Mail service testing notes

Mail service testing notes

Key to fonts

Computer types
User types
What to check for that computer types

SMTP answers port 25, and offers STARTTLS and AUTH LOGIN and PLAIN

SMTP incoming mail is accepted

bb@pike> telnet eelpout 25
Trying 128.227.141.35...
Connected to eelpout.stat.ufl.edu.
Escape character is '^]'.
220 eelpout.stat.ufl.edu ESMTP Postfix
EHLO example.com
250-eelpout.stat.ufl.edu
250-PIPELINING
250-SIZE 10240000
250-VRFY
250-ETRN
250-STARTTLS
250-AUTH LOGIN PLAIN
250-AUTH=LOGIN PLAIN
250-XVERP
250 8BITMIME
MAIL FROM:<bb@stat.ufl.edu>
250 Ok
RCPT TO:<bb@stat.ufl.edu>
250 Ok
DATA
354 End data with <CR><LF>.<CR><LF>
From: bb@stat.ufl.edu
To: bb@stat.ufl.edu
Subject: Test

This is a test
.
250 Ok: queued as E27693F9A7
QUIT
221 Bye
Connection closed by foreign host.
bb@pike>

SMTP STARTTLS works

bb@herring$ openssl s_client -starttls smtp -connect eelpout:25
CONNECTED(00000003)
depth=0 /C=US/ST=Florida/L=Gainesville/O=University of Florida/OU=Department of Statistics/CN=eelpout.stat.ufl.edu/emailAddress=system@stat.ufl.edu
verify error:num=20:unable to get local issuer certificate
verify return:1
depth=0 /C=US/ST=Florida/L=Gainesville/O=University of Florida/OU=Department of Statistics/CN=eelpout.stat.ufl.edu/emailAddress=system@stat.ufl.edu
verify error:num=21:unable to verify the first certificate
verify return:1
---
Certificate chain
0 s:/C=US/ST=Florida/L=Gainesville/O=University of Florida/OU=Department of Statistics/CN=eelpout.stat.ufl.edu/emailAddress=system@stat.ufl.edu
i:/C=US/ST=Florida/L=Gainesville/O=University of Florida/OU=Department of Statistics/CN=eelpout.stat.ufl.edu/emailAddress=system@stat.ufl.edu
---
Server certificate
-----BEGIN CERTIFICATE-----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-----END CERTIFICATE-----
subject=/C=US/ST=Florida/L=Gainesville/O=University of Florida/OU=Department of Statistics/CN=eelpout.stat.ufl.edu/emailAddress=system@stat.ufl.edu
issuer=/C=US/ST=Florida/L=Gainesville/O=University of Florida/OU=Department of Statistics/CN=eelpout.stat.ufl.edu/emailAddress=system@stat.ufl.edu
---
No client certificate CA names sent
---
SSL handshake has read 1711 bytes and written 356 bytes
---
New, TLSv1/SSLv3, Cipher is DHE-RSA-AES256-SHA
Server public key is 1024 bit
SSL-Session:
Protocol : TLSv1
Cipher : DHE-RSA-AES256-SHA
Session-ID: 9B6A9E9447E10FA7C994AF6CB50407F51AC3936100263CDCE85A23B29D9E2176
Session-ID-ctx:
Master-Key: FDF1491A39D627EA8907F2D731ABFDD4A1D6FD70785A5D7F8BEE9BCF8228F3B27EB0852FFD1265F82D7F74BD950CCB9F
Key-Arg : None
Start Time: 1106240734
Timeout : 300 (sec)
Verify return code: 21 (unable to verify the first certificate)
---
220 eelpout.stat.ufl.edu ESMTP Postfix
EHLO example.com
250-eelpout.stat.ufl.edu
250-PIPELINING
250-SIZE 10240000
250-VRFY
250-ETRN
250-AUTH LOGIN PLAIN
250-AUTH=LOGIN PLAIN
250-XVERP
250 8BITMIME
QUIT
DONE
bb@herring$

SMTP answers on secure port, and offers AUTH LOGIN and PLAIN

bb@herring$ openssl s_client -connect eelpout:465
CONNECTED(00000003)
depth=0 /C=US/ST=Florida/L=Gainesville/O=University of Florida/OU=Department of Statistics/CN=eelpout.stat.ufl.edu/emailAddress=system@stat.ufl.edu
verify error:num=20:unable to get local issuer certificate
verify return:1
depth=0 /C=US/ST=Florida/L=Gainesville/O=University of Florida/OU=Department of Statistics/CN=eelpout.stat.ufl.edu/emailAddress=system@stat.ufl.edu
verify error:num=21:unable to verify the first certificate
verify return:1
---
Certificate chain
0 s:/C=US/ST=Florida/L=Gainesville/O=University of Florida/OU=Department of Statistics/CN=eelpout.stat.ufl.edu/emailAddress=system@stat.ufl.edu
i:/C=US/ST=Florida/L=Gainesville/O=University of Florida/OU=Department of Statistics/CN=eelpout.stat.ufl.edu/emailAddress=system@stat.ufl.edu
---
Server certificate
-----BEGIN CERTIFICATE-----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-----END CERTIFICATE-----
subject=/C=US/ST=Florida/L=Gainesville/O=University of Florida/OU=Department of Statistics/CN=eelpout.stat.ufl.edu/emailAddress=system@stat.ufl.edu
issuer=/C=US/ST=Florida/L=Gainesville/O=University of Florida/OU=Department of Statistics/CN=eelpout.stat.ufl.edu/emailAddress=system@stat.ufl.edu
---
No client certificate CA names sent
---
SSL handshake has read 1647 bytes and written 346 bytes
---
New, TLSv1/SSLv3, Cipher is DHE-RSA-AES256-SHA
Server public key is 1024 bit
SSL-Session:
Protocol : TLSv1
Cipher : DHE-RSA-AES256-SHA
Session-ID: 8F1C5FCAE2576E1B8FE9098469F67756894C421C06AEBDAF2F20254A488F45B9
Session-ID-ctx:
Master-Key: D3CDA575AB39ABC76A22A00B631F62F76CD56BD7EF28176CA09D60676476E289D9B00733A9AC15D92CDD390E30518F0B
Key-Arg : None
Start Time: 1106239212
Timeout : 300 (sec)
Verify return code: 21 (unable to verify the first certificate)
---
220 eelpout.stat.ufl.edu ESMTP Postfix
EHLO example.com
250-eelpout.stat.ufl.edu
250-PIPELINING
250-SIZE 10240000
250-VRFY
250-ETRN
250-AUTH LOGIN PLAIN
250-AUTH=LOGIN PLAIN
250-XVERP
250 8BITMIME
QUIT
DONE
bb@herring$

SMTP AUTH works

bb@herring$ printf 'bb\0bb\0mypassword' | mimencode
YmIAYmJcbXlwYXNzd29yZA==

bb@herring$ openssl s_client -connect eelpout:465
[...]
220 eelpout.stat.ufl.edu ESMTP Postfix
EHLO example.com
250-eelpout.stat.ufl.edu
250-PIPELINING
250-SIZE 10240000
250-VRFY
250-ETRN
250-AUTH LOGIN PLAIN
250-AUTH=LOGIN PLAIN
250-XVERP
250 8BITMIME
AUTH PLAIN YmIAYmJcbXlwYXNzd29yZA==
235 Authentication successful
QUIT
DONE
bb@herring$

POP does not answer

bb@pike> telnet eelpout 110
Trying 128.227.141.35...
telnet: Unable to connect to remote host: Connection refused
bb@pike>

IMAP does not answer on ordinary port

bb@pike> telnet eelpout 143
Trying 128.227.141.35...
telnet: Unable to connect to remote host: Connection refused
bb@pike>

IMAP answers on secure port, and allows login

bb@herring$ openssl s_client -connect eelpout:993
[...]
* OK dovecot ready.
1 login bb mypassword
1 OK Logged in.
1 logout
* BYE Logging out
1 OK Logout completed.
read:errno=0
bb@herring$

(C) University of Florida, Gainesville, FL 32611; (352) 392-1941.
This page was last updated Wed Feb 9 15:06:54 EST 2005.