CHEBI:176339 - lanperisone

ChEBI IDCHEBI:176339
ChEBI Namelanperisone
Stars
DefinitionA 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.
Last Modified4 June 2021
SubmitterAdnan
DownloadsMolfile
FormulaC15H18F3NO
Net Charge0
Average Mass285.309
Monoisotopic Mass285.13405
SMILESC[C@H](CN1CCCC1)C(=O)c1ccc(C(F)(F)F)cc1
InChIInChI=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
InChIKeyRYZCWZZJFAKYHX-LLVKDONJSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
voltage-gated sodium channel blocker  Any sodium channel blocker that interferes with the activity of voltage-gated sodium channels.
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.
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.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
lanperisonumWHO MedNet
lanperisoneWHO MedNet
lanperisonaWHO MedNet
lanpérisoneWHO MedNet
Synonyms  Source
(−)-(R)-2-methyl-3-(1-pyrrolidinyl)-4'-(trifluoromethyl)propiophenoneChemIDplus
(2R)-2-methyl-3-(1-pyrrolidinyl)-1-[4-(trifluoromethyl)phenyl]-1-propanoneChEBI
Manual XrefsDatabases
LanperisoneWikipedia
171991ChemSpider
Registry NumbersSources
CAS:116287-14-0ChemIDplus
Citations