CHEBI:27641 - cycloheximide

ChEBI IDCHEBI:27641
ChEBI Namecycloheximide
Stars
DefinitionA dicarboximide that is 4-(2-hydroxyethyl)piperidine-2,6-dione in which one of the hydrogens attached to the carbon bearing the hydroxy group is replaced by a 3,5-dimethyl-2-oxocyclohexyl group. It is an antibiotic produced by the bacterium Streptomyces griseus.
Secondary ChEBI IDsCHEBI:4015, CHEBI:23484
Last Modified27 May 2021
DownloadsMolfile
FormulaC15H23NO4
Net Charge0
Average Mass281.352
Monoisotopic Mass281.16271
SMILES[H][C@@]1([C@H](O)CC2CC(=O)NC(=O)C2)C[C@@H](C)C[C@H](C)C1=O
InChIInChI=1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11-,12+/m0/s1
InChIKeyYPHMISFOHDHNIV-FSZOTQKASA-N
Wikipedia
Roles Classification
Biological Roles:
protein synthesis inhibitor  A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
ferroptosis inhibitor  Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
fungicide  A substance used to destroy fungal pests.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Applications:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
fungicide  A substance used to destroy fungal pests.
ChEBI Ontology
Outgoing Relation(s)
cycloheximide (CHEBI:27641) has functional parent piperidine-2,6-dione (CHEBI:5435)
cycloheximide (CHEBI:27641) has role anticoronaviral agent (CHEBI:149553)
cycloheximide (CHEBI:27641) has role bacterial metabolite (CHEBI:76969)
cycloheximide (CHEBI:27641) has role ferroptosis inhibitor (CHEBI:173084)
cycloheximide (CHEBI:27641) has role neuroprotective agent (CHEBI:63726)
cycloheximide (CHEBI:27641) has role protein synthesis inhibitor (CHEBI:48001)
cycloheximide (CHEBI:27641) is a antibiotic fungicide (CHEBI:87114)
cycloheximide (CHEBI:27641) is a cyclic ketone (CHEBI:3992)
cycloheximide (CHEBI:27641) is a dicarboximide (CHEBI:35356)
cycloheximide (CHEBI:27641) is a piperidine antibiotic (CHEBI:49318)
cycloheximide (CHEBI:27641) is a piperidones (CHEBI:48589)
cycloheximide (CHEBI:27641) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
4-{(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl}piperidine-2,6-dione
INNs  Source
cicloheximidaChemIDplus
cicloheximideWHO MedNet
cicloheximideWHO MedNet
cicloheximidumChemIDplus
Synonyms  Source
3-((R)-2-((1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimideChemIDplus
CycloheximidChEBI
CycloheximideKEGG COMPOUND
naramycinChemIDplus
naramycin AChemIDplus
ZykloheximidChEBI
UniProt Name  Source
cycloheximideUniProt
Manual XrefsDatabases
1680PPDB
3HEPDBeChem
C00047211KNApSAcK
C06685KEGG COMPOUND
CycloheximideWikipedia
D03625KEGG DRUG
LSM-2791LINCS
Registry NumbersSources
Reaxys:88868Reaxys
CAS:66-81-9ChemIDplus
CAS:66-81-9KEGG COMPOUND
Citations