Ubuntu Servers :: How To Route SMTP Port 25 Through VPN
Nov 13, 2010
I have a server set up with a VPN (openVPN with DynDNS). My emails are located there and I can check them from home, office, where ever really, with different computers, no problem.However, due to restrictions of some ISPs I would have to change the SMTP server used, depending on where I am with my laptop.
Now, I thought about using the VPN to also tunnel the SMTP traffic through that. But how am I doing that?So far, when I'm connected to via VPN I simply have a local (from the server point of view) IP address to connect to my IMAP server. But how can I route the SMTP port 25 through the VPN?Is that possible to do, also in a way that I don't have to change anything depending on where I am, as in within the network of the server or outside? Since when I'm within the network the VPN obviously isn't connecting..
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Jan 2, 2010
configuring my postfix server to send mail over smtps port 465. My ISP (as is the case with many ISPs), is blocking outbound SMTP, so I need to configure postfix to relay my mail out through my ISPs SMTP servers.
I was able to get it to work with gmail, which uses port 587, by using SASL: [URL] but that configuration is less than ideal as gmail drops the "reply to" address so when people receive my email, it looks like it's from gmail instead of from my server.
If I use my ISP SMTP servers as a relay the "reply to" address is not stripped, but the relay uses ssl over port 465 instead of TLS. According to the SASL readme:
Quote:
Postfix does not deliver mail via TCP port 465 (the obsolete "wrappermode" protocol). See TLS_README for a solution that uses the "stunnel" command.
I've looked at the TLS_README and can't figure out what I need to do. how to configure this?
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Jan 12, 2010
Now, i want to change port smtp, not use 25
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Sep 2, 2010
I'm running ASSP on Ubuntu 10.04.1 it's mostly working fine. I have one problem which has been bugging me for some time. I don't want to filter outbound mail, but if I can relay (proxy) my outbound mail through ASSP, then it can automatically add to the whitelist.
As ASSP is a proxy, I need a server to send it to once ASSP receives it. I've tried my ISP, but this failed and they weren't willing to confirm if a connection attempt was received at their end.
Current setup
Inbound
mx -> router -> ASSP -> Exchange 2003
Outbound
Exchange 2003 -> mx
I'd like to setup outbound as either
Exchange 2003 -> ASSP -> <ISP> SMTP relay
Exchange 2003 -> ASSP -> <relay running on Ubuntu eg postfix>
Can anyone help me with troubleshooting steps or a better suggestion for how I can set this up. I'd love to know why my ISP setup didn't work, but I don't know a tool for monitoring IP traffic in Ubuntu SE, in windows I use Wireshark is there any equivalent I can setup for Ubuntu or a tool I can use in windows which will show all traffic, Ubuntu and windows server are on the same netgear switch, not sure it's smart enough to copy all traffic to another port for monitoring.
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Jan 3, 2010
OpenSUSE version: 11.2 *and* 10.0 I am unable to send email. It appears I am being blocked by my ISP [URL]... A Wireshark trace shows ICMP type 3 Code 13 - "Administratively filtered". It's important to note that I don't know exactly when the problem started, because I seldom use my ISP email account, I use Yahoo web mail due to the "throwaway" nature if I get hit with spam. I only discovered the problem when testing the functionality of 11.2. I suspect the problem started several months ago: I restored openSUSE 10.0 and the problem exists there too. I wish I'd sent that last email via 10.0 before the upgrade.
The weird thing is that using Windows 2000 box I can get a successful connection using telnet (Telnet also fails on the openSUSE box.) It appears to me there is something in the Linux TCP stack that Teksavvy doesn't like. I am on dial up and I pointed this out to Teksavvy tech support, as I am probably the only person left on dialup and the reason no one else has reported the problem
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Mar 27, 2011
I often see hundreds of entries like this in my logwatch report:
[code]...
I am wondering if this would be correct?
[code]...
will it keep that marauder away from Dovecot?
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Mar 14, 2011
I have to route some packages over the right interface.I default route everything for the target-network over one network-interface. That works perfectly. But i have to route packages for one specific host and one specific port over another network-interface. I tried many things with the route-command, but i think there's no possibility to route only one port? May i can do this with iptables? I only found ways to forward some packages, which are coming in over one interface. But in my case all packages go out over one interface.
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Aug 13, 2010
I have two NIC, one is ethernet and second is via modem. On the eth0, most of no standard ports are blocked, so I need to connect to specified port on some IP, through ppp0 (modem), to use ssh connection on non standard port to that IP. For other ports on that IP and all other IPs I want to use eth0.
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Dec 4, 2009
I've got a few systems which forward ports to one another all over the place, and somewhere along the line a port forward fails. I want to trace the route of a connection on a specific port to see where the connection hits a wall, to see what system is causing the problem. I've tried `tracetoure -T -p <port>` but it doesn't output anything about the ports it hits, stops when it hits the address I supplied even though it is forwarded elsewhere, and there doesn't seem to be a verbose mode. interstingly, if I specify a different source port via the '-s' option, the trace keeps hopping to * * * * and never get anywhere (at least to 27 hops then I CTRL+C)
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Nov 8, 2010
I'm new to iptable configuration. I've set up a VPN using DD-WRT on my router and it works fine. However the VPN company does not allow port 25 traffic (in case of spammers) so now I can't get my emails sent out.
I'm guessing I can add some rules to my iptable so that all traffic except port 25 traffic can go out through the VPN tunnel. And hopefully, all port 25 traffic will go out through the normal Internet connection.code...
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Jan 31, 2010
I have scalix (sendmail) installed on my server and it is working very good but I need to change the smtp listening port because I am thinking that my sendmail is being used as a spam engine.
what/how I need to configure in order to change the smtp port?
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Apr 16, 2011
The server I'm running is virtually stock CentOS - it's running on a xen virtual host, started as CentOS 5.1 (32 bit) when that was fresh, it's at 5.5 now and updated nightly. All packages except postgresql and php are from CentOS and EPEL.
I'm running dovecot on it, and for long time, squirrelmail connecting via localhost was good enough. All external ports were firewalled by the CentOS firewall (just 25,80,443,custom ssh are currently open).
Now I need to allow an external imap client to connect.
I have generated ssl key and configured the dovecot configuration and it should be good to go, but gosh dangit, I can't remember how to open the port in the configuration.
I did it before when I set up ssh to run on a non standard port after I got sick of constant brute force attack on port 22, but I can't recall what I did and the various tutorials I find online all tell how to do it with the GUI tool, but I don't have any GUI stuff installed.
system-config-securitylevel-tui
Is I'm pretty sure what I used to open up my custom > 1024 ssh port, but I can't remember how I used it to open that port and it doesn't seem intuitive. Also, do I need to use 993? I'd almost rather use something custom above 1024, as long as thunderbird supports it (don't care about any other mail client)
Finally, my smtp server is postfix and port 25 is already open (but not an open relay, I check it about every 3 months). For requests to send mail from a client, I would really like some authentication of some type - as in only relays for IP addresses that have recently successfully logged in the secure imap port.
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Apr 12, 2011
Yesterday I installed a RaLink RT2800 802.11n PCI on my squeeze system. Now I have a connection to Internet but I can not connect other systems in my home network. An ssh-try to a system in my home network results in: ssh: connect to host xxx.xxx.xxx.xxx port 22: No route to host If I use my eth0, I do not have connection to Internet, but I can connect other systems in my home network.
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Sep 17, 2010
There are two connections in my Ubuntu server: eth0 is a normal interface and, eth1 is configured with an static IP, and has an domain name with that IP. But this connection is charged by bytes, very expensive.
how to set up the route table so that: everyone can access my server with the domain name, and let the traffic goes from eth0 as much as possible(I have a proxy service on my server. At least, let the proxy traffic goes from eth0)?
[Code]...
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May 31, 2011
I run a 6.06.2 Dapper server for a not-for-profit, and have had a very simple email set-up working for a couple of years. Users have their email address set up on the server, and use a gmail account as webmail access/storage. Emails are downloaded via POP to users gmail accounts, and are sent out from gmail via SMTP to the server. Like I said, this has worked fine for ages, but in the last couple of days its all gone wrong.
The SMTP log I get for an email I tried to send from gmail is as follows:
[Code]...
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Nov 9, 2010
For the last couple of days I've been building on a server built from an old (well, not too old) computer. My goal is to use it for multiple purposes like a webserver, home automation, and possibly a future media center (if I get my TV card to work). But perhaps the main reason is to get wireless access to the internet for my laptop, and to connect it to my other (stationary) computer. When I'm done I'm also planning on writing a guide for setting up an access point with the rt61 chipset, as there seems to be many people looking for this. First I just need to get through this problem though .
For this I use two wired NICs, eth0 for the local interface to my computer, and eth1 as an external interface for the internet. Moreover I use a wireless NIC (DWL-G510 using the rt61pci driver) in conjunction with the daemon hostapd to provide a wireless interface for portable computers to connect to. eth1 gets its IP through DHCP from my ISP, while eth0 and wlan0 have static IPs on two different subnets like this (copied from /etc/network/interfaces):
Code:
auto eth0
iface eth0 inet static
[code]....
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Apr 7, 2010
I've got a server running 9.10, and I'm having a few issues with SMTP. It's got Postfix and Dovecot installed, and eventually I'll add content filtering, but I need to get past this issue first.
I know there's a lot of posts out there for Postfix issues, but I haven'tbeen able to find one specific to my issue.
IMAP and POP3 work fine through SSL, and the server can send mail without any problems. That's all fine and dandy, but I need to utilize an e-mail client (like evolution or outlook). Everytime I set up a user in Evolution, the smtp connection times out, or is refused. I know it's not a firewall issue. Port 25 is open, as well as 465. So I should be able to connect through SSL. I want to be able to connect through SMTP using the same credentials as IMAP.
Here's my main.cf file:
Code:
myhostname = mail.adamwgay.com
alias_maps = hash:/etc/aliases
alias_database = hash:/etc/aliases
myorigin = /etc/mailname
[Code].....
everytime I get things rolling, this issue pops up. I don't know if it's something I'm setting up wrong in the client, or if it's a configuration error on my part in postfix.
I'm also having a bit of an issue with my aliases. I've basically got a lot of addresses going to root, then root going to the main user, but it's not actually delivering the mail to the main user. It sends it straight to root.
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May 26, 2010
I have just built an internal postfix server for sending mail only, it's not accessible outside our network. I will be sending from our domain, Rewriting the from field to abc.com is turned on in the postfix config. A friend is telling me this will not work as they will do reverse lookups on our domain. What does this mean? Obviously the domain the email is sent from is a valid domain. If they do a lookup from the IP the mail came from it would be global crossing, our internet provider? These outbound emails are critical client reports, I want to make sure they are not seen as spam.
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Jan 2, 2011
I am setting up an ubuntu server, in order to use it with Joomla.
Does someone knows if is possible to use PostFix as SMTP server for Joomla?
If does; would be necessary to install IMAP or POP3, Webmail etc if I just want to send automatics mails via Joomla.
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Apr 24, 2010
I do not understand this command well. Yes, I have looked at man route and that whilst that gives lots of information about the switches I cannot see it in context. I have a server with two nics. One to the Internet (eth1) and one to the lan (eth0). I use pppoe and when it is running I get a virtual adapter appear in ifconfic called ppp0 which shows the public DNS and ISP session IP. I entered the command:
route add -host (gateway IP) dev eth1
and get the Internet to appear on the server. However, I do not get the Internet to the clients. I have turned off the firewall to be sure that this is not the problem.
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Mar 22, 2011
I am running Ubuntu Server 10.10. I have installed OpenVPN using this guide I have set up everything correctly as this guide says, but I am having problems with the config file. I want to securely route all traffic on the client to the server, how ever the server will not start. My config is below:
Quote:
#################################################
# Sample OpenVPN 2.0 config file for #
# multi-client server. #
# #
# This file is for the server side #
[Code]......
The servers ip is 10.0.0.65 and I want to assign the clients the ip range of 10.0.0.200 to 10.0.0.20 When I try to start the server I get the message Fail.
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Oct 4, 2010
so i set out to change the default smtp port the server uses because my ISP blocks port 25 and i need the email to work in outlook. this morning i could receive email, but not send it. so i did some research and thought that i needed to edit the master.cf file in /etc/postfix/ by commenting out this line: smtp inet n - n - - smtpd -oand replace it with587 inet n - n - - smtpd (587 being the port i want to use)somewhere along the lines postfix server stopped running and now i cannot get it to start.if i try using SSH it crashes immediately and if i restart it in simple control panel nothing happens
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Apr 14, 2010
I have sendmail running on my centOS 4.6. My lamp server also runs on it. I want to send mail through php mail function. when i execute php page, which fires the mail function, it takes so much long tim1 say even 1 minute, and at last displays that message sent successfully. Suppose, destination address is [URL].... I did not get any mail there. My server is running in LAN. I checked the status of sendmail, it shows me that it ios running. when i issue "nmap localhost" it shows me that SMTP port 25 is open, but when i issue "nmap myserver" (192.168.1.20 myserver ( written in hostfile)), it does not show that SMTP port is open.
I checked the /var/log/maillog, one person in my previous post advice me to see that. There it shows that message is accepted for delivery...but i do not get any mail in my destination, even not in spam folder. One more confusion is that, in my case my server is in LAN and if I am at all enable to open the SMTP port on it, does i need to open SMTP port on my router (which connects my LAN to internet) also needs to open? I think no, because SMTP is application layer protocol, it will wrap my mail in IP packet, which router just need to forward. am i right?
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Jan 26, 2010
I've search high and low.. does anyone know how to configure Postfix/Dovecot to use another SMTP server (i.e. smtp.comcast.net) as my ISP blocks port 25?
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Jun 15, 2010
I am new to the Ubuntu Community and just starting to build my Ubuntu 10.04 Server. I am a novice in Ubuntu, though maybe not a full n00b any more
I travel around a lot with my laptop, (also Ubuntu 10.04). However, my ISP does not allow me to send email via their SMTP when I am not in their IP range.
Since I have this little server I am building, I thought it would be nice if I could have my own SMTP relay. The objectives would be simple:
- I do not need a mailbox or POP server (yet).
- I wish to send email from any place in the world. I can not use a filter on IP ranges or local networks only.
- If my server could do this, I just configure Evolution on my laptop to send mail to my home IP address, using some sort of authentication and/or security/encryption (whichever is easy to implement).
- My server then just forwards my mail to my ISP. Since the server is inside the IP range, it can be handled as usual.
I have been digging through several howto's and the ubuntu server guide, searching some forums etc. Even while I don't fully grasp the things explained, I can't get the idea that one of those is "Just what I need".
Even still, if there is some other service outside my own that can do this (a public SMTP relay maybe?) I would also be happy to consider as long as it is safe and does not "eavesdrop" on my messages.
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Aug 18, 2010
I have setup my own home server . All the applications are working perfectly except one I can't send Emails. I check weda my smtp has any errors not welll I got this
Code:
SMTP -> FROM SERVER:
220 server1.example.com ESMTP Postfix (Ubuntu)
SMTP -> FROM SERVER:
[code]....
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Feb 13, 2011
I've several webserver (ubuntu 10.10 x64) on which I would like to be able to send mail like newsletter.I don't need to recieve mail on these servers, I'm using google Apps for recieving mail for the hosted domains.There's sendmail installed by default on ubuntu server..Previoulsy I was using Exim4 configured to use gmail SMTP server to send technical mails (apticron, logwatch, cron mail), but it doesn't fit for newsletter type of mailing.On my tries, I've wanted to setup Exim4 (just for the sending part, no inbox, and not using gmail stmp) which result in:
sendmail marked a uninstalled but still there and working Exim4 complaining about not being able to bind the port 25.I've removed exim4 (/etc/init.d/exim4 were not deleted...)I've reinstalled sendmail.I got this warning on installof sendmail: /etc/mail/aliases: 5 aliases, longest 21 bytes, 91 bytes total
How do I restore a working sendmail? What do I need to do so that mail sent from these servers aren't marked as spam? (not considering the content of the mail, but the server that send the mail) I see that some company used some specialized company like "grosbill.emailingoptin.com for grosbill.com" Should I specialize one domain for all newsletter ?
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Mar 9, 2011
I'm trying to ssh from my laptop to my desktop (both fedora 14) over a local network. I can ping my desktop and get responses, but if I ssh to it, I receive
ssh: connect to host 192.168.100.xxx port 22: No route to host
I can ssh from the desktop to itself.
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May 4, 2010
I have a home server running Lucid which basically runs our home lan, but I also wanted to be able to run transmission-daemon over an ipredator VPN connection completely independently of the ethernet port (as far as the application layer is concerned anyway). Most of the howtos for setting up VPN use the VPN as the default route, however I still wanted to run a webserver, dnsmasq etc, not to mention free bandwidth access to my ISP etc.
Thus, this howto. The ppp connection still tunnels through eth0, but as far everthing else is concerned my server has two independent network ports eth0 and ppp0 and applications use the default route via eth0 to our router unless explicitely directed down pppX. I assume that you already have transmission-daemon installed.
[Code].....
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Jun 25, 2010
i have setup an open vpn server and when i connect to it the client pulls an IP and but not default gateway. My goal is to route all web traffic through the VPN... My config file looks like this...
Code:
dev tun
proto tcp
port 1194
ca /etc/openvpn/easy-rsa/keys/ca.crt
[code].....
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