diff --git a/SPECS/python3/CVE-2025-8291.patch b/SPECS/python3/CVE-2025-8291.patch
new file mode 100644
index 00000000000..52e8e828931
--- /dev/null
+++ b/SPECS/python3/CVE-2025-8291.patch
@@ -0,0 +1,315 @@
+From da0988e0964d49dcd91644dd084e5dc8a7074541 Mon Sep 17 00:00:00 2001
+From: "Miss Islington (bot)"
+ <31488909+miss-islington@users.noreply.github.com>
+Date: Tue, 7 Oct 2025 21:16:10 +0200
+Subject: [PATCH] gh-139700: Check consistency of the zip64 end of central
+ directory record (GH-139702) (GH-139708) (#139715)
+
+Support records with "zip64 extensible data" if there are no bytes
+prepended to the ZIP file.
+
+(cherry picked from commit 333d4a6f4967d3ace91492a39ededbcf3faa76a6)
+(cherry picked from commit 162997bb70e067668c039700141770687bc8f267)
+
+Co-authored-by: Serhiy Storchaka <storchaka@gmail.com>
+Signed-off-by: Azure Linux Security Servicing Account <azurelinux-security@microsoft.com>
+Upstream-reference: https://github.com/python/cpython/commit/76437ac248ad8ca44e9bf697b02b1e2241df2196.patch
+---
+ Lib/test/test_zipfile.py                      | 82 ++++++++++++++++++-
+ Lib/zipfile.py                                | 51 +++++++-----
+ ...-10-07-19-31-34.gh-issue-139700.vNHU1O.rst |  3 +
+ 3 files changed, 113 insertions(+), 23 deletions(-)
+ create mode 100644 Misc/NEWS.d/next/Security/2025-10-07-19-31-34.gh-issue-139700.vNHU1O.rst
+
+diff --git a/Lib/test/test_zipfile.py b/Lib/test/test_zipfile.py
+index 31e9fef..efe548d 100644
+--- a/Lib/test/test_zipfile.py
++++ b/Lib/test/test_zipfile.py
+@@ -859,6 +859,8 @@ class StoredTestZip64InSmallFiles(AbstractTestZip64InSmallFiles,
+         self, file_size_64_set=False, file_size_extra=False,
+         compress_size_64_set=False, compress_size_extra=False,
+         header_offset_64_set=False, header_offset_extra=False,
++        extensible_data=b'',
++        end_of_central_dir_size=None, offset_to_end_of_central_dir=None,
+     ):
+         """Generate bytes sequence for a zip with (incomplete) zip64 data.
+ 
+@@ -912,6 +914,12 @@ class StoredTestZip64InSmallFiles(AbstractTestZip64InSmallFiles,
+ 
+         central_dir_size = struct.pack('<Q', 58 + 8 * len(central_zip64_fields))
+         offset_to_central_dir = struct.pack('<Q', 50 + 8 * len(local_zip64_fields))
++        if end_of_central_dir_size is None:
++            end_of_central_dir_size = 44 + len(extensible_data)
++        if offset_to_end_of_central_dir is None:
++            offset_to_end_of_central_dir = (108
++                                            + 8 * len(local_zip64_fields)
++                                            + 8 * len(central_zip64_fields))
+ 
+         local_extra_length = struct.pack("<H", 4 + 8 * len(local_zip64_fields))
+         central_extra_length = struct.pack("<H", 4 + 8 * len(central_zip64_fields))
+@@ -940,14 +948,17 @@ class StoredTestZip64InSmallFiles(AbstractTestZip64InSmallFiles,
+             + filename
+             + central_extra
+             # Zip64 end of central directory
+-            + b"PK\x06\x06,\x00\x00\x00\x00\x00\x00\x00-\x00-"
+-            + b"\x00\x00\x00\x00\x00\x00\x00\x00\x00\x01\x00\x00\x00\x00\x00"
++            + b"PK\x06\x06"
++            + struct.pack('<Q', end_of_central_dir_size)
++            + b"-\x00-\x00\x00\x00\x00\x00\x00\x00\x00\x00\x01\x00\x00\x00\x00\x00"
+             + b"\x00\x00\x01\x00\x00\x00\x00\x00\x00\x00"
+             + central_dir_size
+             + offset_to_central_dir
++            + extensible_data
+             # Zip64 end of central directory locator
+-            + b"PK\x06\x07\x00\x00\x00\x00l\x00\x00\x00\x00\x00\x00\x00\x01"
+-            + b"\x00\x00\x00"
++            + b"PK\x06\x07\x00\x00\x00\x00"
++            + struct.pack('<Q', offset_to_end_of_central_dir)
++            + b"\x01\x00\x00\x00"
+             # end of central directory
+             + b"PK\x05\x06\x00\x00\x00\x00\x01\x00\x01\x00:\x00\x00\x002\x00"
+             + b"\x00\x00\x00\x00"
+@@ -978,6 +989,7 @@ class StoredTestZip64InSmallFiles(AbstractTestZip64InSmallFiles,
+         with self.assertRaises(zipfile.BadZipFile) as e:
+             zipfile.ZipFile(io.BytesIO(missing_file_size_extra))
+         self.assertIn('file size', str(e.exception).lower())
++        self.assertTrue(zipfile.is_zipfile(io.BytesIO(missing_file_size_extra)))
+ 
+         # zip64 file size present, zip64 compress size present, one field in
+         # extra, expecting two, equals missing compress size.
+@@ -989,6 +1001,7 @@ class StoredTestZip64InSmallFiles(AbstractTestZip64InSmallFiles,
+         with self.assertRaises(zipfile.BadZipFile) as e:
+             zipfile.ZipFile(io.BytesIO(missing_compress_size_extra))
+         self.assertIn('compress size', str(e.exception).lower())
++        self.assertTrue(zipfile.is_zipfile(io.BytesIO(missing_compress_size_extra)))
+ 
+         # zip64 compress size present, no fields in extra, expecting one,
+         # equals missing compress size.
+@@ -998,6 +1011,7 @@ class StoredTestZip64InSmallFiles(AbstractTestZip64InSmallFiles,
+         with self.assertRaises(zipfile.BadZipFile) as e:
+             zipfile.ZipFile(io.BytesIO(missing_compress_size_extra))
+         self.assertIn('compress size', str(e.exception).lower())
++        self.assertTrue(zipfile.is_zipfile(io.BytesIO(missing_compress_size_extra)))
+ 
+         # zip64 file size present, zip64 compress size present, zip64 header
+         # offset present, two fields in extra, expecting three, equals missing
+@@ -1012,6 +1026,7 @@ class StoredTestZip64InSmallFiles(AbstractTestZip64InSmallFiles,
+         with self.assertRaises(zipfile.BadZipFile) as e:
+             zipfile.ZipFile(io.BytesIO(missing_header_offset_extra))
+         self.assertIn('header offset', str(e.exception).lower())
++        self.assertTrue(zipfile.is_zipfile(io.BytesIO(missing_header_offset_extra)))
+ 
+         # zip64 compress size present, zip64 header offset present, one field
+         # in extra, expecting two, equals missing header offset
+@@ -1024,6 +1039,7 @@ class StoredTestZip64InSmallFiles(AbstractTestZip64InSmallFiles,
+         with self.assertRaises(zipfile.BadZipFile) as e:
+             zipfile.ZipFile(io.BytesIO(missing_header_offset_extra))
+         self.assertIn('header offset', str(e.exception).lower())
++        self.assertTrue(zipfile.is_zipfile(io.BytesIO(missing_header_offset_extra)))
+ 
+         # zip64 file size present, zip64 header offset present, one field in
+         # extra, expecting two, equals missing header offset
+@@ -1036,6 +1052,7 @@ class StoredTestZip64InSmallFiles(AbstractTestZip64InSmallFiles,
+         with self.assertRaises(zipfile.BadZipFile) as e:
+             zipfile.ZipFile(io.BytesIO(missing_header_offset_extra))
+         self.assertIn('header offset', str(e.exception).lower())
++        self.assertTrue(zipfile.is_zipfile(io.BytesIO(missing_header_offset_extra)))
+ 
+         # zip64 header offset present, no fields in extra, expecting one,
+         # equals missing header offset
+@@ -1047,6 +1064,63 @@ class StoredTestZip64InSmallFiles(AbstractTestZip64InSmallFiles,
+         with self.assertRaises(zipfile.BadZipFile) as e:
+             zipfile.ZipFile(io.BytesIO(missing_header_offset_extra))
+         self.assertIn('header offset', str(e.exception).lower())
++        self.assertTrue(zipfile.is_zipfile(io.BytesIO(missing_header_offset_extra)))
++
++    def test_bad_zip64_end_of_central_dir(self):
++        zipdata = self.make_zip64_file(end_of_central_dir_size=0)
++        with self.assertRaisesRegex(zipfile.BadZipFile, 'Corrupt.*record'):
++            zipfile.ZipFile(io.BytesIO(zipdata))
++        self.assertFalse(zipfile.is_zipfile(io.BytesIO(zipdata)))
++
++        zipdata = self.make_zip64_file(end_of_central_dir_size=100)
++        with self.assertRaisesRegex(zipfile.BadZipFile, 'Corrupt.*record'):
++            zipfile.ZipFile(io.BytesIO(zipdata))
++        self.assertFalse(zipfile.is_zipfile(io.BytesIO(zipdata)))
++
++        zipdata = self.make_zip64_file(offset_to_end_of_central_dir=0)
++        with self.assertRaisesRegex(zipfile.BadZipFile, 'Corrupt.*record'):
++            zipfile.ZipFile(io.BytesIO(zipdata))
++        self.assertFalse(zipfile.is_zipfile(io.BytesIO(zipdata)))
++
++        zipdata = self.make_zip64_file(offset_to_end_of_central_dir=1000)
++        with self.assertRaisesRegex(zipfile.BadZipFile, 'Corrupt.*locator'):
++            zipfile.ZipFile(io.BytesIO(zipdata))
++        self.assertFalse(zipfile.is_zipfile(io.BytesIO(zipdata)))
++
++    def test_zip64_end_of_central_dir_record_not_found(self):
++        zipdata = self.make_zip64_file()
++        zipdata = zipdata.replace(b"PK\x06\x06", b'\x00'*4)
++        with self.assertRaisesRegex(zipfile.BadZipFile, 'record not found'):
++            zipfile.ZipFile(io.BytesIO(zipdata))
++        self.assertFalse(zipfile.is_zipfile(io.BytesIO(zipdata)))
++
++        zipdata = self.make_zip64_file(
++            extensible_data=b'\xca\xfe\x04\x00\x00\x00data')
++        zipdata = zipdata.replace(b"PK\x06\x06", b'\x00'*4)
++        with self.assertRaisesRegex(zipfile.BadZipFile, 'record not found'):
++            zipfile.ZipFile(io.BytesIO(zipdata))
++        self.assertFalse(zipfile.is_zipfile(io.BytesIO(zipdata)))
++
++    def test_zip64_extensible_data(self):
++        # These values are what is set in the make_zip64_file method.
++        expected_file_size = 8
++        expected_compress_size = 8
++        expected_header_offset = 0
++        expected_content = b"test1234"
++
++        zipdata = self.make_zip64_file(
++            extensible_data=b'\xca\xfe\x04\x00\x00\x00data')
++        with zipfile.ZipFile(io.BytesIO(zipdata)) as zf:
++            zinfo = zf.infolist()[0]
++            self.assertEqual(zinfo.file_size, expected_file_size)
++            self.assertEqual(zinfo.compress_size, expected_compress_size)
++            self.assertEqual(zinfo.header_offset, expected_header_offset)
++            self.assertEqual(zf.read(zinfo), expected_content)
++        self.assertTrue(zipfile.is_zipfile(io.BytesIO(zipdata)))
++
++        with self.assertRaisesRegex(zipfile.BadZipFile, 'record not found'):
++            zipfile.ZipFile(io.BytesIO(b'prepended' + zipdata))
++        self.assertFalse(zipfile.is_zipfile(io.BytesIO(b'prepended' + zipdata)))
+ 
+     def test_generated_valid_zip64_extra(self):
+         # These values are what is set in the make_zip64_file method.
+diff --git a/Lib/zipfile.py b/Lib/zipfile.py
+index dd48a6a..4488176 100644
+--- a/Lib/zipfile.py
++++ b/Lib/zipfile.py
+@@ -206,7 +206,7 @@ def is_zipfile(filename):
+         else:
+             with open(filename, "rb") as fp:
+                 result = _check_zipfile(fp)
+-    except OSError:
++    except (OSError, BadZipFile):
+         pass
+     return result
+ 
+@@ -214,16 +214,15 @@ def _EndRecData64(fpin, offset, endrec):
+     """
+     Read the ZIP64 end-of-archive records and use that to update endrec
+     """
+-    try:
+-        fpin.seek(offset - sizeEndCentDir64Locator, 2)
+-    except OSError:
+-        # If the seek fails, the file is not large enough to contain a ZIP64
++    offset -= sizeEndCentDir64Locator
++    if offset < 0:
++        # The file is not large enough to contain a ZIP64
+         # end-of-archive record, so just return the end record we were given.
+         return endrec
+-
++    fpin.seek(offset)
+     data = fpin.read(sizeEndCentDir64Locator)
+     if len(data) != sizeEndCentDir64Locator:
+-        return endrec
++        raise OSError("Unknown I/O error")
+     sig, diskno, reloff, disks = struct.unpack(structEndArchive64Locator, data)
+     if sig != stringEndArchive64Locator:
+         return endrec
+@@ -231,16 +230,33 @@ def _EndRecData64(fpin, offset, endrec):
+     if diskno != 0 or disks > 1:
+         raise BadZipFile("zipfiles that span multiple disks are not supported")
+ 
+-    # Assume no 'zip64 extensible data'
+-    fpin.seek(offset - sizeEndCentDir64Locator - sizeEndCentDir64, 2)
++    offset -= sizeEndCentDir64
++    if reloff > offset:
++        raise BadZipFile("Corrupt zip64 end of central directory locator")
++    # First, check the assumption that there is no prepended data.
++    fpin.seek(reloff)
++    extrasz = offset - reloff
+     data = fpin.read(sizeEndCentDir64)
+     if len(data) != sizeEndCentDir64:
+-        return endrec
++        raise OSError("Unknown I/O error")
++    if not data.startswith(stringEndArchive64) and reloff != offset:
++        # Since we already have seen the Zip64 EOCD Locator, it's
++        # possible we got here because there is prepended data.
++        # Assume no 'zip64 extensible data'
++        fpin.seek(offset)
++        extrasz = 0
++        data = fpin.read(sizeEndCentDir64)
++        if len(data) != sizeEndCentDir64:
++            raise OSError("Unknown I/O error")
++    if not data.startswith(stringEndArchive64):
++        raise BadZipFile("Zip64 end of central directory record not found")
++
+     sig, sz, create_version, read_version, disk_num, disk_dir, \
+         dircount, dircount2, dirsize, diroffset = \
+         struct.unpack(structEndArchive64, data)
+-    if sig != stringEndArchive64:
+-        return endrec
++    if (diroffset + dirsize != reloff or
++        sz + 12 != sizeEndCentDir64 + extrasz):
++        raise BadZipFile("Corrupt zip64 end of central directory record")
+ 
+     # Update the original endrec using data from the ZIP64 record
+     endrec[_ECD_SIGNATURE] = sig
+@@ -250,6 +266,7 @@ def _EndRecData64(fpin, offset, endrec):
+     endrec[_ECD_ENTRIES_TOTAL] = dircount2
+     endrec[_ECD_SIZE] = dirsize
+     endrec[_ECD_OFFSET] = diroffset
++    endrec[_ECD_LOCATION] = offset - extrasz
+     return endrec
+ 
+ 
+@@ -283,7 +300,7 @@ def _EndRecData(fpin):
+         endrec.append(filesize - sizeEndCentDir)
+ 
+         # Try to read the "Zip64 end of central directory" structure
+-        return _EndRecData64(fpin, -sizeEndCentDir, endrec)
++        return _EndRecData64(fpin, filesize - sizeEndCentDir, endrec)
+ 
+     # Either this is not a ZIP file, or it is a ZIP file with an archive
+     # comment.  Search the end of the file for the "end of central directory"
+@@ -307,8 +324,7 @@ def _EndRecData(fpin):
+         endrec.append(maxCommentStart + start)
+ 
+         # Try to read the "Zip64 end of central directory" structure
+-        return _EndRecData64(fpin, maxCommentStart + start - filesize,
+-                             endrec)
++        return _EndRecData64(fpin, maxCommentStart + start, endrec)
+ 
+     # Unable to find a valid end of central directory structure
+     return None
+@@ -1341,9 +1357,6 @@ class ZipFile:
+ 
+         # "concat" is zero, unless zip was concatenated to another file
+         concat = endrec[_ECD_LOCATION] - size_cd - offset_cd
+-        if endrec[_ECD_SIGNATURE] == stringEndArchive64:
+-            # If Zip64 extension structures are present, account for them
+-            concat -= (sizeEndCentDir64 + sizeEndCentDir64Locator)
+ 
+         if self.debug > 2:
+             inferred = concat + offset_cd
+@@ -1922,7 +1935,7 @@ class ZipFile:
+                                    " would require ZIP64 extensions")
+             zip64endrec = struct.pack(
+                 structEndArchive64, stringEndArchive64,
+-                44, 45, 45, 0, 0, centDirCount, centDirCount,
++                sizeEndCentDir64 - 12, 45, 45, 0, 0, centDirCount, centDirCount,
+                 centDirSize, centDirOffset)
+             self.fp.write(zip64endrec)
+ 
+diff --git a/Misc/NEWS.d/next/Security/2025-10-07-19-31-34.gh-issue-139700.vNHU1O.rst b/Misc/NEWS.d/next/Security/2025-10-07-19-31-34.gh-issue-139700.vNHU1O.rst
+new file mode 100644
+index 0000000..a8e7a1f
+--- /dev/null
++++ b/Misc/NEWS.d/next/Security/2025-10-07-19-31-34.gh-issue-139700.vNHU1O.rst
+@@ -0,0 +1,3 @@
++Check consistency of the zip64 end of central directory record. Support
++records with "zip64 extensible data" if there are no bytes prepended to the
++ZIP file.
+-- 
+2.45.4
+
diff --git a/SPECS/python3/python3.spec b/SPECS/python3/python3.spec
index 96451dc1356..58e0d7fabf7 100644
--- a/SPECS/python3/python3.spec
+++ b/SPECS/python3/python3.spec
@@ -12,7 +12,7 @@
 Summary:        A high-level scripting language
 Name:           python3
 Version:        3.9.19
-Release:        15%{?dist}
+Release:        16%{?dist}
 License:        PSF
 Vendor:         Microsoft Corporation
 Distribution:   Mariner
@@ -47,6 +47,7 @@ Patch1004:      CVE-2024-37891.patch
 Patch1005:      CVE-2025-50181.patch
 Patch1006:      CVE-2023-5752.patch
 Patch1007:      CVE-2023-45803.patch
+Patch1008:      CVE-2025-8291.patch
 
 BuildRequires:  bzip2-devel
 BuildRequires:  expat-devel >= 2.1.0
@@ -374,6 +375,9 @@ make test TESTOPTS="-x test_multiprocessing_spawn -x test_socket -x test_email"
 %{_libdir}/python%{majmin}/test/*
 
 %changelog
+* Thu Oct 09 2025 Azure Linux Security Servicing Account <azurelinux-security@microsoft.com> - 3.9.19-16
+- Patch for CVE-2025-8291
+
 * Thu Sep 18 2025 Kanishk Bansal <kanbansal@microsoft.com> - 3.9.19-15
 - Patch CVE-2025-8194
 
diff --git a/toolkit/resources/manifests/package/pkggen_core_aarch64.txt b/toolkit/resources/manifests/package/pkggen_core_aarch64.txt
index 3675a87f760..a17a9413847 100644
--- a/toolkit/resources/manifests/package/pkggen_core_aarch64.txt
+++ b/toolkit/resources/manifests/package/pkggen_core_aarch64.txt
@@ -237,10 +237,10 @@ ca-certificates-base-2.0.0-22.cm2.noarch.rpm
 ca-certificates-2.0.0-22.cm2.noarch.rpm
 dwz-0.14-2.cm2.aarch64.rpm
 unzip-6.0-22.cm2.aarch64.rpm
-python3-3.9.19-15.cm2.aarch64.rpm
-python3-devel-3.9.19-15.cm2.aarch64.rpm
-python3-libs-3.9.19-15.cm2.aarch64.rpm
-python3-setuptools-3.9.19-15.cm2.noarch.rpm
+python3-3.9.19-16.cm2.aarch64.rpm
+python3-devel-3.9.19-16.cm2.aarch64.rpm
+python3-libs-3.9.19-16.cm2.aarch64.rpm
+python3-setuptools-3.9.19-16.cm2.noarch.rpm
 python3-pygments-2.4.2-7.cm2.noarch.rpm
 which-2.21-8.cm2.aarch64.rpm
 libselinux-3.2-1.cm2.aarch64.rpm
diff --git a/toolkit/resources/manifests/package/pkggen_core_x86_64.txt b/toolkit/resources/manifests/package/pkggen_core_x86_64.txt
index bde10dbd5c9..e2abef2fcbc 100644
--- a/toolkit/resources/manifests/package/pkggen_core_x86_64.txt
+++ b/toolkit/resources/manifests/package/pkggen_core_x86_64.txt
@@ -237,10 +237,10 @@ ca-certificates-base-2.0.0-22.cm2.noarch.rpm
 ca-certificates-2.0.0-22.cm2.noarch.rpm
 dwz-0.14-2.cm2.x86_64.rpm
 unzip-6.0-22.cm2.x86_64.rpm
-python3-3.9.19-15.cm2.x86_64.rpm
-python3-devel-3.9.19-15.cm2.x86_64.rpm
-python3-libs-3.9.19-15.cm2.x86_64.rpm
-python3-setuptools-3.9.19-15.cm2.noarch.rpm
+python3-3.9.19-16.cm2.x86_64.rpm
+python3-devel-3.9.19-16.cm2.x86_64.rpm
+python3-libs-3.9.19-16.cm2.x86_64.rpm
+python3-setuptools-3.9.19-16.cm2.noarch.rpm
 python3-pygments-2.4.2-7.cm2.noarch.rpm
 which-2.21-8.cm2.x86_64.rpm
 libselinux-3.2-1.cm2.x86_64.rpm
diff --git a/toolkit/resources/manifests/package/toolchain_aarch64.txt b/toolkit/resources/manifests/package/toolchain_aarch64.txt
index f8d3e7f52a6..ce521870e6c 100644
--- a/toolkit/resources/manifests/package/toolchain_aarch64.txt
+++ b/toolkit/resources/manifests/package/toolchain_aarch64.txt
@@ -510,28 +510,28 @@ procps-ng-devel-3.3.17-2.cm2.aarch64.rpm
 procps-ng-lang-3.3.17-2.cm2.aarch64.rpm
 pyproject-rpm-macros-1.0.0~rc1-4.cm2.noarch.rpm
 python-markupsafe-debuginfo-2.1.0-1.cm2.aarch64.rpm
-python3-3.9.19-15.cm2.aarch64.rpm
+python3-3.9.19-16.cm2.aarch64.rpm
 python3-audit-3.0.6-8.cm2.aarch64.rpm
 python3-cracklib-2.9.7-5.cm2.aarch64.rpm
-python3-curses-3.9.19-15.cm2.aarch64.rpm
+python3-curses-3.9.19-16.cm2.aarch64.rpm
 python3-Cython-0.29.33-2.cm2.aarch64.rpm
-python3-debuginfo-3.9.19-15.cm2.aarch64.rpm
-python3-devel-3.9.19-15.cm2.aarch64.rpm
+python3-debuginfo-3.9.19-16.cm2.aarch64.rpm
+python3-devel-3.9.19-16.cm2.aarch64.rpm
 python3-gpg-1.16.0-2.cm2.aarch64.rpm
 python3-jinja2-3.0.3-7.cm2.noarch.rpm
 python3-libcap-ng-0.8.2-2.cm2.aarch64.rpm
-python3-libs-3.9.19-15.cm2.aarch64.rpm
+python3-libs-3.9.19-16.cm2.aarch64.rpm
 python3-libxml2-2.10.4-8.cm2.aarch64.rpm
 python3-lxml-4.9.1-1.cm2.aarch64.rpm
 python3-magic-5.40-3.cm2.noarch.rpm
 python3-markupsafe-2.1.0-1.cm2.aarch64.rpm
 python3-newt-0.52.21-5.cm2.aarch64.rpm
-python3-pip-3.9.19-15.cm2.noarch.rpm
+python3-pip-3.9.19-16.cm2.noarch.rpm
 python3-pygments-2.4.2-7.cm2.noarch.rpm
 python3-rpm-4.18.0-4.cm2.aarch64.rpm
-python3-setuptools-3.9.19-15.cm2.noarch.rpm
-python3-test-3.9.19-15.cm2.aarch64.rpm
-python3-tools-3.9.19-15.cm2.aarch64.rpm
+python3-setuptools-3.9.19-16.cm2.noarch.rpm
+python3-test-3.9.19-16.cm2.aarch64.rpm
+python3-tools-3.9.19-16.cm2.aarch64.rpm
 readline-8.1-1.cm2.aarch64.rpm
 readline-debuginfo-8.1-1.cm2.aarch64.rpm
 readline-devel-8.1-1.cm2.aarch64.rpm
diff --git a/toolkit/resources/manifests/package/toolchain_x86_64.txt b/toolkit/resources/manifests/package/toolchain_x86_64.txt
index cab2e30467b..ee99f41ba92 100644
--- a/toolkit/resources/manifests/package/toolchain_x86_64.txt
+++ b/toolkit/resources/manifests/package/toolchain_x86_64.txt
@@ -516,28 +516,28 @@ procps-ng-devel-3.3.17-2.cm2.x86_64.rpm
 procps-ng-lang-3.3.17-2.cm2.x86_64.rpm
 pyproject-rpm-macros-1.0.0~rc1-4.cm2.noarch.rpm
 python-markupsafe-debuginfo-2.1.0-1.cm2.x86_64.rpm
-python3-3.9.19-15.cm2.x86_64.rpm
+python3-3.9.19-16.cm2.x86_64.rpm
 python3-audit-3.0.6-8.cm2.x86_64.rpm
 python3-cracklib-2.9.7-5.cm2.x86_64.rpm
-python3-curses-3.9.19-15.cm2.x86_64.rpm
+python3-curses-3.9.19-16.cm2.x86_64.rpm
 python3-Cython-0.29.33-2.cm2.x86_64.rpm
-python3-debuginfo-3.9.19-15.cm2.x86_64.rpm
-python3-devel-3.9.19-15.cm2.x86_64.rpm
+python3-debuginfo-3.9.19-16.cm2.x86_64.rpm
+python3-devel-3.9.19-16.cm2.x86_64.rpm
 python3-gpg-1.16.0-2.cm2.x86_64.rpm
 python3-jinja2-3.0.3-7.cm2.noarch.rpm
 python3-libcap-ng-0.8.2-2.cm2.x86_64.rpm
-python3-libs-3.9.19-15.cm2.x86_64.rpm
+python3-libs-3.9.19-16.cm2.x86_64.rpm
 python3-libxml2-2.10.4-8.cm2.x86_64.rpm
 python3-lxml-4.9.1-1.cm2.x86_64.rpm
 python3-magic-5.40-3.cm2.noarch.rpm
 python3-markupsafe-2.1.0-1.cm2.x86_64.rpm
 python3-newt-0.52.21-5.cm2.x86_64.rpm
-python3-pip-3.9.19-15.cm2.noarch.rpm
+python3-pip-3.9.19-16.cm2.noarch.rpm
 python3-pygments-2.4.2-7.cm2.noarch.rpm
 python3-rpm-4.18.0-4.cm2.x86_64.rpm
-python3-setuptools-3.9.19-15.cm2.noarch.rpm
-python3-test-3.9.19-15.cm2.x86_64.rpm
-python3-tools-3.9.19-15.cm2.x86_64.rpm
+python3-setuptools-3.9.19-16.cm2.noarch.rpm
+python3-test-3.9.19-16.cm2.x86_64.rpm
+python3-tools-3.9.19-16.cm2.x86_64.rpm
 readline-8.1-1.cm2.x86_64.rpm
 readline-debuginfo-8.1-1.cm2.x86_64.rpm
 readline-devel-8.1-1.cm2.x86_64.rpm