lycojapodine A (CHEBI:66603)

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ChEBI Name	lycojapodine A

ChEBI ID	CHEBI:66603

Definition	An alkaloid isolated from the club moss Lycopodium japonicum and has been shown to exhibit acetylcholinesterase inhibitory and anti-HIV-1 activity.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C16H23NO3

Net Charge

Average Mass

277.35870

Monoisotopic Mass

277.16779

InChI

InChI=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

InChIKey

QZNUIODTYIUAMN-KNPMLCFXSA-N

SMILES

[H][C@]12C[C@@H](C)C[C@@]3(OC(=O)C1)N1CCCC(=O)[C@]23CCC1

Metabolite of Species	Details
Lycopodium japonicum (NCBI:txid672196)	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. 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.

ChEBI Ontology
Outgoing	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 A	ChEBI

Registry Number	Type	Source
23048623	Reaxys Registry Number	Reaxys

Last Modified

26 March 2013