778966

Sigma-Aldrich

(2-Hydroxypropyl)-β-cyclodextrin

produced by Wacker Chemie AG, Burghausen, Germany

Synonym(s):
HP-β-CD, (2-Hydroxypropyl)-beta-cyclodextrin, Cavasol® W7 HP
CAS Number:
EC Number:
NACRES:
NA.22

grade

produced by Wacker Chemie AG, Burghausen, Germany

Quality Level

extent of labeling

molar substitution per 0.60

impurities

≤1.0% unsubstituted cyclodextrin
≤5.0% polypropylene glycol

ign. residue

≤2.5%

loss

≤7.0% loss on drying

SMILES string

CC(O)COCC1OC2OC3C(COCC(C)O)OC(OC4C(COCC(C)O)OC(OC5C(COCC(C)O)OC(OC6C(COCC(C)O)OC(OC7C(COCC(C)O)OC(OC8C(COCC(C)O)OC(OC1C(OCC(C)O)C2OCC(C)O)C(OCC(C)O)C8OCC(C)O)C(OCC(C)O)C7OCC(C)O)C(OCC(C)O)C6OCC(C)O)C(OCC(C)O)C5OCC(C)O)C(OCC(C)O)C4OCC(C)O)C(OCC(C)O)C3OCC(C)O

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-RYJYQAAZSA-N

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Application

(2-Hydroxypropyl)-β-cyclodextrin is a β-cyclodextrin derivative with enhanced water solubility. It is used as a solubilizer and stabilizer in pharmaceutical formulations. HP-β-CD also shows potent anticancer activity.
The solubility of lipophilic drugs increases linearly with the concentration of hydroxypropyl-β-cyclodextrin (HBC) in aqueous solution because of the complex between HBC and the drug. This guest-host type complex is formed between the drug and the non-polar cavity in the HBC that results in enhanced solubility. Solutions may be lyophilized to produce freely soluble powders. Non-toxic in rabbits and mice.

Legal Information

Cavasol is a registered trademark of Wacker Chemie AG

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

?Back to the future?: a new look at hydroxypropyl beta-cyclodextrins.
Malanga M, et al.
Journal of Pharmaceutical Sciences, 105(9), 2921-2931 (2016)
2-Hydroxypropyl-?-cyclodextrin acts as a novel anticancer agent.
Yokoo M, et al.
PLoS ONE, 10(11), e0141946-e0141946 (2015)
Weijin Wang et al.
Theranostics, 11(11), 5279-5295 (2021-04-17)
Intracellular accumulation of tau is a hallmark pathology in Alzheimer disease (AD) and the related tauopathies, thus targeting tau could be promising for drug development. Proteolysis Targeting Chimera (PROTAC) is a novel drug discovery strategy for selective protein degradation from...
2-Hydroxypropyl-?-cyclodextrin (HP-?-CD): a toxicology review.
Gould S & Scott RC.
Food And Chemical Toxicology, 43(10), 1451-1459 (2005)
Dmitri R Davydov et al.
Biochemistry, 47(43), 11348-11359 (2008-10-04)
To establish a direct method for monitoring substrate binding in cytochrome P450eryF applicable at elevated hydrostatic pressures, we introduce a laser dye Fluorol-7GA (F7GA) as a novel fluorescent ligand. The high intensity of fluorescence and the reasonable resolution of the...

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