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Merck

H5784

(2-Hydroxypropyl)-β-cyclodextrin solution

Synonym(s):

Hydroxypropyl-β-cyclodextrin

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About This Item

Linear Formula:
(C6H9O5)7 · (C3H7O)4.5
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
Form:
solution (clear, colorless)
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biological source

synthetic (organic)

Quality Level

form

solution (clear, colorless)

mol wt

~1396 Da

concentration

45 % (w/v) in H2O

storage temp.

2-8°C

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/C105H196O56/c1-50(106)22-127-43-71-78-85(134-29-57(8)113)92(141-36-64(15)120)99(148-71)156-79-72(44-128-23-51(2)107)150-101(94(143-38-66(17)122)86(79)135-30-58(9)114)158-81-74(46-130-25-53(4)109)152-103(96(145-40-68(19)124)88(81)137-32-60(11)116)160-83-76(48-132-27-55(6)111)154-105(98(147-42-70(21)126)90(83)139-34-62(13)118)161-84-77(49-133-28-56(7)112)153-104(97(146-41-69(20)125)91(84)140-35-63(14)119)159-82-75(47-131-26-54(5)110)151-102(95(144-39-67(18)123)89(82)138-33-61(12)117)157-80-73(45-129-24-52(3)108)149-100(155-78)93(142-37-65(16)121)87(80)136-31-59(10)115/h50-126H,22-49H2,1-21H3

InChI key

DCQLZTSRKLWEAB-UHFFFAOYSA-N

General description

2-hydroxypropyl-β-cyclodextrin is obtained by chemical modification of cyclic oligosaccharide, β-cyclodextrins. It is used as a potential adjuvant for vaccines. 2-hydroxypropyl-β-cyclodextrin in an aqueous buffer increases the solubility of drugs. It is non-toxic in mice and rabbits. The formation of drug/cyclodextrin complexes is a rapidly reversible reaction and complexes exist both in solution and crystalline states. Solutions of many such complexes may be lyophilized to produce freely soluble powders which may be compressed into tablets.

Application

(2-Hydroxypropyl)-β-cyclodextrin solution has been used:
  • to prepare a fresh solution of Cdc42 activity-specific inhibitor (CASIN) drug for analysis of the epigenetic aging signature in C57BL/6 mice
  • to prepare the solution of remodelin and remodelin Fluor for assessment of remodelin toxicity in vivo in mice
  • as a constituent of sodium citrate solution for reconstitution of carfilzomib (PR-171)



Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

H5784-10ML-PW: + H5784PROC: + H5784-10ML: + H5784-BULK: + H5784-PH: + H5784-VAR:

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Articles

Cyclodextrin solubilizes fat-soluble vitamins and hormones, enhancing their solubility in water for cell culture applications.

Techniques for solubilizing metabolically important compounds in aqueous solutions are reviewed.


Sun Kyung Kim et al.
Frontiers in immunology, 7, 435-435 (2016-11-05)
2-Hydroxypropyl-β-cyclodextrin (HP-β-CD) is a chemically modified cyclic oligosaccharide produced from starch that is commonly used as an excipient. Although HP-β-CD has been suggested as a potential adjuvant for vaccines, its immunological properties and mechanism of action have yet to be
Min K Lee et al.
Pain, 139(2), 367-375 (2008-06-21)
This study provides the first demonstration that central cannabinoids modulate the antinociceptive actions of metabotropic glutamate receptors (mGluRs) on formalin-induced temporomandibular joint (TMJ) nociception. Noxious scratching behavior induced by formalin injection in the TMJ was used as a model of
Clemens Bönisch et al.
Mammalian genome : official journal of the International Mammalian Genome Society, 27(1-2), 17-28 (2015-12-15)
Epigenetic inheritance (EI) of metabolic phenotypes via the paternal lineage has been shown in rodent models of diet-induced obesity (DIO). However, the factors involved in soma-to-germline information transfer remain elusive. Here, we address the role of alterations in insulin, leptin