Description
SmarterTools SmarterMail builds prior to 9610 contain a cryptographic weakness in the file and email sharing endpoints that use DES-CBC encryption with keys and initialization vectors derived from System.Random seeded with insufficient entropy, reducing the seed space to approximately 19,000 possible values. An unauthenticated attacker can use the attachment download endpoint as an oracle to determine the seed in use and derive encryption keys and initialization vectors to forge sharing tokens for arbitrary emails, attachments, or file storage contents without prior access to the targeted content.
Published: 2026-04-27
Score: 8.2 High
EPSS: < 1% Very Low
KEV: No
Impact: Unauthorized Access to Emails, Attachments, and Stored Files via Forged Tokens
Action: Patch Immediately
AI Analysis

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Remediation

No vendor fix or workaround currently provided.

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Tracking

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Advisories

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History

Tue, 28 Apr 2026 04:00:00 +0000

Type Values Removed Values Added
First Time appeared Smartertools
Smartertools smartermail
Vendors & Products Smartertools
Smartertools smartermail

Mon, 27 Apr 2026 21:15:00 +0000

Type Values Removed Values Added
Metrics ssvc

{'options': {'Automatable': 'no', 'Exploitation': 'none', 'Technical Impact': 'partial'}, 'version': '2.0.3'}


Mon, 27 Apr 2026 15:00:00 +0000

Type Values Removed Values Added
Description SmarterTools SmarterMail builds prior to 9610 contain a cryptographic weakness in the file and email sharing endpoints that use DES-CBC encryption with keys and initialization vectors derived from System.Random seeded with insufficient entropy, reducing the seed space to approximately 19,000 possible values. An unauthenticated attacker can use the attachment download endpoint as an oracle to determine the seed in use and derive encryption keys and initialization vectors to forge sharing tokens for arbitrary emails, attachments, or file storage contents without prior access to the targeted content.
Title SmarterTools SmarterMail < Build 9610 Cryptographic Weakness via Weak RNG
Weaknesses CWE-338
References
Metrics cvssV3_1

{'score': 5.9, 'vector': 'CVSS:3.1/AV:N/AC:H/PR:N/UI:N/S:U/C:H/I:N/A:N'}

cvssV4_0

{'score': 8.2, 'vector': 'CVSS:4.0/AV:N/AC:H/AT:N/PR:N/UI:N/VC:H/VI:N/VA:N/SC:N/SI:N/SA:N'}


Subscriptions

Smartertools Smartermail
cve-icon MITRE

Status: PUBLISHED

Assigner: VulnCheck

Published:

Updated: 2026-04-27T20:11:46.028Z

Reserved: 2026-04-13T20:29:02.809Z

Link: CVE-2026-40514

cve-icon Vulnrichment

Updated: 2026-04-27T19:06:38.770Z

cve-icon NVD

Status : Awaiting Analysis

Published: 2026-04-27T15:16:20.160

Modified: 2026-04-27T18:57:20.293

Link: CVE-2026-40514

cve-icon Redhat

No data.

cve-icon OpenCVE Enrichment

Updated: 2026-04-28T04:30:21Z

Weaknesses