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Cerulenin
drug data and news
Cerulenin drug data, resources, and news articles (when available). Onconews.org provides news on cancer research. This section, which includes profiles on medicines that may or not be cancer-related is in beta form. If things run smoothly we will be releasing a new format late in the summer of 2006.
| Generic name |
Cerulenin
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| Brand Names/Synonyms |
Cerulenin; Cerulenin From Cephalosporium Caerulens; Helicocerin |
| Indication |
For use as a biochemical tool, Cerulenin is shown to cause dramatic weight loss in animals |
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Description |
Not Available |
| Pharmacology |
Cerulenin is an antifungal antibiotic isolated from Cephalosporium caerulens. It interrupts fungal growth by inhibiting the biosynthesis of sterols and fatty acids (inhibits bacterial fatty acid synthesis). It also inhibits HMG-CoA synthetase activity. Cerulenin produces metabolic effects similar to effects of leptin, but through mechanisms that are independent of, or down-stream from, both leptin and melanocortin receptors. |
| Mechanism Of Action |
Irreversibly binds to fatty acid synthase, specifically b-ketoacyl-acyl carrier protein synthase (FabH, FabB and FabF condensation enzymes). A number of tumor cells and cell lines have been observed to have highly upregulated expression and activity of fatty acid synthase (FAS). Inhibition of FAS by cerulenin leads to cytotoxicity and apoptosis in human cancer cell lines, an effect believed to be mediated by the accumulation of malonyl-coenzyme A in cells with an upregulated FAS pathway. |
Cerulenin News
(When available) |
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| Dosage Forms |
Not Available |
| Drug_Category |
Antibiotics, Antifungal; ATC:J04 |
| Absorption |
Not Available |
| Interactions |
Not Available |
| Toxicity |
Oral, mouse LD50: 547 mg/kg. Symptoms of overexposure include moderate to severe erythema (redness) and moderate edema (raised skin), nausea, vomiting, and headache. |
| Organisms Affected |
Not Available |
| Chemical IUPAC Name |
3-nona-4,7-dienoyloxirane-2-carboxamide |
| Chemical Formula |
C12H17NO3 |
| Molecular Weight |
223.268 g/mol |
| Smiles String |
CC=CCC=CCCC(=O)C1C(O1)C(=O)N |
| Melting Point |
93.5 °C |
| Water Solubility |
Slightly soluble |
| State |
Solid (off white powder) |
| LogP/Hphobicity |
-0.147 |
| Isoelectric Point |
Not Available |
| Biotransformation |
Not Available |
| Half Life |
Not Available |
| Protein Binding [%] |
Not Available |
| RxList Link |
Not Available>RXlist |
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| Drug Reference |
Not Available |
| Drug Type |
Approved Drug |
| Accession No |
APRD00703 |
| CAS Registry Number |
17397-89-6 |
| KEGG Compound ID |
C12058 |
| PubChem ID |
SID:14213 |
| PharmGKB ID |
Not Available |
| SwissProt ID |
Not Available |
| GenBank ID |
Not Available |
| Drug ID Number [DIN] |
Not Available
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