Tuesday, January 25, 2011

Test your POP3 server with Telnet

     Post Office Porotocl version 3 ( POP3 )  is the protocol used to retrieve emails from a mail server.  We generally use email clients like thunderbird, outlook etc to connect to the server and read the emails.  But when you want to test your pop3 server it is useful to connect to the server through a direct tcp channel and examine its basic functionalities.  The communication with the server is through a series of requests and responses.  The requests are also know as pop3 commands and have specified syntaxes.

     To start with we have to establish a tcp session with the pop3 server.  The is done using the telnet utility to connect to the pop3 server on the pop3 port ( the default is 110, but this can be changed in the pop3 server configuration).

safeer@penguinpower:~$ telnet pop.safeer.in 110
Trying 10.25.0.2...
Connected to pop.safeer.in.
Escape character is '^]'.
+OK Dovecot ready.


     The first three lines of the output is common for any telnet session, it just says the connection is successfully established. 

     The fourth line is the response from the pop3 server.  The pop3 server has two standard responses, positive and negative.  They start with a positive or negative response code  +OK or -ERR respectively followed by a server message.  Here the response is positive as you can see, and the message says "Dovecot ready" - dovecot being the pop3 server software running on pop.safeer.in

     Once you establish the connection with the server, you have to identify yourself by providing a username and password in the following format.

USER safeer
+OK
PASS fake_Password
+OK Logged in.

     This section is self explanatory.  Now let us inspect a summary statistics of my mailbox.

STAT
+OK 3 2086


     The response code is OK, the second column is the number of messages in the mailbox and the third is the total size of the messages

     Let us list all the three messages

LIST
+OK 3 messages:
1 501
2 1035
3 550

.

     First line of the response says, the listing is successful ( +OK ) and the mailbox has 3 messages.  Subsequent lines list each messages, the first column being the message id and the second being the message size.

     Now let us view a mail, to do so issue the command RETR followed by message id.

RETR 1
+OK 501 octets
Return-Path: <info@safeer.in>
X-Original-To: safeer
Delivered-To: safeer@safeer.in
Received: from penguinpower (penguinpower [128.0.0.5])
    by smtp.safeer.in (Postfix) with SMTP id C53EFG509TH;
    Mon, 24 Jan 2011 10:49:06 +0530 (IST)
subject: POP3 server setup
Message-Id: <20110124051909.C53EFG509TH@smtp.safeer.in>
Date: Mon, 24 Jan 2011 10:49:06 +0530 (IST)
From: info@safeer.in
Mail server setup successfully

.

     So the server responded +OK followed by size of the message, and the subsequent lines prints out the email with all the headers included.

     Let us delete the message now, issue the command DELE followed by the message id.

DELE 1
+OK Marked to be deleted.
LIST
+OK 2 messages:
1 1035
2 550


     Be aware that issuing the DELE command just marks the message for deletion.  The actual deletion of message happens when the user disconnects from the current pop3 session.  So while you are in the session, it is still possible to recover your message by issuing RSET command.

RSET
+OK
LIST
+OK 3 messages:
1 501
2 1035
3 550


     We are done, now exit the session  by issuing the QUIT command.

QUIT

+OK Logging out.


     If you had messages marked for deletion, the server response would also say "messages deleted"

     To learn more about POP3, look at the POP3 RFC at IETF

Friday, January 14, 2011

Test your SMTP server with Telnet

     SMTP ( Simple Mail Transfer Protocol ) is the protocol email servers use to send and receive mails.   Normally we do use email clients like Thunderbird,Outlook or the web-mail to send and receive mails.  But what happens behind the scene is an exchange of SMTP commands and responses between the client and the mail server.  Knowing how to use these commands directly will help you in testing a mail servers functionality.  Here we will examine the basic commands and use them to connect to a mail server and send mail.

     We will use the telnet program to establish a connection to the mail server ( on port 25 - this can be different based on your mail server configuration )

safeer@penguinpower:~$ telnet smtp.safeer.in 25
Trying 10.25.0.1...
Connected to smtp.safeer.in.
Escape character is '^]'.
220 smtp.safeer.in ESMTP Postfix (Ubuntu)

    The first three lines of the output is common for any telnet session, it just says the connection is successfully established.

    The fourth line is a response from the mail server.  Every response from a mail server starts with an SMTP response code followed by further information.  Now in the above line the mail server is displaying its banner which mentions the hostname of the mail server ( smtp.safeer.in ) , the mail server software ( Postfix ) and the operating system on which the server is running ( Ubuntu ).  This banner is configurable in your mail server.

    In order to communicate with the mail server, you should send SMTP request commands which will be in the format of a command followed by arguments.

1) Once you establish a connection with the mail server, to initiate a conversation with it you would greet the server with the command HELO followed by your hostname.  The server will greet you back with response code 250 followed by its hostname.

HELO penguinpower
250 smtp.safeer.in


    Now let us compose a mail

2) The first step is to specify the "from" email address.   The command is "MAIL FROM: <your email id>".  The response code will be 250 followed by the message OK

MAIL FROM: safeer@safeer.in
250 2.1.0 Ok

3) Next specify the recipient address using the command "RCPT TO: <recipient email id>".  The response again will be code 250 followed by message.

RCPT TO: praveen@gmail.com
250 2.1.5 Ok


    This can be repeated multiple times to allow multiple recipients.

4) Once you are ready to type in the message, enter the command "DATA".  Response will be code 354 followed by message.

DATA
354 End data with <CR><LF>.<CR><LF>


    The email body will contain your email message and optionally email headers (which should be added at the beginning of the message).  A few commonly used message headers are Subject,From,To,Cc

     A message header should be of the following syntax:

     <HEADER NAME>: <HEADER VALUE>


    After the headers, add your message then put a period ( . ) on a new line and press enter to finish the message.

     Let us compose our message now.

Subject: Happy New Year!!!
From: safeer@safeer.in
To: praveen@gmail.com
Happy New Year
.

250 2.0.0 Ok: queued as C53E7265CB0

    The response from mail server says the message is accepted for delivery.

    Remember that the delivery of the message is not dependant on the From/To/Cc headers within the message body. MAIL FROM & RCPT TO parameters decides the delivery.  The headers in message is as such delivered to the recipients, and it is the duty of the mail client of the recipient to interpret and present the message headers to the user.

5) If after entering RCPT TO or MAIL FROM you feel that you provided wrong information and want to start over without terminating the existing connection, issue the command RSET ( stands for reset ).

4) We are done.  Say goodbye to server.

QUIT
221 2.0.0 Bye
Connection closed by foreign host.


   Second line above is the response from server while the third line is the output of telnet command terminating.

For more information on smtp protocol, refer to SMTP RFC at IETF