| Identification | Back Directory | [Name]
Dihydrochelerythrine | [CAS]
6880-91-7 | [Synonyms]
Dihydrochelerythrine
12,13-Dihydrochelerythrine
Dihydrochelerythrine (12,13-Dihydrochelerythrine)
1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine
1,2-dimethoxy-12-methyl-12,13-dihydro[1,3]benzodioxolo[5,6-c]phenanthridine
12,13-Dihydro-1,2-dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridine
12,13-Dihydro-1,2-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridine
[1,3]Benzodioxolo[5,6-c]phenanthridine, 12,13-dihydro-1,2-dimethoxy-12-methyl- | [EINECS(EC#)]
200-258-5 | [Molecular Formula]
C21H19NO4 | [MDL Number]
MFCD02183360 | [MOL File]
6880-91-7.mol | [Molecular Weight]
349.38 |
| Chemical Properties | Back Directory | [Melting point ]
164-165 °C | [Boiling point ]
565.9±50.0 °C(Predicted) | [density ]
1.291±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO : 50 mg/mL (143.11 mM; Need ultrasonic and warming) | [form ]
Powder | [pka]
2.36±0.20(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Description]
Dihydrochelerythrine is a benzophenanthridine alkaloid that has been found in Bocconia arborea and has diverse biological activities. It is active against S. aureus, S. faecalis, and C. albicans (MIC = 1.87 μg/ml for all). Dihydrochelerythrine inhibits secretion of the hepatitis B virus (HBV) antigens HBsAg and HBeAg from HepG2 2.2.15 cells (IC50s = <0.05 μM for both). It is cytotoxic to HCT8, BGC-823, and A2780 cancer cells (IC50s = 1.4, 0.4, and 3.5 μM, respectively). | [Uses]
Dihydrochelerythrine is synthesized as a potential G-quadrulpex DNA stabilizing agent. It is used in phamacokinetic study of chelerythrine metabolites in agro-products. | [Definition]
ChEBI: Dihydrochelerythrine is a benzophenanthridine alkaloid. | [References]
[1] VICTOR NAVARRO Guillermo D. Two antimicrobial alkaloids from Bocconia arborea[J]. Journal of ethnopharmacology, 1999, 66 2: Pages 223-226. DOI: 10.1016/s0378-8741(98)00182-2
[2] YING-RUI WU. Two new quaternary alkaloids and anti-hepatitis B virus active constituents from Corydalis saxicola.[J]. Planta medica, 2007, 73 8: 787-791. DOI: 10.1055/s-2007-981549
[3] AN-JUN DENG Hai lin Q. Cytotoxic dihydrobenzophenanthridine alkaloids from the roots of Macleaya microcarpa[J]. Phytochemistry, 2010, 71 7: Pages 816-822. DOI: 10.1016/j.phytochem.2010.02.007 |
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