Macroketone

Macroketone
File:Macroketone.png
IUPAC name (4E,6S,7S,8S,9E)-7-hydroxy-8-methoxy-4,6-dimethylcyclotetradeca-4,9-dien-1-one
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
PubChem	45100507
SMILES
style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula	C17H28O3
Molar mass	280.40242
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Macroketone is a synthetic substance based on the fourteen-membered lactone ring found in the bacterial antibiotic migrastatin, which stops cancer cell metastasis in some animal models. Macroketone targets an actin cytoskeletal protein known as fascin that is critical to cell adhesion.

External links

• Anti-Cancer Agent Stops Metastasis In Its Tracks

Anquetin G, Horgan G, Rawe S, Murray D, Madden A, MacMathuna P, Doran P, Murphy PV (2008). "Synthesis of Novel Macrolactam and Macroketone Analogues of Migrastatin from D-Glucal and Comparison with Macrolactone and Acyclic Analogues: A Dorrigocin A Congener Is a Potent Inhibitor of Gastric Cancer Cell Migration". European Journal of Organic Chemistry. 2008 (11): 1953–1958. doi:10.1002/ejoc.200701192. CS1 maint: Multiple names: authors list (link)

PDB 3LNA;