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27773-39-3

27773-39-3 Structure

27773-39-3 Structure
IdentificationBack Directory
[Name]

Ervamycine
[CAS]

27773-39-3
[Synonyms]

Ervamycine
VincamineImpurity20
16-Methoxytabersonine
Tabersonine Impurity 3
Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-16-methoxy-, methyl ester, (5α,12R,19α)-
[Molecular Formula]

C22H26N2O3
[MDL Number]

MFCD20260708
[MOL File]

27773-39-3.mol
[Molecular Weight]

366.46
Hazard InformationBack Directory
[Description]

This alkaloid from Vinca herbacea has been isolated as the crystalline hydrochloride, m.p. 184-6°C (dec.). The free base has [α]23D - 310° ± 2° (c 0.32, CHC13). Hydrogenation over Pt02 gives the 6:7-dihydro derivative which has [α]26D - 412.8° (c 0.606, CHCI3). When heated at 100°C with 5N-HC1, the latter is simultaneously hydrolyzed and decarboxylated to furnish 16-methoxy- 1: 2-dehydro-( - )-aspidospermidine.
[Definition]

ChEBI: 16-methoxytabersonine is the 16-methoxy derivative of tabersonine. It is a monoterpenoid indole alkaloid, an organic heteropentacyclic compound, a methyl ester and a tertiary amino compound. It is functionally related to a tabersonine. It is a conjugate base of a 16-methoxytabersoninium(1+).
[References]

Pyuskyulev et al., Collect. Czech. Chem. Commun., 32, 1289 (1967)
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