| Identification | Back Directory | [Name]
(16R)-18,19-Didehydro-17-hydroxycorynan-16-carboxylic acid methyl ester | [CAS]
1245-00-7 | [Synonyms]
Sitsirikin
Sitsirikine
16R-sitsirikine
(16R)-18,19-Didehydro-17-hydroxycorynan-16-carboxylic acid methyl ester
(16R)-18,19-Didehydro-17-hydroxy-17,18-secoyohimban-16-carboxylic acid methyl ester
Indolo[2,3-a]quinolizine-2-acetic acid, 3-ethenyl-1,2,3,4,6,7,12,12b-octahydro-α-(hydroxymethyl)-, methyl ester, (αR,2S,3R,12bS)- | [Molecular Formula]
C21H26N2O3 | [MDL Number]
MFCD26406173 | [MOL File]
1245-00-7.mol | [Molecular Weight]
354.45 |
| Chemical Properties | Back Directory | [Melting point ]
239-241℃ (Decomposition) | [Boiling point ]
545.4±50.0 °C(Predicted) | [density ]
1.25±0.1 g/cm3(Predicted) | [pka]
14.30±0.10(Predicted) |
| Hazard Information | Back Directory | [Description]
One of the numerous alkaloids isolated from Vinca species, this base occurs in V. rosea L. and forms colourless crystals from MeOH. It is laevorotatory with[α]26D - 58° (MeOH) and when crystallized from Me2CO forms crystals containing solvent of crystallization, m.p. 181°C. The ultraviolet spectrum in MeOH has absorption maxima at 226, 282 and 290 mf.1. The alkaloid contains a primary alcoholic group and an imino group and yields the hemisulphate, m.p. 239- 241°C (dec.); the picrate, m.p. 226-8°C (dec.) and the O-acetate, m.p. 198°C;[α]26D- 26° (MeOH). | [Uses]
Sitsirikine is a Vinca alkaloid[1]. | [References]
Svoboda et al., J. Pharm. Sci., 50,409 (1961)
Kutney, Brown., Tetrahedron Lett., 1815 (1963) |
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