erysodine (CHEBI:192381)

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ChEBI Name	erysodine

ChEBI ID	CHEBI:192381

Definition	An 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.

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

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Formula

C18H21NO3

Net Charge

Average Mass

299.370

Monoisotopic Mass

299.15214

InChI

InChI=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

InChIKey

BDIVMECULLJBMU-KSSFIOAISA-N

SMILES

CO[C@@H]1C[C@]23N(CC=C2C=C1)CCC1=C3C=C(OC)C(O)=C1

Metabolite of Species	Details
Erythrina abyssinica (NCBI:txid1237573)	See: PubMed
Erythrina suberosa (NCBI:txid1288013)	Found in seed (BTO:0001226). See: PubMed
Erythrina suberosa (NCBI:txid1288013)	Found in flower (BTO:0000469). See: DOI
Erythrina addisoniae (NCBI:txid2590682)	Found in seed (BTO:0001226). See: PubMed
Erythrina corallodendron (NCBI:txid3843)	Found in stem (BTO:0001300). See: PubMed
Erythrina latissima (NCBI:txid3844)	Found in seed (BTO:0001226). See: PubMed
Erythrina crista-galli (NCBI:txid49817)	See: PubMed
Erythrina americana (NCBI:txid932743)	Found in seed (BTO:0001226). See: DOI

Roles Classification
Biological Role(s):	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. (via Erythrina alkaloid ) 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):	nicotinic antagonist An antagonist at the nicotinic cholinergic receptor. phytogenic insecticide An insecticide compound naturally occurring in plants. antiparasitic agent A substance used to treat or prevent parasitic infections.

ChEBI Ontology
Outgoing	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	Sources
(+)-erysodine	ChEBI
(3β)-1,2,6,7-tetradehydro-3,15-dimethoxyerythrinan-16-ol	ChEBI
1,2,6,7-tetradehydro-3β,15-dimethoxyerythrinan-16-ol	ChEBI
erysodin	KNApSAcK

Registry Number	Type	Source
7290-03-1	CAS Registry Number	ChemIDplus

Last Modified

15 June 2022