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13849-54-2

13849-54-2 Structure

13849-54-2 Structure
IdentificationBack Directory
[Name]

Ankorine
[CAS]

13849-54-2
[Synonyms]

Ankorine
[Molecular Formula]

C19H29NO4
[MOL File]

13849-54-2.mol
[Molecular Weight]

335.438
Hazard InformationBack Directory
[Description]

The structure of this alkaloid has recently been revised to that given above in which the hydroxyl group is placed at C-1. The stereochemistry has also been determined by Japanese workers.
[Definition]

ChEBI: Ankorine is a pyridoisoquinoline that is 1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinoline which is substituted at positions 2, 3, and 8 by 2-hydroxyethyl, ethyl, and hydroxy groups, respectively, and by methoxy groups at positions 9 and 10 (the 2R,3R,11bS stereoisomer). It is a benzo[a]quinolizidine alkaloid isolated from the Indian medicinal plant Alangium lamarckii. It has a role as a plant metabolite. It is a member of isoquinolines, a member of phenols, a tertiary amino compound, an aromatic ether, a primary alcohol, an isoquinoline alkaloid and a pyridoisoquinoline.
[References]

Szantay, Szentirmay, Szabb, Tetrahedron Lett., 3725 (1974)
Stereochemistry:
Fujii, Yoshifuji, Yamada, Tetrahedron Lett., 1527 (1975)
Y oshifuji, Fujii, ibid, 1965 (1975)
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