HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Voacangine
12-Methoxyibogamine-18-carboxylic acid methyl ester · VOACANGINE · (-)-Voacangine · Carbomethoxyibogaine · Ibogamine-18-carboxylic acid, 12-methoxy-, methyl ester
Identifikatoren & physikalische Daten
| CAS No. | 510-22-5 |
|---|---|
| Summenformel | C22H28N2O3 |
| Durchschnittliche Molmasse | 368,5 g/mol |
| Monoisotopische Masse | 368,20999276 g/mol |
| SMILES | CC[C@H]1C[C@@H]2CN3CCc4c([nH]c5ccc(OC)cc45)[C@](C(=O)OC)(C2)[C@H]13 |
| InChIKey | MMAYTCMMKJYIAM-RUGRQLENSA-N |
| PubChem CID | 73255 |
| ChEMBL | CHEMBL182120 |
| ChEBI | CHEBI:141966 |
| EC No. | 687-877-9 |
| DTXSID | DTXSID50965276 |
Chemische & physikalische Eigenschaften
| XLogP | 3,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 54,6 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 27 |
| Formalladung | 0 |
| Komplexität | 598 |
| Schmelzpunkt | 223-224℃ (dec.) |
| Siedepunkt | 518.390±50.00 °C(Press: 760.00 Torr)(predicted) |
| Dichte | 1.25±0.1 g/cm3 (20 ºC 760 Torr) |
| Lagerbedingungen | Store at -20°C,protect from light |
| Löslichkeit | DMF: 16 mg/mlDMSO: 16 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.33 mg/ml |
| Aggregatzustand | A crystalline solid |
| pKa (Säurekonstante) | 16.344±0.60(predicted) |
| Farbe | White to off-white |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Alarmwort | Warnung |
| Gefahrenhinweise | Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H302 |
Anwendungen & Verwendung
Beschreibung
This alkaloid is of widespread occurrence, being found in Stemmadenia species and also is Vocanga africana, v. dregii and V. obtusa. It forms colourless needles when crystallized from MeOH and has [0'10 - 42° (c 1.0, CHCI3). It sublimes under vacuum at 135°CjO.01 mm and is readily soluble in CHC13 or Me2CO, but only sparingly so in EtOH or MeOH. Hydrolysis with KOH followed by acidification with HCl yields Ibogaine (q.v.).
Verwenden
(-)-Voacangine is a bisindole alkaloid with ether-a-go-go-related gene channel blocker activity in vitro. hERG channel blocker.