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C75

Cayman Chemical Item Number 10005270

(CAS 191282-48-1)

C75 (CAS 191282-48-1)

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Description

Inhibition of fatty acid synthase (FAS) by the irreversible inhibitor cerulenin leads to cytotoxicity and apoptosis in human cancer cell lines.1 C75 is a more stable inhibitor of FAS than cerulenin that leads to profound weight loss and feeding inhibition in both high-fat diet wild type obese and leptin-deficient ob/ob mice.2 C75 is also cytotoxic to many human cancer cell lines, an effect believed to be mediated by the accumulation of malonyl-coenzyme A in cells with an upregulated FAS pathway.3

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. J Biol Chem 274(10) 6031-6034 (1999).

2 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).

3 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 Res 60 213-218 (2000).

Formal Name tetrahydro-​4-​methylene-​2R-​octyl-​5-​oxo-​3S-​furancarboxylic acid
CAS Number 191282-48-1
Molecular Formula C14H22O4
Formula Weight 254.3
Formulation A crystalline solid
Purity ≥98%
λmax 207 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCC[C@H]​1OC(=O)​C(=C)​C1C(=O)​O

Background Reading

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. J Biol Chem 274(10) 6031-6034 (1999).

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 Res 60 213-218 (2000).

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).

C75 is available in the following screening library:

Size Price Quantity Subtotal
1 mg $44.00 $0.00
5 mg $198.00 $0.00
10 mg $352.00 $0.00
50 mg $1,540.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-25. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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