diff --git a/deps/zlib/google/zip_reader.cc b/deps/zlib/google/zip_reader.cc
index 002a1e3ed01d35..7b5b28967cfbb9 100644
--- a/deps/zlib/google/zip_reader.cc
+++ b/deps/zlib/google/zip_reader.cc
@@ -16,6 +16,7 @@
 #include "base/files/file.h"
 #include "base/files/file_util.h"
 #include "base/functional/bind.h"
+#include "base/i18n/i18n_constants.h"
 #include "base/i18n/icu_string_conversions.h"
 #include "base/logging.h"
 #include "base/numerics/safe_conversions.h"
@@ -307,25 +308,63 @@ bool ZipReader::OpenEntry() {
   DCHECK(path_in_zip[info.size_filename] == '\0');
   entry_.path_in_original_encoding = path_in_zip.data();
 
+    const char* const configured_encoding =
+      encoding_.empty() ? base::kCodepageUTF8 : encoding_.c_str();
+  const char* entry_path_encoding = configured_encoding;
+  bool physical_path_is_directory = false;
+  bool physical_path_is_unsafe = false;
+
+  // If an Info-ZIP Unicode Path Extra Field is present, the physical Central
+  // Directory path is about to be overridden. Decode and normalize it now into
+  // `entry_.physical_path` so consumers (e.g. Safe Browsing) can still see the
+  // name that other tools (e.g. Windows Explorer) would use for extraction.
   if (info.size_utf8_filename > 0) {
+    std::u16string physical_path_in_utf16;
+    if (!base::CodepageToUTF16(entry_.path_in_original_encoding,
+                               configured_encoding,
+                               base::OnStringConversionError::SUBSTITUTE,
+                               &physical_path_in_utf16)) {
+      LOG(ERROR) << "Cannot convert path from encoding " << configured_encoding;
+      return false;
+    }
+    // Normalize() stores the normalized result in entry_.path; copy it before
+    // applying the Unicode Path Extra Field below.
+    Normalize(physical_path_in_utf16);
+    entry_.physical_path = entry_.path;
+    physical_path_is_directory = entry_.is_directory;
+    physical_path_is_unsafe = entry_.is_unsafe;
+
     // Use the Info-ZIP Unicode Path Extra Field if present.
     DCHECK(info.utf8_filename[info.size_utf8_filename] == '\0');
     entry_.path_in_original_encoding = info.utf8_filename;
+    entry_path_encoding = base::kCodepageUTF8;
   }
 
   // Convert path from original encoding to Unicode.
   std::u16string path_in_utf16;
-  const char* const encoding = encoding_.empty() ? "UTF-8" : encoding_.c_str();
-  if (!base::CodepageToUTF16(entry_.path_in_original_encoding, encoding,
+  if (!base::CodepageToUTF16(entry_.path_in_original_encoding,
+                             entry_path_encoding,
                              base::OnStringConversionError::SUBSTITUTE,
                              &path_in_utf16)) {
-    LOG(ERROR) << "Cannot convert path from encoding " << encoding;
+    LOG(ERROR) << "Cannot convert path from encoding " << entry_path_encoding;
     return false;
   }
 
   // Normalize path.
   Normalize(path_in_utf16);
 
+  if (info.size_utf8_filename > 0) {
+    // Treat an entry as a directory only if both names are directories;
+    // otherwise callers that analyze file entries should inspect it as a file.
+    entry_.is_directory = entry_.is_directory && physical_path_is_directory;
+    // Treat an entry as unsafe if either name is unsafe.
+    entry_.is_unsafe = entry_.is_unsafe || physical_path_is_unsafe;
+  } else {
+    // In the common case (no Unicode Path Extra Field) the physical path
+    // matches the effective path.
+    entry_.physical_path = entry_.path;
+  }
+
   entry_.original_size = info.uncompressed_size;
 
   // The file content of this entry is encrypted if flag bit 0 is set.
diff --git a/deps/zlib/google/zip_reader.h b/deps/zlib/google/zip_reader.h
index 8bc4a21d27c344..af7536149f6fd4 100644
--- a/deps/zlib/google/zip_reader.h
+++ b/deps/zlib/google/zip_reader.h
@@ -130,6 +130,11 @@ class ZipReader {
     // ./a      -> DOT/a
     base::FilePath path;
 
+    // Physical path from the ZIP Central Directory, before applying the
+    // Info-ZIP Unicode Path Extra Field. This is converted and normalized in
+    // the same way as `path`.
+    base::FilePath physical_path;
+
     // Size of the original uncompressed file, or 0 if the entry is a directory.
     // This value should not be trusted, because it is stored as metadata in the
     // ZIP archive and can be different from the real uncompressed size.
diff --git a/deps/zlib/google/zip_reader_unittest.cc b/deps/zlib/google/zip_reader_unittest.cc
index 3de65688b7e18e..578539ffbf7616 100644
--- a/deps/zlib/google/zip_reader_unittest.cc
+++ b/deps/zlib/google/zip_reader_unittest.cc
@@ -998,6 +998,123 @@ TEST_F(ZipReaderTest, WrongFilenameLength) {
   reader.Next();
 }
 
+TEST_F(ZipReaderTest, UnicodePathExtraFieldPreservesPhysicalPath) {
+  static const char test_data[] = {
+      0x50, 0x4b, 0x03, 0x04, 0x0a, 0x03, 0x00, 0x00, 0x00, 0x00, 0xd0, 0x71,
+      0x91, 0x4e, 0x11, 0x2c, 0xf9, 0x51, 0x09, 0x00, 0x00, 0x00, 0x09, 0x00,
+      0x00, 0x00, 0x0b, 0x00, 0x00, 0x00, 0x6d, 0x61, 0x6c, 0x77, 0x61, 0x72,
+      0x65, 0x2e, 0x65, 0x78, 0x65, 0x54, 0x65, 0x73, 0x74, 0x20, 0x64, 0x61,
+      0x74, 0x61, 0x50, 0x4b, 0x01, 0x02, 0x3f, 0x03, 0x0a, 0x03, 0x00, 0x00,
+      0x00, 0x00, 0xd0, 0x71, 0x91, 0x4e, 0x11, 0x2c, 0xf9, 0x51, 0x09, 0x00,
+      0x00, 0x00, 0x09, 0x00, 0x00, 0x00, 0x0b, 0x00, 0x15, 0x00, 0x00, 0x00,
+      0x00, 0x00, 0x00, 0x00, 0x20, 0x80, 0xc9, 0x81, 0x00, 0x00, 0x00, 0x00,
+      0x6d, 0x61, 0x6c, 0x77, 0x61, 0x72, 0x65, 0x2e, 0x65, 0x78, 0x65, 0x75,
+      0x70, 0x11, 0x00, 0x01, 0xed, 0x4b, 0x16, 0x3c, 0x64, 0x6f, 0x77, 0x6e,
+      0x6c, 0x6f, 0x61, 0x64, 0x2e, 0x74, 0x78, 0x74, 0x50, 0x4b, 0x05, 0x06,
+      0x00, 0x00, 0x00, 0x00, 0x01, 0x00, 0x01, 0x00, 0x4e, 0x00, 0x00, 0x00,
+      0x32, 0x00, 0x00, 0x00, 0x00, 0x00};
+
+  std::string test_string(test_data, sizeof(test_data));
+  ZipReader reader;
+  ASSERT_TRUE(reader.OpenFromString(test_string));
+  const ZipReader::Entry* entry = reader.Next();
+  ASSERT_TRUE(entry);
+  // The Unicode Path Extra Field overrides the Central Directory filename,
+  // but the original physical path is preserved separately. `is_unsafe` tracks
+  // path traversal safety, not whether the filename looks executable.
+  EXPECT_EQ(base::FilePath::FromUTF8Unsafe("download.txt"), entry->path);
+  EXPECT_EQ(base::FilePath::FromUTF8Unsafe("malware.exe"),
+            entry->physical_path);
+  EXPECT_FALSE(entry->is_directory);
+  EXPECT_FALSE(entry->is_unsafe);
+}
+
+TEST_F(ZipReaderTest, UnicodePathExtraFieldUsesUtf8WithConfiguredEncoding) {
+  static constexpr uint8_t test_data[] = {
+      0x50, 0x4b, 0x03, 0x04, 0x0a, 0x03, 0x00, 0x00, 0x00, 0x00, 0xd0, 0x71,
+      0x91, 0x4e, 0x11, 0x2c, 0xf9, 0x51, 0x09, 0x00, 0x00, 0x00, 0x09, 0x00,
+      0x00, 0x00, 0x0b, 0x00, 0x00, 0x00, 0x6d, 0x61, 0x6c, 0x77, 0x61, 0x72,
+      0x65, 0x2e, 0x65, 0x78, 0x65, 0x54, 0x65, 0x73, 0x74, 0x20, 0x64, 0x61,
+      0x74, 0x61, 0x50, 0x4b, 0x01, 0x02, 0x3f, 0x03, 0x0a, 0x03, 0x00, 0x00,
+      0x00, 0x00, 0xd0, 0x71, 0x91, 0x4e, 0x11, 0x2c, 0xf9, 0x51, 0x09, 0x00,
+      0x00, 0x00, 0x09, 0x00, 0x00, 0x00, 0x0b, 0x00, 0x15, 0x00, 0x00, 0x00,
+      0x00, 0x00, 0x00, 0x00, 0x20, 0x80, 0xc9, 0x81, 0x00, 0x00, 0x00, 0x00,
+      0x6d, 0x61, 0x6c, 0x77, 0x61, 0x72, 0x65, 0x2e, 0x65, 0x78, 0x65, 0x75,
+      0x70, 0x11, 0x00, 0x01, 0xed, 0x4b, 0x16, 0x3c, 0x72, 0xc3, 0xa9, 0x73,
+      0x75, 0x6d, 0xc3, 0xa9, 0x2e, 0x74, 0x78, 0x74, 0x50, 0x4b, 0x05, 0x06,
+      0x00, 0x00, 0x00, 0x00, 0x01, 0x00, 0x01, 0x00, 0x4e, 0x00, 0x00, 0x00,
+      0x32, 0x00, 0x00, 0x00, 0x00, 0x00};
+
+  std::string test_string(reinterpret_cast<const char*>(test_data),
+                          sizeof(test_data));
+  ZipReader reader;
+  ASSERT_TRUE(reader.OpenFromString(test_string));
+  reader.SetEncoding("windows-1252");
+  const ZipReader::Entry* entry = reader.Next();
+  ASSERT_TRUE(entry);
+  EXPECT_EQ(base::FilePath::FromUTF8Unsafe("résumé.txt"), entry->path);
+  EXPECT_EQ(base::FilePath::FromUTF8Unsafe("malware.exe"),
+            entry->physical_path);
+}
+
+TEST_F(ZipReaderTest, UnicodePathExtraFieldFileIfEitherPathIsFile) {
+  static const char test_data[] = {
+      0x50, 0x4b, 0x03, 0x04, 0x0a, 0x03, 0x00, 0x00, 0x00, 0x00, 0xd0, 0x71,
+      0x91, 0x4e, 0x11, 0x2c, 0xf9, 0x51, 0x09, 0x00, 0x00, 0x00, 0x09, 0x00,
+      0x00, 0x00, 0x0c, 0x00, 0x00, 0x00, 0x6d, 0x61, 0x6c, 0x77, 0x61, 0x72,
+      0x65, 0x2e, 0x65, 0x78, 0x65, 0x2f, 0x54, 0x65, 0x73, 0x74, 0x20, 0x64,
+      0x61, 0x74, 0x61, 0x50, 0x4b, 0x01, 0x02, 0x3f, 0x03, 0x0a, 0x03, 0x00,
+      0x00, 0x00, 0x00, 0xd0, 0x71, 0x91, 0x4e, 0x11, 0x2c, 0xf9, 0x51, 0x09,
+      0x00, 0x00, 0x00, 0x09, 0x00, 0x00, 0x00, 0x0c, 0x00, 0x14, 0x00, 0x00,
+      0x00, 0x00, 0x00, 0x00, 0x00, 0x20, 0x80, 0xc9, 0x81, 0x00, 0x00, 0x00,
+      0x00, 0x6d, 0x61, 0x6c, 0x77, 0x61, 0x72, 0x65, 0x2e, 0x65, 0x78, 0x65,
+      0x2f, 0x75, 0x70, 0x10, 0x00, 0x01, 0x5a, 0x5a, 0x54, 0xa7, 0x6d, 0x61,
+      0x6c, 0x77, 0x61, 0x72, 0x65, 0x2e, 0x65, 0x78, 0x65, 0x50, 0x4b, 0x05,
+      0x06, 0x00, 0x00, 0x00, 0x00, 0x01, 0x00, 0x01, 0x00, 0x4e, 0x00, 0x00,
+      0x00, 0x33, 0x00, 0x00, 0x00, 0x00, 0x00};
+
+  std::string test_string(test_data, sizeof(test_data));
+  ZipReader reader;
+  ASSERT_TRUE(reader.OpenFromString(test_string));
+  const ZipReader::Entry* entry = reader.Next();
+  ASSERT_TRUE(entry);
+  EXPECT_EQ(base::FilePath::FromUTF8Unsafe("malware.exe"), entry->path);
+  EXPECT_EQ(base::FilePath::FromUTF8Unsafe("malware.exe/"),
+            entry->physical_path);
+  EXPECT_FALSE(entry->is_directory);
+  EXPECT_FALSE(entry->is_unsafe);
+}
+
+TEST_F(ZipReaderTest, UnicodePathExtraFieldPreservesUnsafePhysicalPath) {
+  static const char test_data[] = {
+      0x50, 0x4b, 0x03, 0x04, 0x0a, 0x03, 0x00, 0x00, 0x00, 0x00, 0xd0, 0x71,
+      0x91, 0x4e, 0x11, 0x2c, 0xf9, 0x51, 0x09, 0x00, 0x00, 0x00, 0x09, 0x00,
+        0x00, 0x00, 0x0e, 0x00, 0x00, 0x00, 0x6d, 0x61, 0x6c,
+        0x77, 0x61, 0x72, 0x65, 0x2e, 0x65, 0x78, 0x65, 0x2f,
+        0x2e, 0x2e, 0x54, 0x65, 0x73, 0x74,
+      0x20, 0x64, 0x61, 0x74, 0x61, 0x50, 0x4b, 0x01, 0x02, 0x3f, 0x03, 0x0a,
+      0x03, 0x00, 0x00, 0x00, 0x00, 0xd0, 0x71, 0x91, 0x4e, 0x11, 0x2c, 0xf9,
+      0x51, 0x09, 0x00, 0x00, 0x00, 0x09, 0x00, 0x00, 0x00, 0x0e, 0x00, 0x15,
+      0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x00, 0x20, 0x80, 0xc9, 0x81, 0x00,
+        0x00, 0x00, 0x00, 0x6d, 0x61, 0x6c, 0x77, 0x61, 0x72,
+        0x65, 0x2e, 0x65, 0x78, 0x65, 0x2f, 0x2e, 0x2e, 0x75,
+        0x70, 0x11, 0x00, 0x01, 0x7c, 0xbc, 0xe2, 0x5d, 0x64,
+        0x6f, 0x77, 0x6e, 0x6c, 0x6f, 0x61, 0x64, 0x2e, 0x74,
+      0x78, 0x74, 0x50, 0x4b, 0x05, 0x06, 0x00, 0x00, 0x00, 0x00, 0x01, 0x00,
+      0x01, 0x00, 0x51, 0x00, 0x00, 0x00, 0x35, 0x00, 0x00, 0x00, 0x00, 0x00};
+
+  std::string test_string(test_data, sizeof(test_data));
+  ZipReader reader;
+  ASSERT_TRUE(reader.OpenFromString(test_string));
+  const ZipReader::Entry* entry = reader.Next();
+  ASSERT_TRUE(entry);
+  EXPECT_EQ(base::FilePath::FromUTF8Unsafe("download.txt"), entry->path);
+  EXPECT_EQ(base::FilePath::FromUTF8Unsafe("malware.exe/UP"),
+            entry->physical_path);
+  EXPECT_FALSE(entry->is_directory);
+  EXPECT_TRUE(entry->is_unsafe);
+}
+
 class FileWriterDelegateTest : public ::testing::Test {
  protected:
   void SetUp() override {
diff --git a/src/zlib_version.h b/src/zlib_version.h
index a258bd21a55dc8..302282a2027e04 100644
--- a/src/zlib_version.h
+++ b/src/zlib_version.h
@@ -2,5 +2,5 @@
 // Refer to tools/dep_updaters/update-zlib.sh
 #ifndef SRC_ZLIB_VERSION_H_
 #define SRC_ZLIB_VERSION_H_
-#define ZLIB_VERSION "1.3.2.1-motley-8b3aa8a"
+#define ZLIB_VERSION "1.3.2.1-motley-42c2f19"
 #endif  // SRC_ZLIB_VERSION_H_