Shred documentation says shred is "not guaranteed to be effective" (See bottom). So if I shred a document on my Ext3 filesystem or on a Raid, what happens? Do I shred part of the file? Does it sometimes shred the whole thing and sometimes not? Can it shred other stuff? Does it only shred the file header?
CAUTION: Note that shred relies on a very important assumption: that the file system overwrites data in place. This is the traditional way to do things, but many modern file system designs do not satisfy this assumption. The following are examples of file systems on which shred is not effective, or is not guaranteed to be effective in all file sys‐ tem modes:
log-structured or journaled file systems, such as those supplied with AIX and Solaris (and JFS, ReiserFS, XFS, Ext3, etc.)
file systems that write redundant data and carry on even if some writes fail, such as RAID-based file systems
file systems that make snapshots, such as Network Appliance’s NFS server
file systems that cache in temporary locations, such as NFS version 3 clients
compressed file systems
In the case of ext3 file systems, the above disclaimer applies (and shred is thus of limited effectiveness) only in data=journal mode, which journals file data in addition to just metadata. In both the data=ordered (default) and data=writeback modes, shred works as usual. Ext3 journaling modes can be changed by adding the data=something option to the mount options for a particular file system in the /etc/fstab file, as documented in the mount man page (man mount).
All shred does is overwrite, flush, check success, and repeat. It does absolutely nothing to find out whether overwriting a file actually results in the blocks which contained the original data being overwritten. This is because without knowing non-standard things about the underlying filesystem, it can't.
So, journaling filesystems won't overwrite the original blocks in place, because that would stop them recovering cleanly from errors where the change is half-written. If data is journaled, then each pass of shred might be written to a new location on disk, in which case nothing is shredded.
RAID filesystems (depending on the RAID mode) might not overwrite all of the copies of the original blocks. If there's redundancy, you might shred one disk but not the other(s), or you might find that different passes have affected different disks such that each disk is partly shredded.
On any filesystem, the disk hardware itself might just so happen to detect an error (or, in the case of flash, apply wear-leveling even without an error) and remap the logical block to a different physical block, such that the original is marked faulty (or unused) but never overwritten.
Compressed filesystems might not overwrite the original blocks, because the data with which shred overwrites is either random or extremely compressible on each pass, and either one might cause the file to radically change its compressed size and hence be relocated. NTFS stores small files in the MFT, and when shred rounds up the filesize to a multiple of one block, its first "overwrite" will typically cause the file to be relocated out to a new location, which will then be pointlessly shredded leaving the little MFT slot untouched.
Shred can't detect any of these conditions (unless you have a special implementation which directly addresses your fs and block driver - I don't know whether any such things actually exist). That's why it's more reliable when used on a whole disk than on a filesystem.
Shred never shreds "other stuff" in the sense of other files. In some of the cases above it shreds previously-unallocated blocks instead of the blocks which contain your data. It also doesn't shred any metadata in the filesystem (which I guess is what you mean by "file header"). The -u option does attempt to overwrite the file name, by renaming to a new name of the same length and then shortening that one character at a time down to 1 char, prior to deleting the file. You can see this in action if you specify -v too.