CHEBI:171741 - cerulenin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name cerulenin
Definition An epoxydodecadienamide isolated from several species, including Acremonium, Acrocylindrum and Helicoceras. It inhibits the biosynthesis of several lipids by interfering with enzyme function.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:29552
Supplier Information
Download Molfile XML SDF
Formula C12H17NO3
Net Charge 0
Average Mass 223.26830
Monoisotopic Mass 223.12084
InChI InChI=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
SMILES [H][C@]1(O[C@]1([H])C(=O)CC\C=C\C\C=C\C)C(N)=O
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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.
fatty acid synthesis inhibitor
Any pathway inhibitor that inhibits the synthesis of fatty acids.
Application(s): antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
antilipemic drug
A substance used to treat hyperlipidemia (an excess of lipids in the blood).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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)
Synonyms Sources
(2R,3S)-3-((4E,7E)-Nona-4,7-dienoyl)-oxirane-2-carboxylic acid amide ChEMBL
(2R,3S)-3-((4E,7E)-nona-4,7-dienoyl)oxirane-2-carboxamide ChEMBL
Manual Xrefs Databases
578 DrugCentral
C00018711 KNApSAcK
DB01034 DrugBank
View more database links
Registry Numbers Types Sources
17397-89-6 CAS Registry Number KEGG COMPOUND
17397-89-6 CAS Registry Number ChemIDplus
4807182 Beilstein Registry Number Beilstein
Last Modified
22 February 2017