ChEBI Name lycorine
ChEBI ID CHEBI:6601
Definition An indolizidine alkaloid that is 3,12-didehydrogalanthan substituted by hydroxy groups at positions and 2 and a methylenedioxy group across positions 9 and 10. Isolated from Crinum asiaticum, it has been shown to exhibit antimalarial activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H17NO4
Net Charge 0
Average Mass 287.31050
InChI InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1
InChIKey XGVJWXAYKUHDOO-DANNLKNASA-N
SMILES [H][C@]12[C@H](O)[C@@H](O)C=C3CCN(Cc4cc5OCOc5cc14)[C@@]23[H]
Metabolite of Species Details
Crinum asiaticum var. sinicum (NCBI:223245) Found in leaf (BTO:0000713). 95% ethanolic extract of dried, powdered leaves See: PubMed
Crinum asiaticum var. sinicum (NCBI:223245) Found in bulb (BTO:0000159). 95% ethanolic extract of dried, powdered leaves See: PubMed
Roles Classification
Biological Role(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lycorine (CHEBI:6601) has parent hydride galanthan (CHEBI:35646)
lycorine (CHEBI:6601) has role antimalarial (CHEBI:38068)
lycorine (CHEBI:6601) has role plant metabolite (CHEBI:76924)
lycorine (CHEBI:6601) has role protein synthesis inhibitor (CHEBI:48001)
lycorine (CHEBI:6601) is a indolizidine alkaloid (CHEBI:38511)
IUPAC Name
9,10-(methylenedioxy)-3,12-didehydrogalanthan-1α,2β-diol
Synonyms Sources
(−)-lycorine ChEBI
Amarylline ChemIDplus
Galanthidine ChemIDplus
Licorine ChemIDplus
Lycorine KEGG COMPOUND
Narcissine ChemIDplus
Database Links Databases
3KD PDBeChem
C00001576 KNApSAcK
C08532 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
476-28-8 CAS Registry Number KEGG COMPOUND
476-28-8 CAS Registry Number ChemIDplus
93605 Beilstein Registry Number Beilstein
93605 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12232602 PubMed citation CiteXplore
14669261 PubMed citation CiteXplore
15386196 PubMed citation CiteXplore
19788245 PubMed citation CiteXplore
Last Modified
18 febrero 2015