Cerulenin

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Cat.No. 6702 - Cerulenin | C12H17NO3 | CAS No. 17397-89-6
Description: Irreversible fatty acid synthase inhibitor
Chemical Name: (2R,3S)-3-[(4E,7E)-1-Oxo-4,7-nonadien-1-yl]-2-oxiranecarboxamide
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Citations
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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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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


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Cancer

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