alfadex

Also known as Cyclohexa-Amylose, α-cyclodextrin, alpha-cyclodextrin, α-dextrin, α-CD, alphadextrin, alpha cyclodextrin, Calorease

α-Cyclodextrin (alpha-cyclodextrin), sometimes abbreviated as α-CD, is a hexasaccharide derived from glucose. It is related to the β- (beta) and γ- (gamma) cyclodextrins, which contain seven and eight glucose units, respectively. All cyclodextrins are white, water-soluble solids with minimal toxicity. Cyclodextrins tend to bind other molecules in their quasi-cylindrical, lipophilic interiors. The compound is of wide interest because it exhibits host–guest properties, forming inclusion compounds. This inclusion (and release) behavior leads to applications in medicine.

In the Vinony graph

Vinony's link graph records 10 inbound references to alfadex, and connects out to International Standard Book Number, glucose and digital object identifier.

Vinony files it under ECHA InfoCard ID from Wikidata, Macrocycles and Oligosaccharides.

Vinony links it to 6 Wikipedia language editions.

Chemical data

Formula: C36H60O30
Molecular weight: 972.8 g/mol
IUPAC name: (1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31R,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-5,10,15,20,25,30-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol
SMILES: C([C@@H]1[C@@H]2[C@@H]([C@H]([C@H](O1)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)O)O[C@@H]4[C@H](O[C@@H]([C@@H]([C@H]4O)O)O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5O)O)O[C@@H]6[C@H](O[C@@H]([C@@H]([C@H]6O)O)O[C@@H]7[C@H](O[C@H](O2)[C@@H]([C@H]7O)O)CO)CO)CO)CO)CO)O)O)O
InChIKey: HFHDHCJBZVLPGP-RWMJIURBSA-N
XLogP: -12.9
Polar surface area: 475 Å²
H-bond donors: 18
H-bond acceptors: 30
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Oligosaccharide
Indications: prostate cancer

via ChEMBL · EBI

Research

1,905 papers

Protein purification with light via a genetically encoded azobenzene side chain.Nature communications · 2024
Axial penile rigidity as primary efficacy outcome during multi-institutional in-office dose titration clinical trials with alprostadil alfadex in patients with erectile dysfunction. Alprostadil Alfadex Study Group.International journal of impotence research · 2000
Snap-top nanocarriers.Organic letters · 2010
Lipoprotein-cyclodextrin interaction.Clinica chimica acta; international journal of clinical chemistry · 1991
[Glomerular morphologic protection after acute ischemia through the administration of Surgiran: (PGE1 and Alfadex, glucose cyclic oligomer). Morphometric study].Archivos espanoles de urologia · 2002

via PubMed

Wikidata facts

Has part: hydrogen
Mass: 972.317

Show 3 more facts

isomeric SMILES: C([C@@H]1[C@@H]2[C@@H]([C@H]([C@H](O1)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)O)O[C@@H]4[C@H](O[C@@H]([C@@H]([C@H]4O)O)O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5O)O)O[C@@H]6[C@H](O[C@@H]([C@@H]([C@H]6O)O)O[C@@H]7[C@H](O[C@H](O2)[C@@H]([C@H]7O)O)CO)CO)CO)CO)CO)O)O)O
chemical formula: C₃₆H₆₀O₃₀
canonical SMILES: C(C1C2C(C(C(O1)OC3C(OC(C(C3O)O)OC4C(OC(C(C4O)O)OC5C(OC(C(C5O)O)OC6C(OC(C(C6O)O)OC7C(OC(O2)C(C7O)O)CO)CO)CO)CO)CO)O)O)O

Sources (1)