CHEBI:176418 - RSL5

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ChEBI Name RSL5
ChEBI ID CHEBI:176418
Definition A quinolone that is 4,6,7,8-tetrahydroquinolin-5(1H)-one substituted by methyl, (2-methoxyethoxy)carbonyl, 2-fluorophenyl and 4-chlorophenyl groups at positions 2, 3, 4 and 7, respectively (the 4S,7S-stereoisomer). It is an inhibitor of voltage-dependent anion channel 3 (VDAC3) and a ferroptosis inducer.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C26H25ClFNO4
Net Charge 0
Average Mass 469.940
Monoisotopic Mass 469.14561
InChI InChI=1S/C26H25ClFNO4/c1-15-23(26(31)33-12-11-32-2)24(19-5-3-4-6-20(19)28)25-21(29-15)13-17(14-22(25)30)16-7-9-18(27)10-8-16/h3-10,17,24,29H,11-14H2,1-2H3/t17-,24+/m0/s1
InChIKey WFRKCJJZTFUDRP-BXKMTCNYSA-N
SMILES [H][C@]1(CC(=O)C2=C(C1)NC(C)=C(C(=O)OCCOC)[C@@]2([H])C1=C(F)C=CC=C1)C1=CC=C(Cl)C=C1
Roles Classification
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-dependent anion channel inhibitor
Any agent that inhibits voltage-dependent anion channels.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing RSL5 (CHEBI:176418) has role antineoplastic agent (CHEBI:35610)
RSL5 (CHEBI:176418) has role ferroptosis inducer (CHEBI:173085)
RSL5 (CHEBI:176418) has role voltage-dependent anion channel inhibitor (CHEBI:173100)
RSL5 (CHEBI:176418) is a 2-methoxyethyl ester (CHEBI:136838)
RSL5 (CHEBI:176418) is a monochlorobenzenes (CHEBI:83403)
RSL5 (CHEBI:176418) is a monofluorobenzenes (CHEBI:83575)
RSL5 (CHEBI:176418) is a quinolone (CHEBI:23765)
IUPAC Name
2-methoxyethyl (4S,7S)-7-(4-chlorophenyl)-4-(2-fluorophenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate
Citation Waiting for Citations Type Source
18355723 PubMed citation Europe PMC
Last Modified
07 June 2021