A cyclic oligosaccharide used to improve drug aqueous solubility
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2-Hydroxypropyl-β-cyclodextrin

Item No. 16169

Technical Information
Formal Name
2-hydroxypropyl ethers β-cyclodextrin
CAS Number
128446-35-5
Synonyms
  • HP-β-CD
Molecular Formula
(C6H9O5)7(C3H7O)
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 50 mg/ml
SMILES
O[C@H]1[C@@](O[C@](O[C@H](COCC(O)C)[C@](O[C@](O[C@H](COCC(C)O)[C@](O[C@](O[C@H](COCC(O)C)[C@](O2)([H])[C@@H]3O)([H])[C@@H]3O)([H])[C@@H]4O)([H])[C@@H]4O)([H])[C@@H]5O)([H])[C@@H]5O)([H])[C@H](O[C@@](O[C@]([C@@H]6O)([H])[C@H](O[C@@](O[C@]([C@@H]7O)([H])[C@H](O[C@@](O[C@]([C@@H]8O)([H])[C@H](O[C@@]2([H])[C@@H]8O)COCC(O)C)([H])[C@@H]7O)COCC(O)C)([H])[C@@H]6O)COCC(C)O)([H])[C@@H]1O)COCC(O)C
InChi Code
InChI=1S/C63H112O42/c1-22(64)8-85-15-29-50-36(71)43(78)57(92-29)100-51-30(16-86-9-23(2)65)94-59(45(80)38(51)73)102-53-32(18-88-11-25(4)67)96-61(47(82)40(53)75)104-55-34(20-90-13-27(6)69)98-63(49(84)42(55)77)105-56-35(21-91-14-28(7)70)97-62(48(83)41(56)76)103-54-33(19-89-12-26(5)68)95-60(46(81)39(54)74)101-52-31(17-87-10-24(3)66)93-58(99-50)44(79)37(52)72/h22-84H,8-21H2,1-7H3/t22?,23?,24?,25?,26?,27?,28?,29-,30-,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-/m1/s1
InChi Key
ODLHGICHYURWBS-LKONHMLTSA-N
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    2-Hydroxypropyl-β-cyclodextrin (HP-β-CD) is a cyclic oligosaccharide containing seven D-(+)-glucopyranose units that is widely used to improve the aqueous solubility of various compounds, especially those containing a phenyl group.1,2,3 The circular arrangement of its glucose units produces a torus-shaped ring configuration in which the CH2 groups and ether linkages of the molecule face the hollow interior, resulting in a nonpolar, hydrophobic cavity and a polar, hydrophilic exterior. When combined in solution with other compounds, the nonpolar aromatic portions of that compound interact with the nonpolar interior of the HP-β-CD molecule, thus isolating the aromatic portion of the molecule from the water and thereby increasing its aqueous solubility.1,4 HP-β-CD is a mixture containing HP-β-CD with variable hydroxypropyl group substitutions.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Katageri, A.R., and Sheikh, M.A. Cyclodextrin a gift to pharmaceutical world review. Int. Res. J. Pharm. 3(1), 52-56 (2012).

    2. Shewale, B.D., Sapkal, N.P., Raut, N.A., et alEffect of hydroxylpropyl-β-cyclodextrin on solubility of carvedilol. Indian J. Pharm. Sci. 70(2), 255-257 (2008).

    3. Loftsson, T., Jansook, P., and Stefánsson, E. Topical drug delivery to the eye: Dorzolamide. Acta. Ophthalmol. 90(7), 603-608 (2012).

    4. Rao, V.M., Nerurkar, M., Pinnamaneni, S., et alCo-solubilization of poorly soluble drugs by micellization and complexation. Int. J. Pharm. 319(1-2), 98-106 (2006).

    Product Citations

    Palamarchuk, A., Efanov, A., Maximov, V., et alAkt phosphorylates and regulates Pdcd4 tumor suppressor protein. Cancer Res. 65(24), 11282-11286 (2005).