 2、 Smith, A. Catherine,Macartney, Donal H.. "Kinetics of the self-assembly of α-cyclodextrin [2]pseudorotaxanes with 1,12-bis(4-(α-alkyl-α-methylmethanol)pyridinium)dodecane dications in aqueous solution". . p. 9243 - 9251. Retrieved 1998.
• 3、 Tee, Oswald S.,Fedortchenko, Alexei A.,Soo, Patrick Lim. "Retardation of acetal hydrolysis by cyclodextrins and its use in probing cyclodextrin-guest binding". . p. 123 - 128. Retrieved 1998.
• 4、 Kaulpiboon, Jarunee,Pongsawasdi, Piamsook,Zimmermann, Wolfgang. "Altered product specificity of a cyclodextrin glycosyltransferase by molecular imprinting with cyclomaltododecaose". . p. 480 - 485. Retrieved 2010.
• 5、 Herkstroeter, William G.,Martic, Peter A.,Evans, Ted R.,Farid, Samir. "Cyclodextrin Inclusion Complexes of 1-Pyrenebutyrate: The Role of Coinclusion of Amphiphiles". . p. 3275 - 3280. Retrieved 1986.
• 6、 Spencer, J. N.,DeGarmo, Jarusha,Paul, I. M.,He, Qing,Ke, Xiaoming,et al.. "Inclusion Complexes of Alcohols with α-Cyclodextrin". . p. 601 - 610. Retrieved 1995.
• 7、 Monti, Sandra,Flamigni, Lucia,Martelli, Alessandro,Bortolus, Pietro. "Photochemistry of Benzophenone-Cyclodextrin Inclusion Complexes". . p. 4447 - 4451. Retrieved 1988.
• 8、 Doukyu, Noriyuki,Kuwahara, Hirokazu,Aono, Rikizo. "Isolation of Paenibacillus illinoisensis that produces cyclodextrin glucanotransferase resistant to organic solvents.". . p. 334 - 340. Retrieved 2003.
• 9、 Larsen, Dennis,Beeren, Sophie R.. "Enzyme-mediated dynamic combinatorial chemistry allows out-of-equilibrium template-directed synthesis of macrocyclic oligosaccharides". . p. 9981 - 9987. Retrieved 2019/11/14.
• 10、 Zhu, Liangliang,Lu, Meiqun,Qu, Dahui,Wang, Qiaochun,Tian, He. "Coordination-assembly for quantitative construction of bis-branched molecular shuttles". scheme or table. p. 4226 - 4233. Retrieved 2011/07/29.