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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



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Maria Carolina Florian et al.
Aging cell, 19(9), e13208-e13208 (2020-08-06)
Cdc42 is a small RhoGTPase regulating multiple functions in eukaryotic cells. The activity of Cdc42 is significantly elevated in several tissues of aged mice, while the Cdc42 gain-of-activity mouse model presents with a premature aging-like phenotype and with decreased lifespan.
Ratika Kunder et al.
Cell chemical biology, 29(3), 358-372 (2021-09-16)
Triple-negative breast cancer (TNBC) is the breast cancer subtype with the poorest clinical outcome. The PIM family of kinases has emerged as a factor that is both overexpressed in TNBC and associated with poor outcomes. Preclinical data suggest that TNBC
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