There is no user interface to rotate an annotation (e.g. a text box annotation), but you can do it via JavaScript. Bring up the JavaScript console (Ctrl-J or Cmd-J), then select the annotation you want to rotate and execute the following line in the JavaScript console:
this.selectedAnnots[0].rotate = 90;
This will rotate the selected annotation (assuming that there is only one selected). This can be done in a script that gets executed from a menu item or a tool button.
To learn about how to execute a JavaScript in the JS console, take a look here: https://acrobatusers.com/tutorials/javascript_console
Karl Heinz Kremer
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