CHEBI:85157 - palonosetron hydrochloride

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ChEBI Name palonosetron hydrochloride
ChEBI ID CHEBI:85157
Definition A hydrochloride obtained by combining palonosetron with one molar equivalent of hydrogen chloride; an antiemetic used in combination with netupitant (under the trade name Akynzeo) to treat nausea and vomiting in patients undergoing cancer chemotherapy.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H25ClN2O
Net Charge 0
Average Mass 332.86800
Monoisotopic Mass 332.16554
InChI InChI=1S/C19H24N2O.ClH/c22-19-16-6-2-4-14-3-1-5-15(18(14)16)11-21(19)17-12-20-9-7-13(17)8-10-20;/h2,4,6,13,15,17H,1,3,5,7-12H2;1H/t15-,17-;/m1./s1
InChIKey OLDRWYVIKMSFFB-SSPJITILSA-N
SMILES Cl.O=C1N(C[C@H]2CCCc3cccc1c23)[C@@H]1CN2CCC1CC2
Roles Classification
Biological Role(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Application(s): 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.
serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
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ChEBI Ontology
Outgoing palonosetron hydrochloride (CHEBI:85157) has part palonosetron(1+) (CHEBI:85163)
palonosetron hydrochloride (CHEBI:85157) has role antiemetic (CHEBI:50919)
palonosetron hydrochloride (CHEBI:85157) has role serotonergic antagonist (CHEBI:48279)
palonosetron hydrochloride (CHEBI:85157) is a hydrochloride (CHEBI:36807)
Incoming Akynzeo (CHEBI:85154) has part palonosetron hydrochloride (CHEBI:85157)
IUPAC Names
(3aS)-2-[(3S)-1-azabicyclo[2.2.2]octan-3-yl]-2,3,3a,4,5,6-hexahydro-1H-benzo[de]isoquinolin-1-one—hydrogen chloride (1/1)
(3S)-3-[(3aS)-1-oxo-3a,4,5,6-tetrahydro-1H-benzo[de]isoquinolin-2(3H)-yl]-1-azabicyclo[2.2.2]octan-1-ium chloride
Brand Name Source
Aloxi KEGG DRUG
Manual Xrefs Databases
D05343 KEGG DRUG
DB00377 DrugBank
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Registry Numbers Types Sources
135729-62-3 CAS Registry Number KEGG DRUG
135729-62-3 CAS Registry Number ChemIDplus
21177207 Reaxys Registry Number Reaxys
6641153 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23354552 PubMed citation Europe PMC
23414148 PubMed citation Europe PMC
23614072 PubMed citation Europe PMC
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24128813 PubMed citation Europe PMC
24363841 PubMed citation Europe PMC
24709591 PubMed citation Europe PMC
24772303 PubMed citation Europe PMC
25105088 PubMed citation Europe PMC
25165427 PubMed citation Europe PMC
Last Modified
09 March 2015