| Identification | Back Directory | [Name]
nandinine | [CAS]
572-76-9 | [Synonyms]
nandinine
(13aS)-5,8,13,13a-Tetrahydro-10-methoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-9-ol
6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-9-ol, 5,8,13,13a-tetrahydro-10-methoxy-, (13aS)- | [Molecular Formula]
C19H19NO4 | [MOL File]
572-76-9.mol | [Molecular Weight]
325.36 |
| Hazard Information | Back Directory | [Description]
Eijkman obtained an amorphous compound from the root bark of Nandina
domestica L. to which this name was given. It was subsequently obtained crystal_x0002_line by Iwakawa who was also able to separate it into three well-defined phenolic
substances, Nandinine, Domesticine and Isodomesticine (q.v.). This alkaloid may
be crystallized from EtOH as colourless leaflets which develop a pink colour on
exposure to air. With CH2N2 the base yields (+)-Canadine (q.v.). The solution in
H2S04 is initially yellow, changing through green to blue. | [Definition]
ChEBI: (S)-nandinine is a berberine alkaloid that is 5,8,13,13a-tetrahydro-2H,6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline carrying hydroxy and methoxy substituents at positions 9 and 10 respectively. It has a role as an anti-obesity agent and a plant metabolite. It is an organic heteropentacyclic compound, a berberine alkaloid, an aromatic ether, a member of phenols and a tertiary amino compound. | [References]
Eijkman., Rec. trav. Chim., 3, 197 (1884)
Iwakawa.,Mitt. Med. Ges. Tokyo, 24, 15 (1910)
Kitasato., J. Pharm. Soc., Japan, No. 522, 1 (1925)
Kitasato., Acta Phytochem., 3, 177 (1927) |
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