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Escherichia coli K-12 substr. MG1655 Compound: cerulenin

Synonyms: (2S,3R)-2,3-epoxy-4-oxy-7,10-dodecadienoylamide

Chemical Formula: C12H17NO3

Molecular Weight: 223.27 Daltons

Monoisotopic Molecular Weight: 223.1208434172 Daltons

SMILES: CC=CCC=CCCC(C1(OC1C(N)=O))=O

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+

InChIKey: InChIKey=GVEZIHKRYBHEFX-ZIMISOLQSA-N

Unification Links: ChemSpider:4508994 , PubChem:5352018

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -29.17

Enzymes inhibited by cerulenin, sorted by the type of inhibition, are:

Inhibitor (Mechanism unknown) of: β-ketoacyl-ACP synthase [Jackowski87a, Comment 1] , acetoacetyl-[acp] synthase [Jackowski87a, Comment 1] , acetoacetyl-[acp] synthase [Jackowski87a] , β-ketoacyl-ACP synthase [Jackowski87a, Comment 2]


References

Jackowski87a: Jackowski S, Rock CO (1987). "Acetoacetyl-acyl carrier protein synthase, a potential regulator of fatty acid biosynthesis in bacteria." J Biol Chem 1987;262(16);7927-31. PMID: 3294837


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by SRI International Pathway Tools version 18.5 on Wed Dec 17, 2014, BIOCYC14B.