CHEBI:42944 - galanthamine

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ChEBI Name galanthamine
ChEBI ID CHEBI:42944
Definition A benzazepine alkaloid isolated from certain species of daffodils.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42935, CHEBI:5264
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Formula C17H21NO3
Net Charge 0
Average Mass 287.35358
Monoisotopic Mass 287.152
InChI InChI=1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14-,17-/m0/s1
InChIKey ASUTZQLVASHGKV-JDFRZJQESA-N
SMILES [H][C@]12C[C@@H](O)C=C[C@]11CCN(C)Cc3ccc(OC)c(O2)c13
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
cholinergic drug
Any drug used for its actions on cholinergic systems. Included here are agonists and antagonists, drugs that affect the life cycle of acetylcholine, and drugs that affect the survival of cholinergic neurons.
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.
EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
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): antidote to curare poisoning
A role borne by a molecule that acts to counteract or neutralize the deleterious effects of curare.
cholinergic drug
Any drug used for its actions on cholinergic systems. Included here are agonists and antagonists, drugs that affect the life cycle of acetylcholine, and drugs that affect the survival of cholinergic neurons.
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ChEBI Ontology
Outgoing galanthamine (CHEBI:42944) has role antidote to curare poisoning (CHEBI:74530)
galanthamine (CHEBI:42944) has role cholinergic drug (CHEBI:38323)
galanthamine (CHEBI:42944) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
galanthamine (CHEBI:42944) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
galanthamine (CHEBI:42944) has role plant metabolite (CHEBI:76924)
galanthamine (CHEBI:42944) is a benzazepine alkaloid (CHEBI:38523)
galanthamine (CHEBI:42944) is a benzazepine alkaloid fundamental parent (CHEBI:38527)
galanthamine (CHEBI:42944) is a organic heterotetracyclic compound (CHEBI:38163)
galanthamine (CHEBI:42944) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
galanthamine
Synonyms Sources
(-)-GALANTHAMINE PDBeChem
Galantamine KEGG COMPOUND
Galanthamine KEGG COMPOUND
Database Links Databases
C00001570 KNApSAcK
C08526 KEGG COMPOUND
D04292 KEGG DRUG
DB00674 DrugBank
Galantamine Wikipedia
GNT PDBeChem
LSM-5604 LINCS
View more database links
Registry Numbers Types Sources
357-70-0 CAS Registry Number ChemIDplus
93736 Beilstein Registry Number Beilstein
93736 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11060814 PubMed citation CiteXplore
11950787 PubMed citation CiteXplore
12177686 PubMed citation CiteXplore
14674789 PubMed citation CiteXplore
15495017 PubMed citation CiteXplore
15537482 PubMed citation CiteXplore
16437436 PubMed citation CiteXplore
19253410 PubMed citation CiteXplore
19782102 PubMed citation CiteXplore
5333582 PubMed citation CiteXplore
Last Modified
25 February 2016