Ikarugamycin

• CAT Number: R004984
• CAS Number: 36531-78-9
• Molecular Formula: C29H38N2O4
• Molecular Weight: 478.6
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: (1Z,3E,5S,7R,8R,10R,11R,12S,15R,16S,18Z,25S)-11-ethyl-2-hydroxy-10-methyl-21,26-diazapentacyclo[23.2.1.05,16.07,15.08,12]octacosa-1,3,13,18-tetraene-20,27,28-trione
• InChI: InChI=1S/C29H38N2O4/c1-3-18-16(2)14-22-20(18)10-11-21-19-6-4-8-26(33)30-13-5-7-24-28(34)27(29(35)31-24)25(32)12-9-17(19)15-23(21)22/h4,8-12,16-24,32H,3,5-7,13-15H2,1-2H3,(H,30,33)(H,31,35)/b8-4-,12-9+,27-25-/t16-,17-,18-,19+,20+,21-,22+,23+,24+/m1/s1
• InChIKey: GHXZHWYUSAWISC-KZRBWAKNSA-N
• SMILES: CCC1C(CC2C1C=CC3C2CC4C3CC=CC(=O)NCCCC5C(=O)C(=C(C=C4)O)C(=O)N5)C

Ikarugamycin（Cat No.:R004984） is an antibiotic compound that exhibits inhibitory effects on clathrin-mediated endocytosis (CME). It interferes with the process of CME, which is responsible for the internalization of various molecules into cells through clathrin-coated vesicles. By inhibiting CME, ikarugamycin disrupts the normal cellular uptake and trafficking of substances. Its dual action as an antibiotic and CME inhibitor makes it a potentially valuable compound for understanding cellular processes and exploring therapeutic applications.

Reference

A new antibiotic, ikarugamycin. Jomom K. et al. , J. Antibiot. 1972, 25, 271.Inhibition of the uptake of oxidized low-density lipoprotein in macrophage J774 by the antibiotic ikarugamycin. Hasumi K. et al. , Eur. J. Biochem. 1992, 205, 841.Human immunodeficiency virus type 1 Nef-induced CD4 cell surface downregulation is inhibited by ikarugamycin. Luo T. et al. , J. Virol. 2001, 75, 2488.Distinct endocytic pathways identified in tobacco pollen tubes using charged nanogold. Moscatelli A. et al. , J. Cell Sci. 2007, 120, 3804.