Bafilomycin C1

• CAT Number: R003305
• CAS Number: 88979-61-7
• PubChem Substance ID: 6441158
• Molecular Formula: C39H60O12
• Molecular Weight: 720.9
• Purity: 95%
• Target: ATPase
• Solubility: Soluble in DMSO
• Storage: -20°C
• Analysis method: HPLC
• IUPAC Name: (E)-4-[(2R,4R,5S,6R)-2-hydroxy-2-[(2S,3R,4S)-3-hydroxy-4-[(3S,4Z,6E,9S,10S,11R,12E,14Z)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl]-5-methyl-6-propan-2-yloxan-4-yl]oxy-4-oxobut-2-enoic acid
• InChI: InChI=1S/C39H60O12/c1-21(2)36-26(7)31(49-33(42)16-15-32(40)41)20-39(46,51-36)28(9)35(44)27(8)37-29(47-10)14-12-13-22(3)17-24(5)34(43)25(6)18-23(4)19-30(48-11)38(45)50-37/h12-16,18-19,21,24-29,31,34-37,43-44,46H,17,20H2,1-11H3,(H,40,41)/b14-12-,16-15+,22-13+,23-18+,30-19-/t24-,25+,26-,27-,28-,29-,31+,34-,35+,36+,37?,39+/m0/s1
• InChIKey: WUDBXVQNMOTFEE-IUJNTKNESA-N
• SMILES: CC1CC(=CC=CC(C(OC(=O)C(=CC(=CC(C1O)C)C)OC)C(C)C(C(C)C2(CC(C(C(O2)C(C)C)C)OC(=O)C=CC(=O)O)O)O)OC)C

Bafilomycin C1(cas 88979-61-7) is a member of a potent family of macrocyclic lactones. Bafilomycin C1 shares a similar mode of action and
activity as its more accessible A1 analogue. Bafilomycin C1 is broadly active against bacteria, fungi, insects, nematodes and
cestodes. Bafilomycin C1 has attracted interest as a potential agent for treating osteoporosis. The presence of the fumarate
group provides an ideal ligand for affinity chromatography of V-ATPase.

Reference

Bafilolides, Potent Inhibitors of the Motility and Development of the Free-Living Stages of Parasitic Nematodes. Lacey E. et al. Int. J. Parasitol. 1995, 25, 349. 

Purification of Vacuolar ATPase with Bafilomycin C1 Affinity Chromatography. Rautiala T.J. et al. Biochem. Biophys. Res. Comm. 1993, 194, 50. 

Structure and function of V-ATPases in osteoclasts: potential therapeutic targets for the treatment of osteolysis. Xu J. et al. Histol. Histopathol. 2007, 22, 443.