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Description: Irreversible fatty acid synthase inhibitor
Chemical Name: (2R,3S)-3-[(4E,7E)-1-Oxo-4,7-nonadien-1-yl]-2-oxiranecarboxamide
Biological Activity
Irreversible fatty acid synthase inhibitor. Blocks proliferation of KRAS-driven lung cancer cells. Promotes apoptosis and inhibits necroptosis in cancer cells. Also inhibits protein palmitoylation and insulin uptake in rat adipocytes in vitro. Antibiotic.
Technical Data
| M. Wt | 223.27 |
| Formula | C12H17NO3 |
| Storage | Store at -20°C |
| CAS Number | 17397-89-6 |
| PubChem ID | 5282054 |
| InChI Key | GVEZIHKRYBHEFX-NQQPLRFYSA-N |
| Smiles | C/C=C/C/C=C/CCC([C@H]1O[C@H]1C(N)=O)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 22.33 | 100 | |
| ethanol | 22.33 | 100 |
Preparing Stock Solutions
The following data is based on the product molecular weight 223.27. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 4.48 mL | 22.39 mL | 44.79 mL |
| 5 mM | 0.9 mL | 4.48 mL | 8.96 mL |
| 10 mM | 0.45 mL | 2.24 mL | 4.48 mL |
| 50 mM | 0.09 mL | 0.45 mL | 0.9 mL |
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Product Datasheets
References
References are publications that support the biological activity of the product.
Gouw et al (2017) Oncogene KRAS activates fatty acid synthase, resulting in specific ERK and lipid signatures associated with lung adenocarcinoma. Proc.Natl.Acad.Sci.U.S.A. 114 4300 PMID: 28400509
Parisi et al (2017) Very long chain fatty acids are functionally involved in necroptosis. Cell Chem.Bio. 24 1445 PMID: 29033315
Jochen et al (1995) Inhibitory effects of cerulenin on protein palmitoylation and Ins internalization in rat adipocytes. Biochim.Biophys.Acta. 1259 65 PMID: 7492617
If you know of a relevant reference for Cerulenin, please let us know.
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Keywords: Cerulenin, Cerulenin supplier, fatty, acid, synthase, FASN, inhibitor, inhibits, irreversible, Fatty, Acid, Synthase, Antibiotics, 6702, Tocris Bioscience
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Literature in this Area
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Cancer Research Product Guide
A collection of over 750 products for cancer research, the guide includes research tools for the study of:
- Cancer Metabolism
- Epigenetics in Cancer
- Receptor Signaling
- Cell Cycle and DNA Damage Repair
- Angiogenesis
- Invasion and Metastasis