| Weight | 223.272 g/mol |
|---|---|
| Formula | C12H17NO3 |
| Hydrogen Acceptors | 3 |
| Hydrogen Donors | 1 |
| Aromatic Rings | 0 |
| Rotatable Bonds | 7 |
cerulenin (17397-89-6)
2,3-Epoxy-4-oxo-7,10-dodecadienoylamide
Score:
#388 in Microbiology
,
#1215 in Biochemistry
,
#3045 in Biology
,
#3808 in Chemistry
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- The antibiotic cerulenin, a novel tool for biochemistry as an inhibitor of fatty acid synthesis. (Bacteriological Reviews, 1976)
- Inhibition of beta-ketoacyl-acyl carrier protein synthases by thiolactomycin and cerulenin. Structure and mechanism. (Journal of Biological Chemistry, 2001)
- Inhibition of fatty acid synthetases by the antibiotic cerulenin. (Biochemical and Biophysical Research Communications, 1972)
- Inhibition of fatty acid synthesis by the antibiotic cerulenin: Specific inactivation of -ketoacyl-acyl carrier protein synthetase (Biochimica et Biophysica Acta, 1973)
- STRUCTURE OF THE COMPLEX BETWEEN THE ANTIBIOTIC CERULENIN AND ITS TARGET, BETA -KETOACYL-ACYL CARRIER PROTEIN SYNTHASE (Journal of Biological Chemistry, 1999)
- Binding Site of Cerulenin in Fatty Acid Synthetase (Journal of Biochemistry, 1989)
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Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - 2,3-Epoxy-4-oxo-7,10-dodecadienoylamide
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SMILESCC=CCC=CCCC(=O)C1C(O1)C(=O)N
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InChIKeyGVEZIHKRYBHEFX-UHFFFAOYSA-N
- Pubchem - cerulenin
- Wikipedia - cerulenin
Cerulenin is an antifungal antibiotic that inhibits fatty acid and steroid biosynthesis. In fatty acid synthesis, it has been reported to bind in equimolar ratio to b-keto-acyl-ACP synthase, one of the seven moieties of fatty acid synthase, blocking the interaction of malonyl-CoA. It also has the related activity of stimulating fatty acid oxidation through the activation of CPT1, another enzyme normally inhibited by malonyl-CoA.
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