CHEBI:42944 - galanthamine

ChEBI IDCHEBI:42944
ChEBI Namegalanthamine
Stars
DefinitionA benzazepine alkaloid isolated from certain species of daffodils.
Secondary ChEBI IDsCHEBI:5264, CHEBI:42935
Last Modified16 September 2021
DownloadsMolfile
FormulaC17H21NO3
Net Charge0
Average Mass287.359
Monoisotopic Mass287.15214
SMILES[H][C@]12C[C@@H](O)C=C[C@]13CCN(C)Cc1ccc(OC)c(c13)O2
InChIInChI=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
InChIKeyASUTZQLVASHGKV-JDFRZJQESA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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).
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.
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.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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)
galanthamine (CHEBI:42944) is conjugate base of galanthamine(1+) (CHEBI:178021)
Incoming Relation(s)
galanthamine(1+) (CHEBI:178021) is conjugate acid of galanthamine (CHEBI:42944)
IUPAC Name 
galanthamine
INNs  Source
galantamineWHO MedNet
galantamineWHO MedNet
galanthaminumWHO MedNet
galantaminaWHO MedNet
Synonyms  Source
GalanthamineKEGG COMPOUND
(−)-galanthaminePDBeChem
(4aS,6R,8aS)-3-methoxy-11-methyl-5,6,9,10,11,12-hexahydro-4aH-[1]benzofuro[3a,3,2-ef][2]benzazepin-6-olIUPAC
(−)-galantamineDrugCentral
Manual XrefsDatabases
C08526KEGG COMPOUND
GNTPDBeChem
GalantamineWikipedia
DB00674DrugBank
D04292KEGG DRUG
C00001570KNApSAcK
LSM-5604LINCS
1272DrugCentral
CPD-19430MetaCyc
9272ChemSpider
HMDB0014812HMDB
Registry NumbersSources
Beilstein:93736Beilstein
Reaxys:93736Reaxys
CAS:357-70-0NIST Chemistry WebBook
CAS:357-70-0ChemIDplus
Citations