EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:176418 - RSL5

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:
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:
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