RFC 2047 encoded-word Email Smuggling Exploit

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The RFC 2047 “encoded-word” mechanism allows attackers to smuggle encoded payloads into email addresses. Shockingly, some email parsers decode these encoded words before validation, leading to potential security vulnerabilities.

You Should Know:

How RFC 2047 Encoding Works

RFC 2047 defines a way to encode non-ASCII text in email headers using the format:

=?charset?encoding?encoded-text?= 

Example:

=?utf-8?B?dGVzdEBleGFtcGxlLmNvbQ==?= 

(Decodes to `[email protected]`)

Exploiting Email Parsers

Some systems improperly decode these strings before validation, allowing:
– Email header injection
– Bypassing email filters
– Phishing attacks with spoofed addresses

Practical Exploitation Example

1. Crafting a malicious email address:

=?utf-8?B?cGhpc2hAZXhhbXBsZS5jb20=?= 

(Decodes to `[email protected]`)

2. Testing parser behavior:

echo "From: =?utf-8?B?cGhpc2hAZXhhbXBsZS5jb20=?=" > test.eml 
swaks --to [email protected] --from "=?utf-8?B?cGhpc2hAZXhhbXBsZS5jb20=?=" --server mail.target.com -tls 

3. Checking if filters decode before validation:

import email 
msg = email.message_from_file(open("test.eml")) 
print(msg["From"])  Check if decoded or still encoded 

Mitigation Techniques

  • Decode after validation
  • Use strict regex validation:
    ^[a-zA-Z0-9._%+-]+@[a-zA-Z0-9.-]+.[a-zA-Z]{2,}$ 
    
  • Sanitize headers before processing:
    from email.header import decode_header 
    decoded_header = decode_header(encoded_header)[bash][0] 
    if isinstance(decoded_header, bytes): 
    decoded_header = decoded_header.decode('utf-8') 
    

Tools to Test Email Parsers

  • Swaks (Swiss Army Knife for SMTP):
    swaks --to [email protected] --from "=?utf-8?B?YXR0YWNrZXJAZXhhbXBsZS5jb20=?=" --server mail.example.com 
    
  • Python `email` library:
    import email 
    msg = email.message_from_string(raw_email) 
    print(msg.get("From")) 
    

What Undercode Say

This exploit demonstrates how improper parsing of RFC 2047 encoded words can lead to email-based attacks. Always:
– Decode after validation
– Use strict input filtering
– Test email parsers for such edge cases

Expected Output:

A secure email system should reject or properly handle encoded-word syntax before processing to prevent header injection and phishing attacks.

Reference: PortSwigger Research: Splitting the Email Atom

References:

Reported By: 0xacb Rfc – Hackers Feeds
Extra Hub: Undercode MoN
Basic Verification: Pass ✅

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