CCleaner

What works

Detecting and cleaning some things applicable under Wine:

• Temporary files
• Windows log files
• Windows Explorer recent documents
• IE temporary internet files and cookies
• Firefox cache, history, and cookies
• Adobe Flash Player cruft

Intelligent cookie scanning.

Uninstalling software.

Disk analyzer.

Startup item management.

Switching UI to several randomly picked languages other than English (including East Asian and right-to-left languages).

What does not

Cleaning functionality: 

Wiping MFT free space obviously won't work, as the underlying filesystem isn't NTFS.

Some UI glitches: 

Resizing the window by clicking and dragging the lower-right corner is glitchy for me. It continues to adjust the window corner to the cursor position after the mouse button has been released. I was only able to "end" this resizing by moving the cursor inside the window and interacting with some of the UI elements (e.g. clicking a button or selecting a list item) once the window had reached its minimum allowed size.

Check boxes inside tables/lists don't draw correctly. (They're filled with black.)

Workarounds

What was not tested

Secure deletion, free space wiping, drive wiper.

"Active monitoring"

 Everything else.

Hardware tested

Graphics:

• GPU:
• Driver:

Additional Comments

Needs esent.dll, which Wine doesn't include. Copy it from a 32-bit Windows installation or extract it from the (>500 MiB) Win7 SP1 download used by winetricks gdiplus. Once that file's in place in %WINDIR%\system32, CCleaner works as described here.