5.x Commercial Certificates Guide

Revision as of 23:42, 17 September 2008 by Cfremon (talk | contribs) (Thawte SSL Certificate (SSL123 format): Created new article from this content, removed content from this article)

General Overview

Installing a commercial certificate in ZCS version 5.0.0_GA and above is a straightforward process. The following is an overview of the steps you will take to install a commercial certificate.

  1. Generate a CSR via the Administration Console>Certificates or via the zmcertmgr command line utility.
  2. Receive the signed certificate.
  3. Receive the chain_certificates (if applicable).
  4. Install the certificate.


Admininstration Console>Certificates

This is the preferred method for installing commercial certificates. You simply start the Wizard and upload all the cert files and restart the Zimbra Services.

At the moment (8/26/08), according to Zimbra support, the web interface only supports having "one csr/private key at a time. Generating a new csr overrides the existing one and generates a new private key. If you want to generate more than one csr:

- you simply generate the first one which is downloaded to
 /opt/zimbra/ssl/zimbra/commercial directory (commercial.csr and commercial.key)
- move both files aside
- generate the second csr which would download to the same location above"


If the Administration Console>Certificates Wizard is not doing the job, we then resort to the command line.

Note: This tool must be run as root.

It requires the following:

  • The private key must exist in /opt/zimbra/ssl/zimbra/commercial directory and must be named commercial.key with permission set to 740.
  • The server certificate and the chain cert files must exist in a temp directory. E.g. /root/certs
  • The server cert must be named commercial.crt.
  • The chain cert files must be concatenated into one file called commercial_ca.crt.
  • Verify that the cert and the key match using this command:
/opt/zimbra/bin/zmcertmgr verifycrt comm /path/to/privatekey /path/to/commercial.crt /path/to/commercial_ca.crt
  • From the temp directory, deploy the cert and restart the zimbra services.
(a) sudo zmcertmgr deploycrt comm /path/to/commercial.crt /path/to/commercial_ca.crt
(b) zmcontrol stop ; zmcontrol start

Certificate Upgrade Issues

If you are upgrading from 4.5x to 5.0.x and the cert failed to upgrade successfully, you need to re-install the cert. You will need these pieces:

  1. The private key. This can be extracted from the Tomcat keystore. Zimbra Support can help with this process if you send the Tomcat keystore.
  2. The server certificate
  3. The chain cert files

With these pieces in hand, we can use the zmcertmgr to install the certificate as explained in #Importing commercial certificates from other mail systems to Zimbra 5.x.

Check to make sure that only the jetty alias exists in the keystore.

keytool -list -keystore /opt/zimbra/mailboxd/etc/keystore -storepass  `zmlocalconfig -s -m nokey mailboxd_keystore_password`

Delete the tomcat alias, if exists, with the following command.

keytool -delete -alias tomcat -keystore /opt/zimbra/mailboxd/etc/keystore -storepass `zmlocalconfig -s -m nokey mailboxd_keystore_password`

Importing commercial certificates from other mail systems to Zimbra 5.x

The steps are the same as the ones under #/opt/zimbra/bin/zmcertmgr.


For troubleshooting certificate issues, see Category:Troubleshooting Certificates.


  • Inspect your CSR
openssl req -in <server.csr> -noout -text
  • Inspect your certificate
openssl x509 -in <server.crt> -noout -text
  • Clear the passphrase of the private key
openssl rsa -in <server.key> -out <server.key.decr>
  • Get Jetty keystore password
zmlocalconfig -s -m nokey mailboxd_keystore_password
  • Create a CSR via the CLI
sudo /opt/zimbra/bin/zmcertmgr createcsr <self|comm> [-new] [subject] [-subjectAltNames "host1,host2"]
  • View deployed certificate via the command line
 sudo /opt/zimbra/bin/zmcertmgr viewdeployedcrt
  • Convert the cert format from DER to PEM
openssl x509 -in input.cer -inform DER -out output.cer -outform PEM
Verified Against: Zimbra Collaboration Suite 5.x Date Created: 1/16/2008
Article ID: https://wiki.zimbra.com/index.php?title=5.x_Commercial_Certificates_Guide Date Modified: 2008-09-17

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