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CHEBI:16684 - atropine
| Formula | C17H23NO3 |
| Net Charge | 0 |
| Average Mass | 289.375 |
| Monoisotopic Mass | 289.16779 |
| SMILES | CN1[C@@H]2CC[C@H]1C[C@@H](OC(=O)C(CO)c1ccccc1)C2 |
| InChI | InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16? |
| InChIKey | RKUNBYITZUJHSG-SPUOUPEWSA-N |
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Datura stramonium (ncbitaxon:4076) | - | PubMed (15374592) |
| Roles Classification |
|---|
| Biological Roles: | muscarinic antagonist A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists. parasympatholytic Any cholinergic antagonist that inhibits the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the muscarinic antagonists. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. |
| Applications: | bronchodilator agent An agent that causes an increase in the expansion of a bronchus or bronchial tubes. muscarinic antagonist A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists. mydriatic agent Agent that dilates the pupil. Used in eye diseases and to facilitate eye examination. It may be either a sympathomimetic or parasympatholytic. The latter cause cycloplegia or paralysis of accommodation at high doses and may precipitate glaucoma. 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. oneirogen Any substance that produces or enhances dream-like states of consciousness. antidote to sarin poisoning A role borne by a molecule that acts to counteract or neutralise the nerve agent sarin. parasympatholytic Any cholinergic antagonist that inhibits the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the muscarinic antagonists. anaesthesia adjuvant Any substance that possesses little anaesthetic effect by itself, but which enhances or potentiates the anaesthetic action of other drugs when given at the same time. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| atropine (CHEBI:16684) has part (R)-atropine (CHEBI:48882) |
| atropine (CHEBI:16684) has part (S)-atropine (CHEBI:17486) |
| atropine (CHEBI:16684) has role anaesthesia adjuvant (CHEBI:60807) |
| atropine (CHEBI:16684) has role anti-arrhythmia drug (CHEBI:38070) |
| atropine (CHEBI:16684) has role antidote to sarin poisoning (CHEBI:136860) |
| atropine (CHEBI:16684) has role bronchodilator agent (CHEBI:35523) |
| atropine (CHEBI:16684) has role muscarinic antagonist (CHEBI:48876) |
| atropine (CHEBI:16684) has role mydriatic agent (CHEBI:50513) |
| atropine (CHEBI:16684) has role oneirogen (CHEBI:146270) |
| atropine (CHEBI:16684) has role parasympatholytic (CHEBI:50370) |
| atropine (CHEBI:16684) has role plant metabolite (CHEBI:76924) |
| atropine (CHEBI:16684) is a racemate (CHEBI:60911) |
| Incoming Relation(s) |
| (6S)-6-hydroxyhyoscyamine (CHEBI:15645) has functional parent atropine (CHEBI:16684) |
| atropine sulfate (CHEBI:233047) has functional parent atropine (CHEBI:16684) |
| hyoscyamine sulfate dihydrate (CHEBI:28486) has functional parent atropine (CHEBI:16684) |
| IUPAC Names |
|---|
| rac-(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl 3-hydroxy-2-phenylpropanoate |
| rac-tropan-3α-yl 3-hydroxy-2-phenylpropanoate |
| Synonyms | Source |
|---|---|
| [(1S,5R)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl] 3-hydroxy-2-phenyl-propanoate | IUPHAR |
| (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl tropate | ChEBI |
| 8-methyl-8-azabicyclo[3.2.1]oct-3-yl 3-hydroxy-2-phenylpropanoate | ChEBI |
| 8-methyl-8-azabicyclo[3.2.1]oct-3-yl tropate | NIST Chemistry WebBook |
| Atropin | ChemIDplus |
| atropina | ChEBI |
| Citations |
|---|