diff --git a/make/autoconf/flags-cflags.m4 b/make/autoconf/flags-cflags.m4
index 2d7732e6c66..b8f81e434f8 100644
--- a/make/autoconf/flags-cflags.m4
+++ b/make/autoconf/flags-cflags.m4
@@ -95,8 +95,24 @@ AC_DEFUN([FLAGS_SETUP_DEBUG_SYMBOLS],
   # info flags for toolchains unless we know they work.
   # See JDK-8207057.
   ASFLAGS_DEBUG_SYMBOLS=""
+
+  # Debug prefix mapping if supported by compiler
+  DEBUG_PREFIX_CFLAGS=
+
   # Debug symbols
   if test "x$TOOLCHAIN_TYPE" = xgcc; then
+    if test "x$ALLOW_ABSOLUTE_PATHS_IN_OUTPUT" = "xfalse"; then
+      # Check if compiler supports -fdebug-prefix-map. If so, use that to make
+      # the debug symbol paths resolve to paths relative to the workspace root.
+      workspace_root_trailing_slash="${WORKSPACE_ROOT%/}/"
+      DEBUG_PREFIX_CFLAGS="-fdebug-prefix-map=${workspace_root_trailing_slash}="
+      FLAGS_COMPILER_CHECK_ARGUMENTS(ARGUMENT: [${DEBUG_PREFIX_CFLAGS}],
+        IF_FALSE: [
+            DEBUG_PREFIX_CFLAGS=
+        ]
+      )
+    fi
+
     CFLAGS_DEBUG_SYMBOLS="-g"
     ASFLAGS_DEBUG_SYMBOLS="-g"
   elif test "x$TOOLCHAIN_TYPE" = xclang; then
@@ -108,6 +124,11 @@ AC_DEFUN([FLAGS_SETUP_DEBUG_SYMBOLS],
     CFLAGS_DEBUG_SYMBOLS="-Z7"
   fi
 
+  if test "x$DEBUG_PREFIX_CFLAGS" != x; then
+    CFLAGS_DEBUG_SYMBOLS="$CFLAGS_DEBUG_SYMBOLS $DEBUG_PREFIX_CFLAGS"
+    ASFLAGS_DEBUG_SYMBOLS="$ASFLAGS_DEBUG_SYMBOLS $DEBUG_PREFIX_CFLAGS"
+  fi
+
   AC_SUBST(CFLAGS_DEBUG_SYMBOLS)
   AC_SUBST(ASFLAGS_DEBUG_SYMBOLS)
 ])
diff --git a/make/common/NativeCompilation.gmk b/make/common/NativeCompilation.gmk
index 1e2b1703d23..433ab6ac038 100644
--- a/make/common/NativeCompilation.gmk
+++ b/make/common/NativeCompilation.gmk
@@ -1,5 +1,5 @@
 #
-# Copyright (c) 2011, 2021, Oracle and/or its affiliates. All rights reserved.
+# Copyright (c) 2011, 2022, Oracle and/or its affiliates. All rights reserved.
 # DO NOT ALTER OR REMOVE COPYRIGHT NOTICES OR THIS FILE HEADER.
 #
 # This code is free software; you can redistribute it and/or modify it
@@ -389,6 +389,12 @@ define SetupCompileNativeFileBody
     $1_OBJ_DEPS := $$($1_SRC_FILE) $$($$($1_BASE)_COMPILE_VARDEPS_FILE) \
         $$($$($1_BASE)_EXTRA_DEPS) $$($1_VARDEPS_FILE)
     $1_COMPILE_OPTIONS := $$($1_FLAGS) $(CC_OUT_OPTION)$$($1_OBJ) $$($1_SRC_FILE)
+    # For reproducible builds with gcc ensure random symbol generation is seeded deterministically
+    ifeq ($(TOOLCHAIN_TYPE), gcc)
+       ifeq ($$(ENABLE_REPRODUCIBLE_BUILD), true)
+         $1_COMPILE_OPTIONS += -frandom-seed="$$($1_FILENAME)"
+       endif
+    endif
 
     $$($1_OBJ_JSON): $$($1_OBJ_DEPS)
 	$$(call WriteCompileCommandsFragment, $$@, $$(PWD), $$($1_SRC_FILE), \
@@ -1143,6 +1149,19 @@ define SetupNativeCompilationBody
       endif
     endif
 
+    # Debuginfo of ASM objects always embeds the absolute object path,
+    # as ASM debuginfo paths do not get prefix mapped.
+    # So for reproducible builds use relative paths to ensure a reproducible
+    # debuginfo and libs, when creating debug symbols.
+    ifeq ($$(ENABLE_REPRODUCIBLE_BUILD), true)
+      ifeq ($(call isTargetOs, linux), true)
+        ifeq ($$($1_COMPILE_WITH_DEBUG_SYMBOLS), true)
+          $1_LINK_OBJS_RELATIVE := true
+          $1_ALL_OBJS_RELATIVE := $$(patsubst $$(OUTPUTDIR)/%, %, $$($1_ALL_OBJS))
+        endif
+      endif
+    endif
+
     $1_TARGET_DEPS := $$($1_ALL_OBJS) $$($1_RES) $$($1_MANIFEST) \
         $$($1_REAL_MAPFILE) $$($1_VARDEPS_FILE)
 
diff --git a/make/hotspot/gensrc/GensrcAdlc.gmk b/make/hotspot/gensrc/GensrcAdlc.gmk
index 73496bc6586..a3969fc6988 100644
--- a/make/hotspot/gensrc/GensrcAdlc.gmk
+++ b/make/hotspot/gensrc/GensrcAdlc.gmk
@@ -58,6 +58,9 @@ ifeq ($(call check-jvm-feature, compiler2), true)
 
   ADLC_CFLAGS += -I$(TOPDIR)/src/hotspot/share
 
+  # Add file macro mappings
+  ADLC_CFLAGS += $(FILE_MACRO_CFLAGS)
+
   $(eval $(call SetupNativeCompilation, BUILD_ADLC, \
       NAME := adlc, \
       TYPE := EXECUTABLE, \
diff --git a/make/jdk/src/classes/build/tools/makezipreproducible/MakeZipReproducible.java b/make/jdk/src/classes/build/tools/makezipreproducible/MakeZipReproducible.java
index 4ea976a8cc5..da5caf0dfc4 100644
--- a/make/jdk/src/classes/build/tools/makezipreproducible/MakeZipReproducible.java
+++ b/make/jdk/src/classes/build/tools/makezipreproducible/MakeZipReproducible.java
@@ -1,5 +1,5 @@
 /*
- * Copyright (c) 2021, Oracle and/or its affiliates. All rights reserved.
+ * Copyright (c) 2021, 2022, Oracle and/or its affiliates. All rights reserved.
  * DO NOT ALTER OR REMOVE COPYRIGHT NOTICES OR THIS FILE HEADER.
  *
  * This code is free software; you can redistribute it and/or modify it
@@ -204,6 +204,10 @@ public class MakeZipReproducible {
             entry.setTimeLocal(timestamp);
         }
 
+        // Ensure "extra" field is not set from original ZipEntry info that may be not deterministic
+        // eg.may contain specific UID/GID
+        entry.setExtra(null);
+
         zos.putNextEntry(entry);
         if (entry.getSize() > 0 && entryInputStream != null) {
             entryInputStream.transferTo(zos);