CHEBI:176339 - lanperisone

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ChEBI Name lanperisone
ChEBI ID CHEBI:176339
Definition A 2-methyl-3-(pyrrolidin-1-yl)-1-[4-(trifluoromethyl)phenyl]propan-1-one in which the methyl group at position 2 adopts R-configuration. It is a muscle relaxant and induces ferroptosis in cancer cells.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H18F3NO
Net Charge 0
Average Mass 285.310
Monoisotopic Mass 285.13405
InChI InChI=1S/C15H18F3NO/c1-11(10-19-8-2-3-9-19)14(20)12-4-6-13(7-5-12)15(16,17)18/h4-7,11H,2-3,8-10H2,1H3/t11-/m1/s1
InChIKey RYZCWZZJFAKYHX-LLVKDONJSA-N
SMILES C[C@H](CN1CCCC1)C(=O)C1=CC=C(C=C1)C(F)(F)F
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): ferroptosis inducer
Any substance that induces or promotes ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
voltage-gated sodium channel blocker
Any sodium channel blocker that interferes with the activity of voltage-gated sodium channels.
calcium channel blocker
One of a class of drugs that acts by selective inhibition of calcium influx through cell membranes or on the release and binding of calcium in intracellular pools.
Application(s): muscle relaxant
A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing lanperisone (CHEBI:176339) has role antineoplastic agent (CHEBI:35610)
lanperisone (CHEBI:176339) has role calcium channel blocker (CHEBI:38215)
lanperisone (CHEBI:176339) has role ferroptosis inducer (CHEBI:173085)
lanperisone (CHEBI:176339) has role muscle relaxant (CHEBI:51371)
lanperisone (CHEBI:176339) has role voltage-gated sodium channel blocker (CHEBI:38634)
lanperisone (CHEBI:176339) is a 2-methyl-3-(pyrrolidin-1-yl)-1-[4-(trifluoromethyl)phenyl]propan-1-one (CHEBI:176340)
lanperisone (CHEBI:176339) is conjugate base of lanperisone(1+) (CHEBI:176341)
Incoming lanperisone(1+) (CHEBI:176341) is conjugate acid of lanperisone (CHEBI:176339)
IUPAC Name
(2R)-2-methyl-3-(pyrrolidin-1-yl)-1-[4-(trifluoromethyl)phenyl]propan-1-one
INNs Sources
lanperisona WHO MedNet
lanpérisone WHO MedNet
lanperisone WHO MedNet
lanperisonum WHO MedNet
Synonyms Sources
(−)-(R)-2-methyl-3-(1-pyrrolidinyl)-4'-(trifluoromethyl)propiophenone ChemIDplus
(2R)-2-methyl-3-(1-pyrrolidinyl)-1-[4-(trifluoromethyl)phenyl]-1-propanone ChEBI
Manual Xrefs Databases
171991 ChemSpider
Lanperisone Wikipedia
View more database links
Registry Number Type Source
116287-14-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
16126840 PubMed citation Europe PMC
21555567 PubMed citation Europe PMC
32067993 PubMed citation Europe PMC
9430412 PubMed citation Europe PMC
Last Modified
04 June 2021