CHEBI:66604 - lycoperine A

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ChEBI Name lycoperine A
ChEBI ID CHEBI:66604
Definition An alkaloid that consists of piperidine substituted by [1-acetyl-7-methyl-1,2,3,4,6,7,8,8a-octahydroquinolin-5-yl]methyl moieties at positions 2 and 6 respectively. Isolated from Lycopodium hamiltonii, it exhibits acetylcholinesterase inhibitory activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C31H49N3O2
Net Charge 0
Average Mass 495.73970
Monoisotopic Mass 495.38248
InChI InChI=1S/C31H49N3O2/c1-20-14-24(28-10-6-12-33(22(3)35)30(28)16-20)18-26-8-5-9-27(32-26)19-25-15-21(2)17-31-29(25)11-7-13-34(31)23(4)36/h20-21,26-27,30-32H,5-19H2,1-4H3/t20-,21-,26-,27+,30-,31-/m0/s1
InChIKey WDJDPNAURLPQIO-QDLVWTCJSA-N
SMILES [H][C@]12C[C@@H](C)CC(C[C@@H]3CCC[C@H](CC4=C5CCCN(C(C)=O)[C@@]5([H])C[C@@H](C)C4)N3)=C1CCCN2C(C)=O
Metabolite of Species Details
Lycopodium hamiltonii (NCBI:txid3251) See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
EC 3.1.1.7 (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lycoperine A (CHEBI:66604) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
lycoperine A (CHEBI:66604) has role metabolite (CHEBI:25212)
lycoperine A (CHEBI:66604) is a acetamides (CHEBI:22160)
lycoperine A (CHEBI:66604) is a alkaloid (CHEBI:22315)
lycoperine A (CHEBI:66604) is a isoquinolines (CHEBI:24922)
lycoperine A (CHEBI:66604) is a piperidines (CHEBI:26151)
IUPAC Name
1,1'-[(2R,6S)-piperidine-2,6-diylbis{methanediyl[(7S,8aS)-7-methyl-3,4,6,7,8,8a-hexahydroquinoline-5,1(2H)-diyl]}]diethanone
Synonym Source
(−)-lycoperine A ChEBI
Registry Number Type Source
19931970 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16381583 PubMed citation Europe PMC
Last Modified
26 March 2013