CHEBI:28593 - quinidine

ChEBI IDCHEBI:28593
ChEBI Namequinidine
Stars
DefinitionA cinchona alkaloid consisting of cinchonine with the hydrogen at the 6-position of the quinoline ring substituted by methoxy.
Secondary ChEBI IDsCHEBI:8719, CHEBI:26494, CHEBI:127150, CHEBI:355477, CHEBI:529982, CHEBI:595841, CHEBI:597286, CHEBI:604323
Last Modified7 March 2019
DownloadsMolfile
FormulaC20H24N2O2
Net Charge0
Average Mass324.424
Monoisotopic Mass324.18378
SMILES[H][C@]1([C@@H](O)c2ccnc3ccc(OC)cc23)C[C@@H]2CC[N@@]1C[C@@H]2C=C
InChIInChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19+,20-/m0/s1
InChIKeyLOUPRKONTZGTKE-LHHVKLHASA-N
Roles Classification
Biological Roles:
EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor  An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of 13-deoxydaunorubicin hydroxylase (EC 1.14.13.181).
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
P450 inhibitor  An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
drug allergen  Any drug which causes the onset of an allergic reaction.
potassium channel blocker  An agent that inhibits cell membrane glycoproteins that are selectively permeable to potassium ions.
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
sodium channel blocker  An agent that inhibits sodium influx through cell membranes.
EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor  An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of xenobiotic-transporting ATPase (EC 3.6.3.44).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
drug allergen  Any drug which causes the onset of an allergic reaction.
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
anti-arrhythmia drug  A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
ChEBI Ontology
Outgoing Relation(s)
quinidine (CHEBI:28593) has parent hydride cinchonan (CHEBI:35933)
quinidine (CHEBI:28593) has role anti-arrhythmia drug (CHEBI:38070)
quinidine (CHEBI:28593) has role antimalarial (CHEBI:38068)
quinidine (CHEBI:28593) has role drug allergen (CHEBI:88188)
quinidine (CHEBI:28593) has role EC 1.14.13.181 (13-deoxydaunorubicin hydroxylase) inhibitor (CHEBI:77781)
quinidine (CHEBI:28593) has role EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor (CHEBI:77748)
quinidine (CHEBI:28593) has role muscarinic antagonist (CHEBI:48876)
quinidine (CHEBI:28593) has role P450 inhibitor (CHEBI:50183)
quinidine (CHEBI:28593) has role potassium channel blocker (CHEBI:50509)
quinidine (CHEBI:28593) has role sodium channel blocker (CHEBI:38633)
quinidine (CHEBI:28593) has role α-adrenergic antagonist (CHEBI:37890)
quinidine (CHEBI:28593) is a cinchona alkaloid (CHEBI:51323)
Incoming Relation(s)
quinidine D-gluconate (CHEBI:27502) has functional parent quinidine (CHEBI:28593)
quinidine sulfate (CHEBI:28482) has functional parent quinidine (CHEBI:28593)
IUPAC Name 
(9S)-6'-methoxycinchonan-9-ol
Synonyms  Source
QuinidineKEGG COMPOUND
(+)-quinidineChemIDplus
(8R,9S)-quinidineChemIDplus
ConchininChemIDplus
conquinineChemIDplus
pitayineChemIDplus
Brand Name  Source
KinidinKEGG DRUG
Manual XrefsDatabases
C06527KEGG COMPOUND
D08458KEGG DRUG
DB00908DrugBank
LSM-3325LINCS
2346DrugCentral
Registry NumbersSources
Reaxys:91866Reaxys
CAS:56-54-2KEGG COMPOUND
CAS:56-54-2ChemIDplus
CAS:56-54-2NIST Chemistry WebBook
Citations