Available from stock

(2-Hydroxypropyl)-β-cyclodextrin

SKU: H0352

Category: Building Blocks, Intermediates, Reagents

Synonyms: HBC, HP-&beta,-CD, 2-Hydroxypropyl ethers &beta,-cyclodextrin, (2-Hydroxypropyl)-beta-cyclodextrin; 128446-35-5
CAS-Number: C₆₃H₁₁₂O₄₂
Molecular Formula: 1541.54
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: White to off-white powder

Properties

Solvents: Soluble in water (100mg/ml) or DMSO (10mg/ml).
Melting Point: 278 °C - dec.

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: RT
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at RT.

Transportation: Not dangerous goods

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. 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. HP-β-CD is a mixture containing HP-β-CD with variable hydroxypropyl group substitutions and is a widely used drug delivery vehicle to improve the stability and bioavailability of bioactive compounds. HP-β-CD is also a cholesterol modifier and has shown anticancer activity.
Smiles: O[C@@H]([C@@H]1O)[C@H]2C(O[C@@H]1O[C@@H]([C@H]3O)C(O[C@@H]([C@H]3O)O[C@H]4[C@@H]([C@@H]([C@H](OC4COCC(O)C)O[C@@H]([C@@H]5O)C(O[C@@H]([C@H]5O)O[C@@H]6C(C([C@@H](O[C@@H]6COCC(O)C)O[C@@H]7C(C([C@@H](O[C@@H]7COCC(O)C)O[C@@H]([C@H]8O)C(O[C@@H]([C@H]8O)O2)COCC(
InChi Key: ODLHGICHYURWBS-RYJYQAAZSA-N
References: (1) M.E. Brewster, et al.; Pharm. Res. 8, 792 (1991) , (2) T.F. Meert, et al.; Eur. J. Anaesthesiol. 9, 399 (1992) , (3) A.E. Christian, et al.; J. Lipid Res. 38, 2264 (1997) , (4) J. Peeters, et al.; J. Pharm. Sci. 91, 1414 (2002) , (5) V.M. Rao, et al.; Int. J. Pharm. 319, 98 (2006) , (6) C.W. Yong, et al.; Pharm. Res. 25, 1092 (2008) , (7) B.D. Shewale, et al.; Indian J. Pharm. Sci. 70, 255 (2008) , (8) M.E. Brewster, et al.; Eur. J. Pharm. Sci. 34, 94 (2008) , (9) T. Loftsson, et al.; Acta. Ophthalmol. 90, 603 (2012) , (10) A.R. Katageri & M.A. Sheikh; Int. Res. J. Pharm. 3, 52 (2012) , (11) M. Yokoo, et al.; PLoS One 10, e0141946 (2015) , (12) A.R.S. Couto, et al.; Materials 11, 1971 (2018)
InChi: 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

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. 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. HP-β-CD is a mixture containing HP-β-CD with variable hydroxypropyl group substitutions and is a widely used drug delivery vehicle to improve the stability and bioavailability of bioactive compounds. HP-β-CD is also a cholesterol modifier and has shown anticancer activity.

SKU: H0352 Category: Building Blocks, Intermediates, Reagents

Additional information

Additional information

Synonyms	HBC, HP-&beta,-CD, 2-Hydroxypropyl ethers &beta,-cyclodextrin, (2-Hydroxypropyl)-beta-cyclodextrin
Purity	≥98% (HPLC)
Appearance	White to off-white powder
CAS-Number	128446-35-5
Molecular Formula	C63H112O42
Molecular Weight	1541.54
Solvents	Soluble in water (100mg/ml) or DMSO (10mg/ml).
Melting Point	278 °C – dec.
Smiles	O[C@@H]([C@@H]1O)[C@H]2C(O[C@@H]1O[C@@H]([C@H]3O)C(O[C@@H]([C@H]3O)O[C@H]4[C@@H]([C@@H]([C@H](OC4COCC(O)C)O[C@@H]([C@@H]5O)C(O[C@@H]([C@H]5O)O[C@@H]6C(C([C@@H](O[C@@H]6COCC(O)C)O[C@@H]7C(C([C@@H](O[C@@H]7COCC(O)C)O[C@@H]([C@H]8O)C(O[C@@H]([C@H]8O)O2)COCC(
InChi Key	ODLHGICHYURWBS-RYJYQAAZSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	RT
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at RT.
Transportation	Not dangerous goods
References	(1) M.E. Brewster, et al.; Pharm. Res. 8, 792 (1991), (2) T.F. Meert, et al.; Eur. J. Anaesthesiol. 9, 399 (1992), (3) A.E. Christian, et al.; J. Lipid Res. 38, 2264 (1997), (4) J. Peeters, et al.; J. Pharm. Sci. 91, 1414 (2002), (5) V.M. Rao, et al.; Int. J. Pharm. 319, 98 (2006), (6) C.W. Yong, et al.; Pharm. Res. 25, 1092 (2008), (7) B.D. Shewale, et al.; Indian J. Pharm. Sci. 70, 255 (2008), (8) M.E. Brewster, et al.; Eur. J. Pharm. Sci. 34, 94 (2008), (9) T. Loftsson, et al.; Acta. Ophthalmol. 90, 603 (2012), (10) A.R. Katageri & M.A. Sheikh; Int. Res. J. Pharm. 3, 52 (2012), (11) M. Yokoo, et al.; PLoS One 10, e0141946 (2015), (12) A.R.S. Couto, et al.; Materials 11, 1971 (2018)
InChi	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
Quantity	25 g, 100 g, Bulk