CID 358902
NSC 619044 · HYPOPHYLLANTIN · HYPOPHYLLANTHIN · Hypophyllanthin-RM · Hypophyllanthin, 10 mM in DMSO · (7R,8R,9S)-9-(3,4-dimethoxyphenyl)-4-methoxy-7,8-bis(methoxymethyl)-6,7,8,9-tetrahydrobenzo[g][1,3]benzodioxole · (7S,8S,9R)-9-(3,4-Dimethoxyphenyl)-6,7,8,9-tetrahydro-4-methoxy-7,8-bis(methoxymethyl)naphtho[1,2-d]-1,3-dioxole · Naphtho[1,2-d]-1,3-dioxole,9-(3,4-dimethoxyphenyl)-6,7,8,9-tetrahydro-4-methoxy-7,8-bis(methoxymethyl)-,(7S,8S,9R)-
Identifikatoren & physikalische Daten
| CAS No. | 33676-00-5 |
|---|---|
| Summenformel | C24H30O7 |
| Durchschnittliche Molmasse | 430,5 g/mol |
| Monoisotopische Masse | 430,19915329 g/mol |
| SMILES | COCC1[C@H](COC)Cc2cc(OC)c3c(c2[C@@H]1c1ccc(OC)c(OC)c1)OCO3 |
| InChIKey | LBJCUHLNHSKZBW-DSSITSQDSA-N |
| PubChem CID | 358902 |
Chemische & physikalische Eigenschaften
| XLogP | 3,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 64,6 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 7 |
| Frei drehbare Bindungen | 8 |
| Schwere Atome | 31 |
| Formalladung | 0 |
| Komplexität | 560 |
| Schmelzpunkt | 129-130℃ |
| Siedepunkt | 511.1±50.0 °C(Predicted) |
| Dichte | 1.158 |
| Lagerbedingungen | 4°C, protect from light |
| Löslichkeit | ≤0.2mg/ml in ethanol10mg/ml in DMSO30mg/ml in dimethyl formamide |
| Aggregatzustand | crystalline solid |
| Farbe | White to off-white |
| LogP (Verteilungskoeffizient) | 3.770 (est) |
Sicherheit & Vorschriften
| R-Sätze (R) | 22 |
|---|---|
| Gefahrensymbole | Xn |
Anwendungen & Verwendung
Beschreibung
Hypophyllanthin is an active principle of P. amarus, a plant studied for its potential to treat hepatotoxicity. In Caco-2 cells 100 μM hypophyllanthin has been shown to reversibly inhibit P-glycoprotein (also known as multidrug resistance protein 1 (MDR1)) function without effect on MDR2 activity.
Verwenden
Hypophyllanthin can be used to study the modulation of NSAID-induced, ER stress-mediated apoptosis in Caco-2 cells by different polyphenolic antioxidants.