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H0513

Heptakis(2,6-di-O-methyl)-β-cyclodextrin

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Synonym(s):

DM-β-CD, DM‐β‐CyD, heptakis-(2,6-O-Dimethyl)-β-cyclodextrin, 2,6-Di-O-methyl-β-cyclodextrin, Dimethyl β-cyclodextrin

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Size/SKUAvailabilityPrice
1 g

Estimated to ship onSeptember 09, 2027fromMILWAUKEE

$36.50
5 g

Estimated to ship onSeptember 09, 2027fromMILWAUKEE

$173.00

About This Item

Empirical Formula (Hill Notation):
C56H98O35
CAS Number:
Molecular Weight:
1331.36
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1679144

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Estimated to ship onSeptember 09, 2027Details


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biological source

synthetic

Quality Segment

form

powder

SMILES string

COC[C@H]1O[C@@H]2O[C@H]3[C@H](O)[C@@H](OC)[C@H](O[C@@H]3COC)O[C@H]4[C@H](O)[C@@H](OC)[C@H](O[C@@H]4COC)O[C@H]5[C@H](O)[C@@H](OC)[C@H](O[C@@H]5COC)O[C@H]6[C@H](O)[C@@H](OC)[C@H](O[C@@H]6COC)O[C@H]7[C@H](O)[C@@H](OC)[C@H](O[C@@H]7COC)O[C@H]8[C@H](O)[C@@H](OC)[C@H](O[C@@H]8COC)O[C@H]1[C@H](O)[C@H]2OC

InChI

1S/C56H98O35/c1-64-15-22-36-29(57)43(71-8)50(78-22)86-37-23(16-65-2)80-52(45(73-10)30(37)58)88-39-25(18-67-4)82-54(47(75-12)32(39)60)90-41-27(20-69-6)84-56(49(77-14)34(41)62)91-42-28(21-70-7)83-55(48(76-13)35(42)63)89-40-26(19-68-5)81-53(46(74-11)33(40)61)87-38-24(17-66-3)79-51(85-36)44(72-9)31(38)59/h22-63H,15-21H2,1-14H3/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-/m1/s1

InChI key

QGKBSGBYSPTPKJ-UZMKXNTCSA-N

General description

Heptakis(2,6-di-O-methyl)-β-cyclodextrin is a hydrophilic derivative of cyclodextrin that possesses the ability to effectively dissolve lipophilic drugs like steroid hormones, vitamins A, E, and K, etc. It can be utilized to increase the dissolution and bioavailability of weakly water-soluble pharmaceutical compounds.

Application

Reactant involved in:
  • Physicochemical studies of inclusion complexes
  • Probing diffusion and single molecule interactions with reconstituted membrane proteins
  • Interactions with micelles causing micellar rupture
  • Studying cellular transport, used as a cell penetration enhancer
  • Physicochemical and biopharmaceutical improvement of drugs particularly with solubilization and stability
  • Interactions with cholesterol
Heptakis(2,6-di-O-methyl)-β-cyclodextrin may be used:
  • To measure the equilibrium constant of its complexes with various enantiomeric pairs of chiral nitroxides by electron paramagnetic resonance (EPR) spectroscopy.
  • To study the crystal structure of its complex with n-butyl acrylate and isobornyl acrylate using X-ray diffraction (XRD).
  • As a chiral selector to resolve amphetamine related drugs by capillary zone electrophoresis.

Analysis Note

Impurities are over-methylated homologs, primarily hexakis(2,6-di-O-methyl)-(2,3,6-tri-O-methyl)-β-cyclodextrin.

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This Item
51707H4645332607
description

-

description

≥98.0%

description

≥90%

description

average Mw ~1,460

biological source

synthetic

biological source

-

biological source

-

biological source

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

form

powder

form

powder or crystals

form

powder

form

powder


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Questions

1–4 of 4 Questions  
  1. What is the exact content of pure heptakis(2,6-di-O-methyl)-β-cyclodextrin in the chemical you offer? What are the limits that this value must lie inside?

    1 answer
    1. Per its Specification Sheet, the product comprises 10 - 60% heptakis (2,6-di-O-methyl)-β-cyclodextrin. This is noted as 14-methyl content, as contrasted with 15-, 16-, and 17-methyl, i.e. 2,3,6 -tri-O-methyl, or over-methylated homologs, per 7 dextrins.

      Helpful?

  2. Is this product a single isomer, characterised with a specified molecular formula and molar mass, or is it a mixture of isomers differing in a degree of substitution? What is the purity of this chemical with respect to a single isomer?

    1 answer
    1. This product is not a single isomer but a mixture of isomers differing in the degree of substitution. The main product is the heptakis(2,6-di-O-methyl) derivative, but impurities include over-methylated homologs, primarily hexakis(2,6-di-O-methyl)-(2,3,6-tri-O-methyl)-?-cyclodextrin. This product is characterized as a hydrophilic derivative of cyclodextrin, but the presence of these homologs indicates it is not a single, fully defined isomer. The purity with respect to a single isomer is not specified as 100%, and this product is best described as a mixture with the main component being the heptakis(2,6-di-O-methyl) isomer.

      Helpful?

  3. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  4. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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