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CHEBI:192381 - erysodine

ChEBI IDCHEBI:192381
ChEBI Nameerysodine
Stars
DefinitionAn erythrina alkaloid with formula C18H21NO3 isolated from several erythrina plant species. It is a competitive antagonist of nicotinic acetylcholine receptors and exhibits antiparasitic and insecticidal activities.
Last Modified15 June 2022
SubmitterAdnan
DownloadsMolfile
FormulaC18H21NO3
Net Charge0
Average Mass299.370
Monoisotopic Mass299.15214
SMILESCOc1cc2c(cc1O)CCN1CC=C3C=C[C@H](OC)C[C@]321
InChIInChI=1S/C18H21NO3/c1-21-14-4-3-13-6-8-19-7-5-12-9-16(20)17(22-2)10-15(12)18(13,19)11-14/h3-4,6,9-10,14,20H,5,7-8,11H2,1-2H3/t14-,18-/m0/s1
InChIKeyBDIVMECULLJBMU-KSSFIOAISA-N
Species of MetaboliteComponentSourceComments
Erythrina abyssinica (ncbitaxon:1237573) - PubMed (18116959)
Erythrina suberosa (ncbitaxon:1288013)
seed (BTO:0001226) PubMed (5348524 )
flower (BTO:0000469) DOI (10.1590/S0100-40422011000500015)
Erythrina crista-galli (ncbitaxon:49817) - PubMed (20240594)
Erythrina corallodendron (ncbitaxon:3843) stem (BTO:0001300) PubMed (34396757)
Erythrina latissima (ncbitaxon:3844) seed (BTO:0001226) PubMed (30602319)
Erythrina addisoniae (ncbitaxon:2590682) seed (BTO:0001226) PubMed (19387573)
Erythrina americana (ncbitaxon:932743) seed (BTO:0001226) DOI (10.1021/jf9600768)
Roles Classification
Biological Roles:
nicotinic antagonist  An antagonist at the nicotinic cholinergic receptor.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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.
Applications:
phytogenic insecticide  An insecticide compound naturally occurring in plants.
nicotinic antagonist  An antagonist at the nicotinic cholinergic receptor.
antiparasitic agent  A substance used to treat or prevent parasitic infections.
ChEBI Ontology
Outgoing Relation(s)
erysodine (CHEBI:192381) has role antiparasitic agent (CHEBI:35442)
erysodine (CHEBI:192381) has role nicotinic antagonist (CHEBI:48878)
erysodine (CHEBI:192381) has role phytogenic insecticide (CHEBI:22917)
erysodine (CHEBI:192381) is a Erythrina alkaloid (CHEBI:192382)
erysodine (CHEBI:192381) is a aromatic ether (CHEBI:35618)
erysodine (CHEBI:192381) is a diether (CHEBI:46786)
erysodine (CHEBI:192381) is a organic heterotetracyclic compound (CHEBI:38163)
erysodine (CHEBI:192381) is a phenols (CHEBI:33853)
IUPAC Name 
3β,15-dimethoxy-1,2,6,7-tetradehydroerythrinan-16-ol
Synonyms  Source
erysodinKNApSAcK
(3β)-1,2,6,7-tetradehydro-3,15-dimethoxyerythrinan-16-olChEBI
(+)-erysodineChEBI
1,2,6,7-tetradehydro-3β,15-dimethoxyerythrinan-16-olChEBI
Manual XrefsDatabases
C00019515KNApSAcK
HMDB0030255HMDB
Registry NumbersSources
CAS:7290-03-1ChemIDplus
Citations