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Cerulenin

Item № 10005647
CAS № 17397-89-6
Purity ≥98%
product image
                (CAS 17397-89-6)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     5 mg $69.00 0.00
     10 mg $131.00 0.00
     50 mg $449.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description

A number of tumor cells and cell lines have been observed to have highly upregulated expression and activity of fatty acid synthase (FASN). Inhibition of FASN by the irreversible inhibitor cerulenin leads to cytotoxicity and apoptosis in human cancer cell lines,1 an effect believed to be mediated by the accumulation of malonyl-coenzyme A in cells with an upregulated FASN pathway.2 Cerulenin also leads to profound weight loss and feeding inhibition in both high-fat diet wild type obese and leptin-deficient ob/ob mice.3

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Technical Information
Formal Name
2R,3S-epoxy-4-oxo-7,10-dodecadienamide
CAS Number
17397-89-6
Molecular Formula
C12H17NO3
Formula Weight
223.3
Purity
≥98%
Formulation
A crystalline solid
SMILES
C/C=C/C/C=C/CCC([C@@H]1[C@H](C(N)=O)O1)=O
InChI Code
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+/t10-,11-/m1/s1
InChI Key
GVEZIHKRYBHEFX-NQQPLRFYSA-N
Origin
  • Fungi/Cephalosporium caerulens

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Moche, M., Schneider, G., Edwards, P., et al. Structure of the complex between the antibiotic cerulenin and its target, β-ketoacyl-acyl carrier protein synthase The Journal of Biological Chemisty 274(10), 6031-6034 (1999).

2. Pizer, E.S., Thupari, J., Han, W.F., et al. Malonyl-coenzyme-A is a potential mediator of cytotoxicity induced by fatty-acid synthase inhibition in human breast cancer cells and xenografts Cancer Research 60, 213-218 (2000).

3. Loftus, T.M., Jaworsky, D.E., Frehywot, G.L., et al. Reduced food intake and body weight in mice treated with fatty acid synthase inhibitors Science 288, 2379-2381 (2000).

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