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CHEBI:176418 - RSL5

Default Structure
ChEBI IDCHEBI:176418
ChEBI NameRSL5
Stars
DefinitionA 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.
Last Modified7 June 2021
SubmitterAdnan
DownloadsMolfile
FormulaC26H25ClFNO4
Net Charge0
Average Mass469.940
Monoisotopic Mass469.14561
SMILES[H][C@@]1(c2ccc(Cl)cc2)CC(=O)C2=C(C1)NC(C)=C(C(=O)OCCOC)[C@@]2([H])c1ccccc1F
InChIInChI=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
InChIKeyWFRKCJJZTFUDRP-BXKMTCNYSA-N
Roles Classification
Biological Roles:
voltage-dependent anion channel inhibitor  Any agent that inhibits voltage-dependent anion 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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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
Citations