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20316-18-1

20316-18-1 Structure

20316-18-1 Structure
IdentificationBack Directory
[Name]

(4aR,12R)-2,3,4,4aβ,5,6-Hexahydro-12-methyl-1H-5β,10bβ-propano-1,7-phenanthroline
[CAS]

20316-18-1
[Synonyms]

Lycodine
(4aR,12R)-2,3,4,4aβ,5,6-Hexahydro-12-methyl-1H-5β,10bβ-propano-1,7-phenanthroline
1H-5,10b-Propano-1,7-phenanthroline, 2,3,4,4a,5,6-hexahydro-12-methyl-, (4aR,5S,10bR,12R)-
[Molecular Formula]

C16H22N2
[MOL File]

20316-18-1.mol
[Molecular Weight]

242.36
Chemical PropertiesBack Directory
[Melting point ]

118-119°
[alpha ]

D -10° (c = 1.01 in ethanol)
[pka]

3.97, 8.08(at 25℃)
Hazard InformationBack Directory
[Description]

One of the numerous alkaloids obtained from the various Lycopodium species, this base has been found in L. annotinurn L. and L. fawcettii. It forms colourless crystals and has [α]D - 10° ± 2° (c 1.01, EtOH). One of the nitrogen atoms is present in a pyridine ring, the other being in the form of an imino group. The picrate is obtained as prisms from MeOH and has m.p. 229-233°C.
[Uses]

Lycodine is a lycopodium alkaloid, which can be isolated from Huperzia saururus. Lycodine exhibits anticholinesterase activity[1].
[Definition]

ChEBI: Lycodine is a phenanthrol.
[References]

Anet, Eves., Can. J. Chern., 36,902 (1958)
Anet, Rao., Tetrahedron Lett., No. 20, 9 (1960)
Burnell et al., Can. J. Chern., 41, 3091 (1963)
20316-18-1 suppliers list
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