>  Now how to ensure that Tracd is not allowd to initiate SMTP or SMTP
>  server cannot be reached from Trac.

Well I can't help you much on this, knowing what I think about M$
products in the server space ;-)
You can try running "telnet smtp.mydomain.net 25" with the same user
as tracd runs as, to see whether the connection can be initiated, or
the Python snippet you've already run:
> import smtplib
> server = smtplib.SMTP('smtp.mydomain.net',25)


Cheers,
Manu

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