EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:171741 - cerulenin

ChEBI IDCHEBI:171741
ChEBI Namecerulenin
Stars
DefinitionAn epoxydodecadienamide isolated from several species, including Acremonium, Acrocylindrum and Helicoceras. It inhibits the biosynthesis of several lipids by interfering with enzyme function.
Secondary ChEBI IDCHEBI:29552
Last Modified22 February 2017
DownloadsMolfile
FormulaC12H17NO3
Net Charge0
Average Mass223.272
Monoisotopic Mass223.12084
SMILES[H][C@@]1(C(N)=O)O[C@]1([H])C(=O)CC/C=C/C/C=C/C
InChIInChI=1S/C12H17NO3/c1-2-3-4-5-6-7-8-9(14)10-11(16-10)12(13)15/h2-3,5-6,10-11H,4,7-8H2,1H3,(H2,13,15)/b3-2+,6-5+/t10-,11-/m1/s1
InChIKeyGVEZIHKRYBHEFX-NQQPLRFYSA-N
Roles Classification
Biological Roles:
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.
fatty acid synthesis inhibitor  Any pathway inhibitor that inhibits the synthesis of fatty acids.
antimetabolite  A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
Applications:
antilipemic drug  A substance used to treat hyperlipidemia (an excess of lipids in the blood).
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
ChEBI Ontology
Outgoing Relation(s)
cerulenin (CHEBI:171741) has role antifungal agent (CHEBI:35718)
cerulenin (CHEBI:171741) has role antiinfective agent (CHEBI:35441)
cerulenin (CHEBI:171741) has role antilipemic drug (CHEBI:35679)
cerulenin (CHEBI:171741) has role antimetabolite (CHEBI:35221)
cerulenin (CHEBI:171741) has role antimicrobial agent (CHEBI:33281)
cerulenin (CHEBI:171741) has role fatty acid synthesis inhibitor (CHEBI:50185)
cerulenin (CHEBI:171741) is a epoxide (CHEBI:32955)
cerulenin (CHEBI:171741) is a monocarboxylic acid amide (CHEBI:29347)
IUPAC Name 
(2R,3S)-3-[(4E,7E)-nona-4,7-dienoyl]oxirane-2-carboxamide
Synonyms  Source
(2R,3S)-3-((4E,7E)-nona-4,7-dienoyl)oxirane-2-carboxamideChEMBL
(2R,3S)-3-((4E,7E)-Nona-4,7-dienoyl)-oxirane-2-carboxylic acid amideChEMBL
(+)-ceruleninChEBI
CeruleninKEGG COMPOUND
Manual XrefsDatabases
578DrugCentral
C00018711KNApSAcK
C12058KEGG COMPOUND
DB01034DrugBank
Registry NumbersSources
Beilstein:4807182Beilstein
CAS:17397-89-6KEGG COMPOUND
CAS:17397-89-6ChemIDplus
Citations