Cerulenin

Cerulenin is a fungal metabolite originally isolated from C. caerulens that has diverse biological activities. It is active against a variety of bacteria, including B. subtilis, E. coli, B. megaterium, and B. anthracis (MICs = 12.5, 12.5, 50, and 50 µg/ml, respectively) and fungi, including strains of C. albicans, T. rubrum, and A. fumigatus (MICs = 0.8-3.7, 3.1-6.2 and 12.5-50 µg/ml, respectively). Cerulenin is an inhibitor of fatty acid synthase type I (FAS-I) and FAS-II (IC50s = 3 and 20 µM, respectively, for the E. coli enzymes). It inhibits fatty acid synthesis in a panel of human cancer cell lines, including breast, ovarian, and endometrial cancer cells, as well as reduces tumor growth in a OVCAR-3 mouse xenograft model.Formal Name: 2R,3S-epoxy-4-oxo-7,10-dodecadienamide. CAS Number: 17397-89-6. Synonyms: Helicocerin, NSC 116069. Molecular Formula: C12H17NO3. Formula Weight: 223.3. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMF:PBS (pH 7.2)(1:6): .2 mg/ml, DMSO: 25 mg/ml, Ethanol: 20 mg/ml. 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: Fungus/Cephalosporium caerulens.