CYCLODEXTRINS, as they are known today, were called "cellulosine" when first described by A. Villiers in 1891. Soon after, F. Schardinger identified the three naturally occurring cyclodextrins -α, -β, and -γ. These compounds were therefore referred to as "Schardinger sugars". For 25 years, between 1911 and 1935, Pringsheim in Germany was the leading researcher in this area, demonstrating that cyclodextrins formed stable aqueous complexes with many other chemicals. By the mid 1970's, each of the natural cyclodextrins had been structurally and chemically characterized and many more complexes had been studied. Since the 1970s, extensive work has been conducted by Szejtli and others exploring encapsulation by cyclodextrins and their derivatives for industrial and pharmacologic applications. Among the processes used for complexation, the kneading process seems to be one of the best.
The Cyclodextrin is an organic compound with the formula C36H60O30. The systematic name of this chemical is (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-dodecaoxahe ptacyclo[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 (non-preferred name). With the CAS registry number 10016-20-3, it is also named as a-Schardinger Dextrin. The product's categories are Industrial/Fine Chemicals; Biochemistry; Cyclodextrins; Functional Materials; Macrocycles for Host-Guest Chemistry; Oligosaccharides; Sugars; Dextrins, Sugar & Carbohydrates. Besides, it is a white crystalline powder, which should be stored in a closed and dry palce.
In the food industry cyclodextrins are employed for the preparation of cholesterol free products. Other food applications further include the ability to stabilize volatile or unstable compounds and the reduction of unwanted tastes and odour. Reportedly cyclodextrins are used in alcohol powder, a powder for mixing alcoholic drinks.
Physical properties about Cyclodextrin are: (1)# of Rule of 5 Violations: 3; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 30; (7)#H bond donors: 18; (8)#Freely Rotating Bonds: 24; (9)Polar Surface Area: 474.9 Å2; (10)Index of Refraction: 1.591; (11)Molar Refractivity: 202.387 cm3; (12)Molar Volume: 598.936 cm3; (13)Polarizability: 80.232×10-24cm3; (14)Surface Tension: 73.864 dyne/cm; (15)Density: 1.624 g/cm3; (16)Flash Point: 807.051 °C; (17)Enthalpy of Vaporization: 241.394 kJ/mol; (18)Boiling Point: 1410.846 °C at 760 mmHg.
Uses of Cyclodextrin: it can be used to produce hexakis(6-deoxy-6-iodo)cyclomaltohexaose at temperature of 80 °C. It will need reagent iod, triphenylphosφne and solvent dimethylformamide with reaction time of 15 hours. The yield is about 80%.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)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
(2)InChI: InChI=1/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
(3)InChIKey: HFHDHCJBZVLPGP-RWMJIURBBY
(4)Std. 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
(5)Std. InChIKey: HFHDHCJBZVLPGP-RWMJIURBSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
rat | LD50 | intraperitoneal | 1gm/kg (1000mg/kg) | | Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 287, 1983. |
rat | LD50 | intravenous | 788mg/kg (788mg/kg) | | American Journal of Pathology. Vol. 83, Pg. 367, 1976. |