Solasodin
Solasodin · Salasdine · Nsc178260 · SOLASODINE · Salasodine · Sosasodine · NSC 179187 · Solanidine-S
Identifikatoren & physikalische Daten
| CAS No. | 126-17-0 |
|---|---|
| Summenformel | C27H43NO2 |
| Durchschnittliche Molmasse | 413,6 g/mol |
| Monoisotopische Masse | 413,32937961 g/mol |
| SMILES | CC1CCC2(NC1)OC1CC3C4CC=C5CC(O)CCC5(C)C4CCC3(C)C1C2C |
| InChIKey | KWVISVAMQJWJSZ-UHFFFAOYSA-N |
| PubChem CID | 5250 |
| ChEMBL | CHEMBL1964743 |
| DTXSID | DTXSID40871610 |
| Lokaler Name | Solasodin |
Chemische & physikalische Eigenschaften
| XLogP | 5,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 41,5 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 30 |
| Formalladung | 0 |
| Komplexität | 749 |
| Schmelzpunkt | 200 - 201 °C200-202° |
| Physical Description | Solid |
| Siedepunkt | 532.75°C (rough estimate) |
| Dichte | 1.0159 (rough estimate) |
| Brechungsindex | 1.6400 (estimate) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | DMSO: soluble0.5mg/mL, clear (warmed) |
| pKa (Säurekonstante) | pKb 6.30(at 25℃) |
| Aggregatzustand | powder |
| Farbe | white to beige |
| InChIKey | KOZCINYDCJVLDW-GCGBSLFCSA-N |
| SMILES | [C@@]12(NC[C@H](C)CC1)O[C@@]1([H])C[C@@]3([H])[C@]4([H])CC=C5C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@@H]2C |&1:0,3,8,11,13,19,23,25,29,31,33,r| |
| CAS Datenbank | 126-17-0(CAS DataBase Reference) |
| NIST chemische Informationen | Solasodine(126-17-0) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | WGK 3 |
|---|---|
| RTECS-Nr. | WF1300000 |
| Sicherheitshinweise (S) | 22-24/25 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 126-17-0(Hazardous Substances Data) |
Anwendungen & Verwendung
Beschreibung
There is still some doubt as to whether this base occurs as such in Solanum aviculare and S. xanthocarpum or whether it is an artifact formed from Sola_x0002_sonine (q.v.) during the extraction process. The base is laevorotatory having [α]20D - 92.4° (C6H6) and the following salts and derivatives have been prepared: hydrochloride, m.p. 314°C; hydriodide, m.p. 293°C; oxalate, m.p. 248°C; tartrate, m.p. 222°C; picrate, m.p. 1.4l-2°C; picrolonate, m.p. 234°C; acetyl derivative, m.p. 195°C; benzoyl compound, m.p. 2l6-7°C and the 3:5-dinitrobenzoyl derivative, m.p. 191.5-193°C. The alkaloid forms a sparingly soluble digitonide and yields Diels's hydrocarbon on selenium dehydrogenation.
Verwenden
Solasodine is a potentially useful precursor for steroidal compounds and hormones, this is usually found in plants from the solanaceae family. It also has potent cytotoxic and anti-inflammatory effects.