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(±)-C75

Item № 10005270
CAS № 191282-48-1
Purity ≥98%
product image
                (CAS 191282-48-1)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $44.00 0.00
     5 mg $132.00 0.00
     10 mg $185.00 0.00

Pricing updated 2019-07-23. Prices are subject to change without notice.

Description

Inhibition of fatty acid synthase (FASN) by the irreversible inhibitor cerulenin leads to cytotoxicity and apoptosis in human cancer cell lines.1 (±)-C75 is a stable inhibitor of FASN 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 FASN pathway.3

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Technical Information
Formal Name
tetrahydro-4-methylene-2R-octyl-5-oxo-3S-furancarboxylic acid
CAS Number
191282-48-1
Molecular Formula
C14H22O4
Formula Weight
254.3
Purity
≥98%
Formulation
A crystalline solid
λmax
207 nm
SMILES
CCCCCCCC[C@H]1OC(=O)C(=C)C1C(=O)O
InChI Code
InChI=1S/C14H22O4/c1-3-4-5-6-7-8-9-11-12(13(15)16)10(2)14(17)18-11/h11-12H,2-9H2,1H3,(H,15,16)/t11-,12?/m1/s1
InChI Key
VCWLZDVWHQVAJU-JHJMLUEUSA-N

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
Downloads & Resources
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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. 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 Research 60, 213-218 (2000).

Product Citations

Lin, D.T.S., and Conibear, E. ABHD17 proteins are novel protein depalmitoylases that regulate N-Ras palmitate turnover and subcellular localization Elife 4, e11306 (2015).

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