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The ToolStripItem.BackColor property does not support transparent colors unless the SupportsTransparentBackColor value of System.Windows.Forms.ControlStyles is set to true.
The ToolStripItem.BackColor property is an ambient property. An ambient property is a control property that, if not set, is retrieved from the parent control. For example, a System.Windows.Forms.Button has the same ToolStripItem.BackColor as its parent System.Windows.Forms.Form by default. For more information about ambient properties, see the System.Windows.Forms.AmbientProperties class or the System.Windows.Forms.Control class overview.