Hello, I am trying to setup stunnel to send email using gmail smtp server 
trough Oracle Database. I first tested on my windows machine. I installed and 
configured stunnel and it worked fine.But now I tried to do the same on our 
server (RHEL 6.4) and it doesn't work.
I can successfuly telnet the 25 port:
[root@server1 stunnel]# telnet localhost 25Trying 127.0.0.1...Connected to 
localhost.Escape character is '^]'.220 mx.google.com ESMTP so2sm18740691pbc.5 - 
gsmtp
When I send the email, i receive this error: SMTP permanent error: 534 5.7.14 
54 ef10sm21262349pac.1 - gsmtp
anyone have any idea?

the stunnel.conf:
pid = /stunnel.pidoutput = /var/log/stunnel.logcompression = zlibsslVersion = 
alloptions = NO_SSLv2debug = 7
[gmail-smtp]client = yesaccept = localhost:25connect = smtp.gmail.com:465

Here is the Stunnel log:2013.11.17 15:58:34 LOG7[23729:139952118699968]: 
gmail-smtp accepted FD=13 from 127.0.0.1:560892013.11.17 15:58:34 
LOG7[23729:139952118695680]: gmail-smtp started2013.11.17 15:58:34 
LOG7[23729:139952118695680]: FD 13 in non-blocking mode2013.11.17 15:58:34 
LOG7[23729:139952118695680]: Waiting for a libwrap process2013.11.17 15:58:34 
LOG7[23729:139952118695680]: Acquired libwrap process #02013.11.17 15:58:34 
LOG7[23729:139952118695680]: Releasing libwrap process #02013.11.17 15:58:34 
LOG7[23729:139952118695680]: Released libwrap process #02013.11.17 15:58:34 
LOG7[23729:139952118695680]: gmail-smtp permitted by libwrap from 
127.0.0.1:560892013.11.17 15:58:34 LOG5[23729:139952118695680]: gmail-smtp 
accepted connection from 127.0.0.1:560892013.11.17 15:58:34 
LOG7[23729:139952118695680]: FD 14 in non-blocking mode2013.11.17 15:58:34 
LOG6[23729:139952118695680]: connect_blocking: connecting 
74.125.129.108:4652013.11.17 15:58:34 LOG7[23729:139952118695680]: 
connect_blocking: s_poll_wait 74.125.129.108:465: waiting 10 seconds2013.11.17 
15:58:34 LOG5[23729:139952118695680]: connect_blocking: connected 
74.125.129.108:4652013.11.17 15:58:34 LOG5[23729:139952118695680]: gmail-smtp 
connected remote server from 172.31.22.161:510672013.11.17 15:58:34 
LOG7[23729:139952118695680]: Remote FD=14 initialized2013.11.17 15:58:34 
LOG7[23729:139952118695680]: SSL state (connect): before/connect 
initialization2013.11.17 15:58:34 LOG7[23729:139952118695680]: SSL state 
(connect): SSLv2/v3 write client hello A2013.11.17 15:58:34 
LOG7[23729:139952118695680]: SSL state (connect): SSLv3 read server hello 
A2013.11.17 15:58:34 LOG7[23729:139952118695680]: SSL state (connect): SSLv3 
read server certificate A2013.11.17 15:58:34 LOG7[23729:139952118695680]: SSL 
state (connect): SSLv3 read server done A2013.11.17 15:58:34 
LOG7[23729:139952118695680]: SSL state (connect): SSLv3 write client key 
exchange A2013.11.17 15:58:34 LOG7[23729:139952118695680]: SSL state (connect): 
SSLv3 write change cipher spec A2013.11.17 15:58:34 
LOG7[23729:139952118695680]: SSL state (connect): SSLv3 write finished 
A2013.11.17 15:58:34 LOG7[23729:139952118695680]: SSL state (connect): SSLv3 
flush data2013.11.17 15:58:34 LOG7[23729:139952118695680]: SSL state (connect): 
SSLv3 read server session ticket A2013.11.17 15:58:34 
LOG7[23729:139952118695680]: SSL state (connect): SSLv3 read finished 
A2013.11.17 15:58:34 LOG7[23729:139952118695680]:    1 items in the session 
cache2013.11.17 15:58:34 LOG7[23729:139952118695680]:    1 client connects 
(SSL_connect())2013.11.17 15:58:34 LOG7[23729:139952118695680]:    1 client 
connects that finished2013.11.17 15:58:34 LOG7[23729:139952118695680]:    0 
client renegotiations requested2013.11.17 15:58:34 LOG7[23729:139952118695680]: 
   0 server connects (SSL_accept())2013.11.17 15:58:34 
LOG7[23729:139952118695680]:    0 server connects that finished2013.11.17 
15:58:34 LOG7[23729:139952118695680]:    0 server renegotiations 
requested2013.11.17 15:58:34 LOG7[23729:139952118695680]:    0 session cache 
hits2013.11.17 15:58:34 LOG7[23729:139952118695680]:    0 external session 
cache hits2013.11.17 15:58:34 LOG7[23729:139952118695680]:    0 session cache 
misses2013.11.17 15:58:34 LOG7[23729:139952118695680]:    0 session cache 
timeouts2013.11.17 15:58:34 LOG6[23729:139952118695680]: SSL connected: new 
session negotiated2013.11.17 15:58:34 LOG6[23729:139952118695680]: Negotiated 
ciphers: RC4-SHA SSLv3 Kx=RSA Au=RSA Enc=RC4(128) Mac=SHA12013.11.17 15:58:34 
LOG7[23729:139952118695680]: SSL socket closed on SSL_read2013.11.17 15:58:34 
LOG7[23729:139952118695680]: Socket write shutdown2013.11.17 15:58:34 
LOG5[23729:139952118695680]: Connection closed: 90 bytes sent to SSL, 860 bytes 
sent to socket2013.11.17 15:58:34 LOG7[23729:139952118695680]: gmail-smtp 
finished (0 left)2013.11.17 16:01:01 LOG7[23729:139952118699968]: gmail-smtp 
accepted FD=13 from 127.0.0.1:561202013.11.17 16:01:01 
LOG7[23729:139952118695680]: gmail-smtp started2013.11.17 16:01:01 
LOG7[23729:139952118695680]: FD 13 in non-blocking mode2013.11.17 16:01:01 
LOG7[23729:139952118695680]: Waiting for a libwrap process2013.11.17 16:01:01 
LOG7[23729:139952118695680]: Acquired libwrap process #02013.11.17 16:01:01 
LOG7[23729:139952118695680]: Releasing libwrap process #02013.11.17 16:01:01 
LOG7[23729:139952118695680]: Released libwrap process #02013.11.17 16:01:01 
LOG7[23729:139952118695680]: gmail-smtp permitted by libwrap from 
127.0.0.1:561202013.11.17 16:01:01 LOG5[23729:139952118695680]: gmail-smtp 
accepted connection from 127.0.0.1:561202013.11.17 16:01:01 
LOG7[23729:139952118695680]: FD 14 in non-blocking mode2013.11.17 16:01:01 
LOG6[23729:139952118695680]: connect_blocking: connecting 
74.125.129.109:4652013.11.17 16:01:01 LOG7[23729:139952118695680]: 
connect_blocking: s_poll_wait 74.125.129.109:465: waiting 10 seconds2013.11.17 
16:01:01 LOG5[23729:139952118695680]: connect_blocking: connected 
74.125.129.109:4652013.11.17 16:01:01 LOG5[23729:139952118695680]: gmail-smtp 
connected remote server from 172.31.22.161:569712013.11.17 16:01:01 
LOG7[23729:139952118695680]: Remote FD=14 initialized2013.11.17 16:01:01 
LOG7[23729:139952118695680]: SSL state (connect): before/connect 
initialization2013.11.17 16:01:01 LOG7[23729:139952118695680]: SSL state 
(connect): SSLv3 write client hello A2013.11.17 16:01:01 
LOG7[23729:139952118695680]: SSL state (connect): SSLv3 read server hello 
A2013.11.17 16:01:01 LOG7[23729:139952118695680]: SSL state (connect): SSLv3 
read finished A2013.11.17 16:01:01 LOG7[23729:139952118695680]: SSL state 
(connect): SSLv3 write change cipher spec A2013.11.17 16:01:01 
LOG7[23729:139952118695680]: SSL state (connect): SSLv3 write finished 
A2013.11.17 16:01:01 LOG7[23729:139952118695680]: SSL state (connect): SSLv3 
flush data2013.11.17 16:01:01 LOG7[23729:139952118695680]:    1 items in the 
session cache2013.11.17 16:01:01 LOG7[23729:139952118695680]:    2 client 
connects (SSL_connect())2013.11.17 16:01:01 LOG7[23729:139952118695680]:    2 
client connects that finished2013.11.17 16:01:01 LOG7[23729:139952118695680]:   
 0 client renegotiations requested2013.11.17 16:01:01 
LOG7[23729:139952118695680]:    0 server connects (SSL_accept())2013.11.17 
16:01:01 LOG7[23729:139952118695680]:    0 server connects that 
finished2013.11.17 16:01:01 LOG7[23729:139952118695680]:    0 server 
renegotiations requested2013.11.17 16:01:01 LOG7[23729:139952118695680]:    1 
session cache hits2013.11.17 16:01:01 LOG7[23729:139952118695680]:    0 
external session cache hits2013.11.17 16:01:01 LOG7[23729:139952118695680]:    
0 session cache misses2013.11.17 16:01:01 LOG7[23729:139952118695680]:    0 
session cache timeouts2013.11.17 16:01:01 LOG6[23729:139952118695680]: SSL 
connected: previous session reused2013.11.17 16:01:02 
LOG7[23729:139952118695680]: SSL socket closed on SSL_read2013.11.17 16:01:02 
LOG7[23729:139952118695680]: Socket write shutdown2013.11.17 16:01:02 
LOG5[23729:139952118695680]: Connection closed: 241 bytes sent to SSL, 825 
bytes sent to socket2013.11.17 16:01:02 LOG7[23729:139952118695680]: gmail-smtp 
finished (0 left)


Thanks a lot                                      
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