The actual cause of my problem was caused by playing with cPanel settings SMTP Restrictions (formerly SMTP Tweak). It’s very poorly explained. I extracted this from the cPanel docs explaining SMTP Restrictions:
You may want to prevent users from bypassing your mail server to send mail. This is common practice for spammers.
This feature allows you to configure your server so that the mail transport agent (MTA), Mailman mailing list software, and root user are the only accounts able to connect to remote SMTP servers.
Source:
http://docs.cpanel.net/twiki/bin/view/AllDocumentation/WHMDocs/TweakMailIf your clients are not setup to handle sending mail as an authenticated user, suddenly enabling SMTP Restrictions in WHM will cause…
mailin-01.mx.aol.com [205.188.146.193] Connection refused
cluster9.us.messagelabs.com [216.82.242.19] Connection refused
cluster9a.us.messagelabs.com [95.131.108.66] Connection refused
xxx@xxx.com.au <xxx@xxx.com.au> R=lookuphost T=remote_smtp defer (111): Connection refused
mailipao.vtcif.telstra.com.au [202.12.144.27] Connection refused
xxx@telstra.com <xxx@telstra.com> R=lookuphost T=remote_smtp defer (111): Connection refused
gmail-smtp-in.l.google.com [209.85.221.11] Connection refused
alt1.gmail-smtp-in.l.google.com [216.239.59.27] Connection refused
alt2.gmail-smtp-in.l.google.com [74.125.79.114] Connection refused
alt3.gmail-smtp-in.l.google.com [72.14.221.27] Connection refused
alt4.gmail-smtp-in.l.google.com [209.85.216.62] Connection refusedcPanel’s SMTP Restrictions does this by adding these rules to iptables:
Chain OUTPUT (policy ACCEPT)
target prot opt source destination
ACCEPT tcp – anywhere localhost tcp dpt:smtp
REJECT tcp – anywhere anywhere tcp dpt:smtp reject-with icmp-port-unreachableIt effectively firewalls your outbound connection from the server unless you’re an authenticated user, making it appear as if the destination server is blocking you. Unless you look carefully it has the potential to be confusing.
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