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CHEBI:66603 - lycojapodine A

ChEBI IDCHEBI:66603
ChEBI Namelycojapodine A
Stars
DefinitionAn alkaloid isolated from the club moss Lycopodium japonicum and has been shown to exhibit acetylcholinesterase inhibitory and anti-HIV-1 activity.
Last Modified26 March 2013
DownloadsMolfile
FormulaC16H23NO3
Net Charge0
Average Mass277.364
Monoisotopic Mass277.16779
SMILES[H][C@@]12CC(=O)O[C@]3(C[C@H](C)C1)N1CCCC(=O)[C@]23CCC1
InChIInChI=1S/C16H23NO3/c1-11-8-12-9-14(19)20-16(10-11)15(12)5-3-7-17(16)6-2-4-13(15)18/h11-12H,2-10H2,1H3/t11-,12+,15+,16+/m1/s1
InChIKeyQZNUIODTYIUAMN-KNPMLCFXSA-N
Species of MetaboliteComponentSourceComments
Lycopodium japonicum (ncbitaxon:672196) - PubMed (19245240)
Roles Classification
Biological Roles:
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.
anti-HIV-1 agent  An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
lycojapodine A (CHEBI:66603) has role anti-HIV-1 agent (CHEBI:64947)
lycojapodine A (CHEBI:66603) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
lycojapodine A (CHEBI:66603) has role metabolite (CHEBI:25212)
lycojapodine A (CHEBI:66603) is a alkaloid (CHEBI:22315)
lycojapodine A (CHEBI:66603) is a bridged compound (CHEBI:35990)
lycojapodine A (CHEBI:66603) is a cyclic ketone (CHEBI:3992)
lycojapodine A (CHEBI:66603) is a lactone (CHEBI:25000)
lycojapodine A (CHEBI:66603) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name 
(5aR,6S,8R,9aS)-8-methylhexahydro-9a,6-(epoxyethano)-1,5a-propano-1-benzazepine-5,11(2H)-dione
Synonym  Source
(−)-lycojapodine AChEBI
Registry NumbersSources
Reaxys:23048623Reaxys
Citations