Metasploit Penetration Testing Cookbook

320 Pages·2013·6.88 MB·English

by  Agarwal, Monika

Metasploit Penetration
Testing Cookbook
Second Edition
Over 80 recipes to master the most widely used
penetration testing framework
Monika Agarwal
Abhinav Singh
BIRMINGHAM - MUMBAI
Metasploit Penetration Testing Cookbook
Second Edition
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First published: June 2012
Second edition: October 2013
Production Reference: 1181013
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ISBN 978-1-78216-678-8
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Cover Image by Prashant Timappa Shetty ([email protected])
Credits
Authors Project Coordinator
Monika Agarwal Wendell Palmer
Abhinav Singh
Proofreader
Lauren Harkins
Reviewers
Conrad Brown
Sagar A. Rahalkar Indexer
Hemangini Bari
Acquisition Editor
Joanne Fitzpatrick Graphics
Yuvraj Mannari
Usha Iyer
Production Coordinator
Lead Technical Editor
Aditi Gajjar
Ankita Shashi
Cover Work
Technical Editors
Aditi Gajjar
Pragnesh Bilimoria
Chandni Maishery
Iram Malik
Anand Singh
About the Authors
Monika Agarwal is a young Information Security Researcher from India. She has
presented many research papers at both national and international conferences. She is a
member of IAENG (International Association of Engineers). Her main areas of interest are
ethical hacking and ad hoc networking.
I would like to thank my parents, my husband, Nikhil, and give special
thanks to my father-in-law and mother-in-law for always being so supportive.
And last but not the least, Packt Publishing, for giving me this opportunity.
Abhinav Singh is a young Information Security Specialist from India. He has a keen
interest in the field of Hacking and Network Security. He actively works as a freelancer with
several security companies, and provides them consultancy. Currently, he is employed as
a Systems Engineer at Tata Consultancy Services, India. He is an active contributor of the
SecurityXploded community. He is well recognized for his blog (http://hackingalert.
blogspot.com), where he shares his encounters with hacking and network security.
Abhinav's works have been quoted in several technology magazines and portals.
I would like to thank my parents, for always being supportive and letting me
do what I want; my sister, for being my doctor and taking care of my fatigue
level, Sachin Raste sir, for taking the pain to review my work; and Kanishka
Khaitan, for being my perfect role model. I would also like to thank my blog
followers for their comments and suggestions, and last but not the least, to
Packt Publishing, for making this a memorable project for me.
About the Reviewers
Conrad Brown started his career in the IT field at a small print shop, helping the IT
support team with daily tasks. From there, he developed a passion for IT Security and
Systems Engineering. He currently works as a System Engineer for the United States
Federal Government, where he has won awards for his work. He found the Southern
Maryland Hacker Space and is the Lead Technical Writer for Lokisec.com. When
not working on any of these projects, he helps local small businesses by securing their
IT infrastructure.
Sagar A. Rahalkar is a seasoned Information Security Professional, having close
to 7 years of comprehensive experience in various verticals of I.S, such as Cyber Crime
Investigations, Digital Forensics, Application Security, Vulnerability Assessment and
Penetration Testing, Compliance for Mandates and Regulations, and so on. He holds a
Master's degree in Computer Science, and several industry recognized certifications,
such as a Certified Cyber Crime Investigator, Certified Ethical Hacker, Certified Security
Analyst, ISO 27001 Lead Auditor, IBM Certified Specialist, Rational AppScan, Certified
Information Security Manager (CISM), and more. He has been closely associated with
Indian Law Enforcement agencies for more than three years, dealing with digital crime
investigations and related trainings, and received several awards and appreciations
from senior officials of Police and Defense organizations in India. He is also associated
with several online Information Security publications, both as an author, as well as a
reviewer. He can be reached at [email protected].
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Table of Contents
Preface 1
Chapter 1: Metasploit Quick Tips for Security Professionals 7
Introduction 7
Configuring Metasploit on Windows 11
Configuring Metasploit on Ubuntu 13
Installing Metasploit with BackTrack 5 R3 16
Setting up penetration testing using VMware 19
Setting up Metasploit on a virtual machine with SSH connectivity 21
Installing and configuring PostgreSQL in BackTrack 5 R3 23
Using the database to store the penetration testing results 25
Working with BBQSQL 27
Chapter 2: Information Gathering and Scanning 31
Introduction 31
Passive information gathering 34
Port scanning – the Nmap way 37
Port scanning – the DNmap way 42
Using keimpx – an SMB credentials scanner 48
Detecting SSH versions with the SSH version scanner 52
FTP scanning 55
SNMP sweeping 56
Vulnerability scanning with Nessus 59
Scanning with NeXpose 62
Working with OpenVAS – a vulnerability scanner 63
Chapter 3: Operating-System-based Vulnerability Assessment 71
Introduction 71
Penetration testing on a Windows XP SP2 machine 74
Binding a shell to the target for remote access 79
Penetration testing on Windows 8 82
Table of Contents
Exploiting a Linux (Ubuntu) machine 85
Understanding the Windows DLL injection flaws 89
Chapter 4: Client-side Exploitation and Antivirus Bypass 95
Introduction 95
Exploiting Internet Explorer execCommand Use-After-Free vulnerability 97
Understanding Adobe Flash Player "new function" invalid pointer use 100
Understanding Microsoft Word RTF stack buffer overflow 101
Working with Adobe Reader U3D Memory Corruption 104
Generating binary and shell code from msfpayload 106
Msfencoding schemes with the detection ratio 109
Using the killav.rb script to disable the antivirus programs 112
Killing the antiviruses' services from the command line 116
Working with the syringe utility 118
Chapter 5: Working with Modules for Penetration Testing 121
Introduction 121
Working with scanner auxiliary modules 122
Working with auxiliary admin modules 125
SQL injection and DoS attack module 127
Post-exploitation modules 130
Understanding the basics of module building 132
Analyzing an existing module 134
Building your own post-exploitation module 137
Chapter 6: Exploring Exploits 143
Introduction 143
Exploiting the module structure 145
Working with msfvenom 147
Converting an exploit to a Metasploit module 149
Porting and testing the new exploit module 154
Fuzzing with Metasploit 155
Writing a simple FileZilla FTP fuzzer 158
Chapter 7: VoIP Penetration Testing 163
Introduction 163
Scanning and enumeration phase 166
Yielding passwords 170
VLAN hopping 172
VoIP MAC spoofing 174
Impersonation attack 176
DoS attack 177
ii
Table of Contents
Chapter 8: Wireless Network Penetration Testing 181
Introduction 181
Setting up and running Fern WiFi Cracker 182
Sniffing interfaces with tcpdump 185
Cracking WEP and WPA with Fern WiFi Cracker 189
Session hijacking via a MAC address 196
Locating a target's geolocation 198
Understanding an evil twin attack 201
Configuring Karmetasploit 205
Chapter 9: Social-Engineer Toolkit 209
Introduction 209
Getting started with the Social-Engineer Toolkit (SET) 210
Working with the SET config file 211
Working with the spear-phishing attack vector 215
Website attack vectors 218
Working with the multi-attack web method 223
Infectious media generator 224
Chapter 10: Working with Meterpreter 227
Introduction 228
Understanding the Meterpreter system commands 229
Understanding the Meterpreter filesystem commands 231
Understanding the Meterpreter networking commands 233
Privilege escalation and process migration 236
Setting up multiple communication channels with the target 239
Meterpreter anti-forensics – timestomp 241
The getdesktop and keystroke sniffing 244
Using a scraper Meterpreter script 248
Passing the hash 250
Setting up a persistent connection with backdoors 253
Pivoting with Meterpreter 256
Port forwarding with Meterpreter 258
Meterpreter API and mixins 261
Railgun – converting Ruby into a weapon 264
Adding DLL and function definition to Railgun 267
Building a "Windows Firewall De-activator" Meterpreter script 269
Analyzing an existing Meterpreter script 272
Injecting the VNC server remotely 278
Exploiting a vulnerable PHP application 282
Incognito attack with Meterpreter 284
iii