CHEBI:32269 - tropisetron

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ChEBI Name tropisetron
ChEBI ID CHEBI:32269
Definition An indolyl carboxylate ester obtained by formal condensation of the carboxy group of indole-3-carboxylic acid with the hydroxy group of tropine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H20N2O2
Net Charge 0
Average Mass 284.35290
Monoisotopic Mass 284.15248
InChI InChI=1S/C17H20N2O2/c1-19-11-6-7-12(19)9-13(8-11)21-17(20)15-10-18-16-5-3-2-4-14(15)16/h2-5,10-13,18H,6-9H2,1H3/t11-,12+,13+
InChIKey ZNRGQMMCGHDTEI-ITGUQSILSA-N
SMILES CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)c1c[nH]c2ccccc12
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
apoptosis inhibitor
Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
antiemetic
A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
nicotinic acetylcholine receptor agonist
An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
trypanocidal drug
A drug used to treat or prevent infections caused by protozoal organisms belonging to the suborder Trypanosomatida.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tropisetron (CHEBI:32269) has functional parent indole-3-carboxylic acid (CHEBI:24809)
tropisetron (CHEBI:32269) has functional parent tropine (CHEBI:15884)
tropisetron (CHEBI:32269) has role anti-inflammatory agent (CHEBI:67079)
tropisetron (CHEBI:32269) has role antiemetic (CHEBI:50919)
tropisetron (CHEBI:32269) has role apoptosis inhibitor (CHEBI:68494)
tropisetron (CHEBI:32269) has role immunomodulator (CHEBI:50846)
tropisetron (CHEBI:32269) has role neuroprotective agent (CHEBI:63726)
tropisetron (CHEBI:32269) has role nicotinic acetylcholine receptor agonist (CHEBI:47958)
tropisetron (CHEBI:32269) has role serotonergic antagonist (CHEBI:48279)
tropisetron (CHEBI:32269) has role trypanocidal drug (CHEBI:36335)
tropisetron (CHEBI:32269) is a azabicycloalkane (CHEBI:38295)
tropisetron (CHEBI:32269) is a indolyl carboxylate ester (CHEBI:46939)
tropisetron (CHEBI:32269) is a tertiary amino compound (CHEBI:50996)
tropisetron (CHEBI:32269) is conjugate base of tropisetron(1+) (CHEBI:77571)
Incoming tropisetron(1+) (CHEBI:77571) is conjugate acid of tropisetron (CHEBI:32269)
IUPAC Name
(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl 1H-indole-3-carboxylate
INNs Sources
tropisetron ChemIDplus
tropisetronum ChemIDplus
Synonym Source
1alphaH,5alphaH-Tropan-3alpha-yl indole-3-carboxylate ChemIDplus
Manual Xrefs Databases
2775 DrugCentral
C13666 KEGG COMPOUND
D02130 KEGG DRUG
TKT PDBeChem
Tropisetron Wikipedia
View more database links
Registry Numbers Types Sources
3619989 Reaxys Registry Number Reaxys
89565-68-4 CAS Registry Number KEGG COMPOUND
89565-68-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017