Cholest-5-en-3β-ylhydrogensuccinat
CHOLESTERYL HYDROGEN SUCCINATE · cholesterylsuccinate · Cholesterol Succinate · Cholesteryl hemisuccite · CHOLESTERYL HEMISUCCINATE · MONO-CHOLESTERYL-SUCCINATE · CHOLESTEROL HYDROGEN SUCCINATE · 5-CHOLESTEN-3β-OL HEMISUCCINATE
Identifikatoren & physikalische Daten
| CAS No. | 1510-21-0 |
|---|---|
| Summenformel | C31H50O4 |
| Durchschnittliche Molmasse | 486,7 g/mol |
| SMILES | CC(C)CCCC(C)C1CCC2C3CC=C4CC(OC(=O)CCC(=O)O)CCC4(C)C3CCC12C |
| InChIKey | WLNARFZDISHUGS-UHFFFAOYSA-N |
| PubChem CID | 500055 |
| Lokaler Name | Cholest-5-en-3β-ylhydrogensuccinat |
Chemische & physikalische Eigenschaften
| XLogP | 8,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 63,6 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 10 |
| Schwere Atome | 35 |
| Formalladung | 0 |
| Komplexität | 815 |
| Schmelzpunkt | 178 °C |
| Siedepunkt | 586.0±43.0 °C(Predicted) |
| Dichte | 1.06±0.1 g/cm3(Predicted) |
| Brechungsindex | -34 ° (C=2, CHCl3) |
| Lagerbedingungen | -20°C |
| Löslichkeit | Chloroform (Slightly), Methanol (Slightly, Heated, Sonicated) |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 4.40±0.17(Predicted) |
| Farbe | White to Off-White |
| Kosmetik-Inhaltsstoffe Funktionen | SKIN CONDITIONINGSKIN CONDITIONING - EMOLLIENT |
| InChIKey | WLNARFZDISHUGS-BLYFUZNHSA-N |
| SMILES | [C@@]12([H])CC=C3C[C@@H](OC(=O)CCC(=O)O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])[C@H](C)CCCC(C)C |&1:0,6,17,19,23,25,28,30,r| |
| LogP (Verteilungskoeffizient) | 10.708 (est) |
| CAS Datenbank | 1510-21-0(CAS DataBase Reference) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
|---|---|
| Zollcode | 29171900 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
Cholesteryl hemisuccinate is a cholesterol ester with anticancer activity. It inhibits the growth of murine C1498 myeloid and L1210 lymphocytic leukemia cells when used at concentrations of 50 and 150 μM, respectively. Cholesteryl hemisuccinate acts as an ionizable anionic detergent and is commonly used to stabilize unilamellar vesicles and liposomes. It has also been used as an emulsifying agent in various vesicular drug delivery systems for anticancer drugs, antibiotics, and oligonucleotides and to solubilize various proteins including chemokine receptor 1 as well as erythrocyte ghosts.
Verwenden
Cholesteryl Hemisuccinate is an oxidation product of polyunsaturated fatty acid of cholesterol that alters lysosome structure and functions and induces proinflammatory cytokine production in macrophages.