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CHEBI:251408 - edrophonium

Default Structure
ChEBI IDCHEBI:251408
ChEBI Nameedrophonium
Stars
DefinitionA quaternary ammonium ion that is N-ethyl-N,N-dimethylanilinium in which one of the meta positions is substituted by a hydroxy group. It is a reversible inhibitor of cholinesterase, with a rapid onset (30-60 seconds after injection) but a short duration of action (5-15 minutes). The chloride salt is used in myasthenia gravis both diagnostically and to distinguish between under- or over-treatment with other anticholinesterases. It has also been used for the reversal of neuromuscular blockade in anaesthesia, and for the management of poisoning due to tetrodotoxin, a neuromuscular blocking toxin found in puffer fish and other marine animals.
Secondary ChEBI IDsCHEBI:4758, CHEBI:42376
Last Modified20 August 2018
DownloadsMolfile
FormulaC10H16NO
Net Charge+1
Average Mass166.244
Monoisotopic Mass166.12264
SMILESCC[N+](C)(C)c1cccc(O)c1
InChIInChI=1S/C10H15NO/c1-4-11(2,3)9-6-5-7-10(12)8-9/h5-8H,4H2,1-3H3/p+1
InChIKeyVWLHWLSRQJQWRG-UHFFFAOYSA-O
Roles Classification
Biological Role:
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).
Applications:
antidote  Any protective agent counteracting or neutralizing the action of poisons.
diagnostic agent  A substance administered to aid diagnosis of a disease.
ChEBI Ontology
Outgoing Relation(s)
edrophonium (CHEBI:251408) has role antidote (CHEBI:50247)
edrophonium (CHEBI:251408) has role diagnostic agent (CHEBI:33295)
edrophonium (CHEBI:251408) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
edrophonium (CHEBI:251408) is a phenols (CHEBI:33853)
edrophonium (CHEBI:251408) is a quaternary ammonium ion (CHEBI:35267)
Incoming Relation(s)
edrophonium chloride (CHEBI:4759) has part edrophonium (CHEBI:251408)
IUPAC Name 
N-ethyl-3-hydroxy-N,N-dimethylanilinium
Synonyms  Source
3-hydroxy-N,N-dimethyl-N-ethylaniliniumChEBI
(3-hydroxyphenyl)dimethylethylammoniumChEBI
edrophoniumChEMBL
EdrophoniumKEGG COMPOUND
EDROPHONIUMChEMBL
EDROPHONIUM IONPDBeChem
Manual XrefsDatabases
988DrugCentral
C06976KEGG COMPOUND
DB01010DrugBank
EDRPDBeChem
LSM-5867LINCS
Registry NumbersSources
Beilstein:3905622Beilstein
CAS:312-48-1ChemIDplus
CAS:312-48-1KEGG COMPOUND
Citations