2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester
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
- 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)
2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester Usage And Synthesis
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.
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 esterSupplier
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