| Identification | Back Directory | [Name]
2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester | [CAS]
4684-32-6 | [Synonyms]
Picrinin
Picrinine
5α-Epoxy-1
Vincaridine
GenericnaMe
Picrinine ,98%
DeacetyldeforMylpicraline
2-dihydroakuammilan-17-oic acid methyl ester
2α,5α-Epoxy-1,2-dihydroakuammilan-17-oic acid methyl ester
methyl (2alpha,5alpha,19E)-1,2-dihydro-2,5-epoxyakuammilan-1...
Methyl (2alpha,5alpha,15alpha,16xi,19E)-1,2-dihydro-2,5-epoxyakuammilan-17-oate
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)-
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, (2R,3E,6S,7aR,12aR,12bS,14R)-
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 | [Molecular Formula]
C20H22N2O3 | [MDL Number]
MFCD11042254 | [MOL File]
4684-32-6.mol | [Molecular Weight]
338.405 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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) |
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