The molecular mass of this product is not fixed due to variable degrees of substitution. The average molecular weight is approximately 1396 Da (anhydrous); values around 1460 g/mol are also reported depending on substitution level. The molecular weight is best described as an average within a range of about 1250–1500 g/mol.
H107
(2-Hydroxypropyl)-β-cyclodextrin
powder
Synonym(s):
2-hydroxypropylether, Beta-cyclodextrin
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| Size/SKU | Availability | Price |
|---|---|---|
5 g | Available to ship TODAYfromMILWAUKEE | $215.00 |
5 x 5 g | Check Cart for Availability | $702.00 |
100 g | Available to ship TODAYfromMILWAUKEE | $1,440.00 |
About This Item
CAS Number:
PubChem Substance ID:
UNSPSC Code:
12352201
NACRES:
NA.77
EC Number:
420-920-1
Assay:
≥98% (TLC)
Form:
powder
$215.00
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biological source
synthetic (organic)
Quality Segment
assay
≥98% (TLC)
form
powder
mol wt
estimated mol wt ~1396 Da
solubility
H2O: soluble
storage temp.
room temp
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
General description
Listen to an Audio Overview
Cyclodextrins are cyclic oligosaccharides consisting of 6, 7, or 8 glucopyranose units, usually referred to as α-, β-, or γ-cyclodextrins, respectively. These compounds have rigid doughnut-shaped structures making them natural complexing agents. The unique structures of these compounds owe their stability to intramolecular hydrogen bonding between the C2- and C3-hydroxyl groups of neighboring glucopyranose units. The molecule takes on the shape of a torus with the C2- and C3-hydroxyls located around the larger opening and the more reactive C6-hydroxyl aligned around the smaller opening. The arrangement of C6-hydroxyls opposite the hydrogen bonded C2- and C3-hydroxyls forces the oxygen bonds into close proximity within the cavity, leading to an electron rich, hydrophobic interior. The size of this hydrophobic cavity is a function of the number of glucopyranose units forming the cyclodextrin.
The solubility of natural cyclodextrins is very poor. In the late 1960’s, it was discovered that chemical substitutions at the 2, 3, and 6 hydroxyl sites would greatly increase solubility. Most chemically modified cyclodextrins are able to achieve a 50% (w/v) concentration in water.
Cavity size is the major determinant as to which cyclodextrin is used in complexation. The cavity diameter of β-cyclodextrins or β-glucopyranose unit compounds is well-suited for use with molecules the size of hormones, vitamins and many compounds frequently used in tissue and cell culture applications. For this reason, β-cyclodextrin is most commonly used as a complexing agent.
Cyclodextrins are cyclic oligosaccharides consisting of 6, 7, or 8 glucopyranose units, usually referred to as α-, β-, or γ-cyclodextrins, respectively. These compounds have rigid doughnut-shaped structures making them natural complexing agents. The unique structures of these compounds owe their stability to intramolecular hydrogen bonding between the C2- and C3-hydroxyl groups of neighboring glucopyranose units. The molecule takes on the shape of a torus with the C2- and C3-hydroxyls located around the larger opening and the more reactive C6-hydroxyl aligned around the smaller opening. The arrangement of C6-hydroxyls opposite the hydrogen bonded C2- and C3-hydroxyls forces the oxygen bonds into close proximity within the cavity, leading to an electron rich, hydrophobic interior. The size of this hydrophobic cavity is a function of the number of glucopyranose units forming the cyclodextrin.
The solubility of natural cyclodextrins is very poor. In the late 1960’s, it was discovered that chemical substitutions at the 2, 3, and 6 hydroxyl sites would greatly increase solubility. Most chemically modified cyclodextrins are able to achieve a 50% (w/v) concentration in water.
Cavity size is the major determinant as to which cyclodextrin is used in complexation. The cavity diameter of β-cyclodextrins or β-glucopyranose unit compounds is well-suited for use with molecules the size of hormones, vitamins and many compounds frequently used in tissue and cell culture applications. For this reason, β-cyclodextrin is most commonly used as a complexing agent.
Average degree of substitution is 0.5-1.3 unit of 2-hydroxypropyl (C3H7O) per glucose unit
Application
(2-Hydroxypropyl)-β-cyclodextrin has been used:
- to investigate its effects on cholesterol homeostasis
- for the kindling procedure in mice and hippocampal electrographic analysis
- to improve poor prepulse inhibition (PPI) in mice
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.
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This Item | |||
|---|---|---|---|
| description powder | description Wacker Chemie AG | description average Mw ~1,540 | description average Mw ~1,380 |
| assay ≥98% (TLC) | assay - | assay - | assay - |
| Quality Level 300 | Quality Level 100 | Quality Level 100 | Quality Level 200 |
| solubility H2O: soluble | solubility - | solubility - | solubility water: 180 g/L |
| form powder | form powder | form powder | form powder |
| storage temp. room temp | storage temp. - | storage temp. - | storage temp. - |
| biological source synthetic (organic) | biological source - | biological source - | biological source - |
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Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
Eyeshields, Gloves, type N95 (US)
flash_point_f
>752.0 °F
flash_point_c
> 400 °C
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What is the molecular mass of the compound?
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When I repeatedly freeze and melt a stock solution made by melting 2-HCD in H2O, how long is the stability guaranteed?
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The freeze/thaw stability of this material in solution has not been investigate. In general, cyclodextrins are used to enhance the water solubility of hydrophobic compounds. The majority of these compounds will lose potency or demonstrate degradation with repeated freeze/thaw cycles. Please see the link below to review this product datasheet:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/389/483/h107dat.pdfHelpful?
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Können Sie mir mitteilen welche Qualität das angebotene Produkt besitzt? Handelt es sich um Ph.Eur. Qualität oder zumindest USP Ware?
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This product is intended for research use only and is assigned a Quality Level of 300. Please see the link below to review product 1.42020, Cyclodextrin HPB, which is suitable for pharmaceutical use.
https://www.sigmaaldrich.com/product/mm/142020The Quality Level for each product is listed in the 'PROPERTIES' section of the product page. Products showing a Quality Level of 500 - 600 are generally suitable for Pharmaceutical Manufacturing. Further details regarding the M-Clarity Quality program may be reviewed at the link below:
https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/m-clarity-programHelpful?
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