2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester CAS 4684-32-6
Introduction：Basic information about 2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester CAS 4684-32-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester Basic information
| Product Name: | 2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester |
| Synonyms: | 2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester;Picrinine;2H,12H-6,12A-Epoxy-2,7A-methanoindolo[2,3-A]quinolizine-14-carboxylic acid, 3-ethylidene-1,3,4,6,7,12B-hexahydro-, methyl ester, (2S,3E,6S,12ar,12bs)-;Inchi=1/C20H22N2o3/C1-3-11-10-22-15-8-12(11)17(18(23)24-2)19-9-16(22)25-20(15,19)21-14-7-5-4-6-13(14)19/H3-7,12,15-17,21H,8-10H2,1-2H3/B11-3-/T12-,15+,16+,17,19,20+/m1/s;Methyl (2alpha,5alpha,15alpha,16xi,19E)-1,2-dihydro-2,5-epoxyakuammilan-17-oate;Picrinin;Picrinine ,98%;GenericnaMe |
| CAS: | 4684-32-6 |
| MF: | C20H22N2O3 |
| MW: | 338.41 |
| EINECS: | |
| Product Categories: | chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract |
| Mol File: | 4684-32-6.mol |
2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester Chemical Properties
| Melting point | 222-224 °C |
| Boiling point | 501.1±50.0 °C(Predicted) |
| density | 1.38±0.1 g/cm3(Predicted) |
| solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. |
| form | Powder |
| pka | 4.47±0.40(Predicted) |
| color | White to off-white |
Safety Information
| Description | An Alstonia alkaloid obtained from A. scholaris R. Br., this base also occurs in Rauwolfia vornitora. It has [α]D - 47° (CHCI3). The ultraviolet spectrum in neutral solution (EtOH) has absorption maxima at 237 and 287 mil, while in acidic solution (perchloric acid), there are absorption maxima at 239, 244 and 305 mil. A methoxycarbonyl group, an alkyl group and an ether bridge are present in the molecule. The picrate is obtained as light yellow crystals with m.p. 172-4°C (dec.) and the methiodide has m.p. 235-7°C. |
| Uses | Picrinine is a monoterpenoid indole alkaloid extracted from Ochrosia elliptica, displaing the enhancement of immunomodulatory activity and apaptosis inducing in the A549 cell lines. |
| Synthesis | Lampstand leaves crushed into particles, take 10kg, with 15 times the amount of 1% sulfuric acid aqueous solution percolation extraction, the extract was filtered through the addition of molecular weight cut-off molecular weight 2000 hollow cellulose ultrafiltration membrane ultrafiltration, through the liquid and then added to the molecular weight cut-off molecular weight 300 hollow cellulose nano-filtration membrane concentration, concentrated solution over the AB-8 macroporous resin column, the appropriate amount of water to elute, collect the lower column liquid and the water elution solution with Ammonia adjusted pH9, placed on the precipitation, centrifugation, the precipitate with 90% methanol dissolution reflux dissolution, add 1% of the solution amount of activated carbon decolorization, decolorization of the liquid filtered out of the activated carbon, add 1/10 volume of petroleum ether, stirring fully refrigerated crystals, crystals and then recrystallized with 70% ethanol solution, drying white crystals, that is, the duckweed leaf alkaloids 15g, the content of the detection of 90.5%. |
| IC 50 | 5-Lipoxygenase |
| References | Preparation: Britten, Smith.,J. Chern. Soc., 3850 (1963) Isolation: Chatterjee et al., Tetrahedron Lett., 3633 (1965) |
2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester Preparation Products And Raw materials
