Secure Web GatewayApplication · Secure Computing

CVE-2008-5540

HIGH · 9.3 CVSS v2.0 Published 2008-12-12
Mitigation only
No fix yet — a mitigation exists. There is no fixed release. A documented workaround reduces exposure in the meantime.
See remediation →
100/100
Remediation priority · Urgent
Remotely reachable No privileges Zero-click

Official description Straight from the sourceThe vendor's or NVD's own wording, published unedited. Authoritative, but often terse — it says what broke, rarely what to do.

NVD · unedited
Secure Computing Secure Web Gateway (aka Webwasher), when Internet Explorer 6 or 7 is used, allows remote attackers to bypass detection of malware in an HTML document by placing an MZ header (aka "EXE info") at the beginning, and modifying the filename to have (1) no extension, (2) a .txt extension, or (3) a .jpg extension, as demonstrated by a document containing a CVE-2006-5745 exploit.

Technical summary Written by usOur analysis, written from the advisory, the CVSS vector and the affected-version data. It adds context the advisory leaves out, and never invents facts that are not in the source.

dbcve analysis · moderate confidence

Secure Computing Secure Web Gateway (Webwasher) fails to detect malware in HTML documents when an MZ header (EXE executable marker) is prepended to the HTML content and the file is given a non-executable extension (.txt, .jpg, or no extension). This allows attackers to bypass the gateway's malware detection and deliver exploits like CVE-2006-5745 to vulnerable clients.

MitigationUpgrade to a patched version of Secure Web Gateway if available, or implement additional content inspection at other security layers (email gateway, endpoint protection) to detect HTML files with embedded executable headers.

Verify against the referenced sources before acting — the references below are authoritative for this CVE, this summary is not.

Affected products & versions What the vendor confirmedThe version ranges the vendor confirmed as vulnerable. If your version sits inside a range here, treat yourself as exposed until you have upgraded.

NVD · CPE data
Secure Web GatewayApplication
Affected:all versions
WebwasherApplication
Affected:all versions

CVSS breakdown How the score is builtThe industry scoring standard. It rates how the flaw is reached, what it takes to exploit, and what an attacker gains — the score is derived from those, not the other way round.

From the vector
Attack vector
Network
Complexity
M
Authentication
None
Confidentiality
Complete
Integrity
Complete
Availability
Complete

AV:N/AC:M/Au:N/C:C/I:C/A:C

Am I affected? How to checkSteps we derive from the advisory and the affected-version data, so you can decide whether this CVE reaches your setup. They are a guide, not a scan — your own configuration is the authority.

dbcve checks

Work through these to decide whether this CVE applies to you.

  1. Confirm presence of Secure Web Gateway or Webwasher
    Review installed software on gateway/proxy servers, or check network topology for Secure Computing security appliances. Look for processes named 'webwasher' or 'swg' running on the system.
    Affected if Secure Computing Secure Web Gateway or Webwasher is deployed on the network as a security gateway.
  2. Verify web filtering or malware scanning is active
    Check the product configuration via admin console or CLI. Look for enabled policies that scan HTTP/HTTPS traffic for malware in web content.
    Affected if The web filtering module is enabled and processing traffic - the bypass only matters if the product is actively scanning web content.
  3. Confirm all versions are vulnerable
    Since vendor stated 'all versions' are affected, no specific version number needs to be matched - any installation of the product falls within the affected range.
    Affected if Any version of Secure Web Gateway or Webwasher is installed and operational.

If Secure Computing Secure Web Gateway or Webwasher is deployed and actively scanning web traffic, the environment is affected by this detection bypass vulnerability.

Generated from the published advisory. Verify against your own configuration.

Check your environment

Paste your version and any relevant configuration and it will be compared against the affected criteria above. Do not include secrets or credentials.

AI-assisted, checked against the advisory. Informational, not a guarantee.

Remediation Closing itWhat it takes to close this. Where a vendor fix exists we point at it; where none exists we say so plainly, and can build one. Effort estimates are scoped from the advisory, not from your codebase.

From vendor data
Mitigation available No clean upgrade yet — mitigate in the meantime
Mitigation

Upgrade to a patched version of Secure Web Gateway if available, or implement additional content inspection at other security layers (email gateway, endpoint protection) to detect HTML files with embedded executable headers.

Fix this in Secure Web Gateway Scoped from the published advisory
  • Consultation4.0 h
  • Implementation8.0 h
  • Testing4.0 h
  • Review / QA2.0 h
18.0 hours of engineering $3,200
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Scan for this in your stack

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dbcve dependency scanner

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References Go to the primary sourcePrimary sources — vendor advisories, patches and trackers. Where our summary and a reference disagree, the reference wins.

Primary sources

Practitioner notes

Contributed

Peer-ranked notes from engineers who’ve handled CVE-2008-5540 in production — separate from our analysis above.

No notes yet

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What this is

A place for practitioners to share what actually worked: a mitigation you’ve tested, a configuration change, a version- or environment-specific caveat, or a link to a verified patch. The most useful notes rise to the top as peers upvote them, so the signal stays high.

What belongs here
  • Verified mitigations, workarounds, and config changes
  • Version or environment caveats, and links to real fixes
  • No weaponised exploit code, or anything meant to cause harm
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