diff --git a/bitnami/appsmith/2/debian-12/Dockerfile b/bitnami/appsmith/2/debian-12/Dockerfile
index 759a58e0d813..c2596745899a 100644
--- a/bitnami/appsmith/2/debian-12/Dockerfile
+++ b/bitnami/appsmith/2/debian-12/Dockerfile
@@ -3,11 +3,11 @@
 
 FROM docker.io/bitnami/minideb:bookworm
 
-ARG DOWNLOADS_URL="downloads.bitnami.com/files/stacksmith"
+ARG DOWNLOADS_URL="https://downloads.bitnami.com/files/stacksmith"
 ARG TARGETARCH
 
 LABEL org.opencontainers.image.base.name="docker.io/bitnami/minideb:bookworm" \
-      org.opencontainers.image.created="2026-06-03T10:57:36Z" \
+      org.opencontainers.image.created="2026-06-10T21:07:36Z" \
       org.opencontainers.image.description="Application packaged by Broadcom, Inc." \
       org.opencontainers.image.documentation="https://github.com/bitnami/containers/tree/main/bitnami/appsmith/README.md" \
       org.opencontainers.image.source="https://github.com/bitnami/containers/tree/main/bitnami/appsmith" \
@@ -28,17 +28,17 @@ RUN --mount=type=secret,id=downloads_url,env=SECRET_DOWNLOADS_URL \
     DOWNLOADS_URL=${SECRET_DOWNLOADS_URL:-${DOWNLOADS_URL}} ; \
     mkdir -p /tmp/bitnami/pkg/cache/ ; cd /tmp/bitnami/pkg/cache/ || exit 1 ; \
     COMPONENTS=( \
-      "render-template-1.0.9-166-linux-${OS_ARCH}-debian-12" \
-      "python-3.14.5-2-linux-${OS_ARCH}-debian-12" \
+      "render-template-1.0.9-167-linux-${OS_ARCH}-debian-12" \
+      "python-3.14.6-0-linux-${OS_ARCH}-debian-12" \
       "node-24.16.0-0-linux-${OS_ARCH}-debian-12" \
-      "nginx-1.31.1-0-linux-${OS_ARCH}-debian-12" \
+      "nginx-1.31.1-1-linux-${OS_ARCH}-debian-12" \
       "mongodb-shell-2.8.3-0-linux-${OS_ARCH}-debian-12" \
       "jre-25.0.3-11-1-linux-${OS_ARCH}-debian-12" \
-      "appsmith-2.1.0-0-linux-${OS_ARCH}-debian-12" \
+      "appsmith-2.1.0-1-linux-${OS_ARCH}-debian-12" \
     ) ; \
     for COMPONENT in "${COMPONENTS[@]}"; do \
       if [ ! -f "${COMPONENT}.tar.gz" ]; then \
-        curl -SsLf "https://${DOWNLOADS_URL}/${COMPONENT}.tar.gz" -O ; \
+        curl -SsLf "${DOWNLOADS_URL}/${COMPONENT}.tar.gz" -O ; \
       fi ; \
       sha256sum -c "/opt/bitnami/checksums/${COMPONENT}.tar.gz.sha256" ; \
       tar -zxf "${COMPONENT}.tar.gz" -C /opt/bitnami --strip-components=2 --no-same-owner ; \
@@ -55,7 +55,7 @@ RUN /opt/bitnami/scripts/nginx/postunpack.sh
 RUN /opt/bitnami/scripts/appsmith/postunpack.sh
 ENV APP_VERSION="2.1.0" \
     BITNAMI_APP_NAME="appsmith" \
-    IMAGE_REVISION="0" \
+    IMAGE_REVISION="1" \
     NGINX_HTTPS_PORT_NUMBER="" \
     NGINX_HTTP_PORT_NUMBER="" \
     PATH="/opt/bitnami/common/bin:/opt/bitnami/python/bin:/opt/bitnami/node/bin:/opt/bitnami/nginx/sbin:/opt/bitnami/mongodb/bin:/opt/bitnami/java/bin:$PATH"
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/appsmith-2.1.0-0-linux-amd64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/appsmith-2.1.0-0-linux-amd64-debian-12.tar.gz.sha256
deleted file mode 100644
index c791ca5c127f..000000000000
--- a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/appsmith-2.1.0-0-linux-amd64-debian-12.tar.gz.sha256
+++ /dev/null
@@ -1 +0,0 @@
-07370ba1908b2b40fdd4d8cfd4815dd509b845af55c4f05c0f28ab2b777d0253  appsmith-2.1.0-0-linux-amd64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/appsmith-2.1.0-0-linux-arm64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/appsmith-2.1.0-0-linux-arm64-debian-12.tar.gz.sha256
deleted file mode 100644
index f3d623a482cc..000000000000
--- a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/appsmith-2.1.0-0-linux-arm64-debian-12.tar.gz.sha256
+++ /dev/null
@@ -1 +0,0 @@
-253dee83a55faec1213a4a38771361d2d23eff75b9410795ab8cf25e3945564b  appsmith-2.1.0-0-linux-arm64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/appsmith-2.1.0-1-linux-amd64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/appsmith-2.1.0-1-linux-amd64-debian-12.tar.gz.sha256
new file mode 100644
index 000000000000..d58ad06ee6ec
--- /dev/null
+++ b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/appsmith-2.1.0-1-linux-amd64-debian-12.tar.gz.sha256
@@ -0,0 +1 @@
+92b5f2508df3d5196b8317bb15076bbc3c2f1414559489f2ab4d38fec01245f4  appsmith-2.1.0-1-linux-amd64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/appsmith-2.1.0-1-linux-arm64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/appsmith-2.1.0-1-linux-arm64-debian-12.tar.gz.sha256
new file mode 100644
index 000000000000..171887caaae5
--- /dev/null
+++ b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/appsmith-2.1.0-1-linux-arm64-debian-12.tar.gz.sha256
@@ -0,0 +1 @@
+55cdabeb1b9bb6d46eecb55fe4ac7e2f0cc78bc13528caa1eb67088ffb1dd6a1  appsmith-2.1.0-1-linux-arm64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/nginx-1.31.1-0-linux-amd64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/nginx-1.31.1-0-linux-amd64-debian-12.tar.gz.sha256
deleted file mode 100644
index 5942f97ff88f..000000000000
--- a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/nginx-1.31.1-0-linux-amd64-debian-12.tar.gz.sha256
+++ /dev/null
@@ -1 +0,0 @@
-8cf73a152d7bd8d905e1d95c20f606b6906927e08a20c851ecc86beba7999e43  nginx-1.31.1-0-linux-amd64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/nginx-1.31.1-0-linux-arm64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/nginx-1.31.1-0-linux-arm64-debian-12.tar.gz.sha256
deleted file mode 100644
index cde862a02c7d..000000000000
--- a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/nginx-1.31.1-0-linux-arm64-debian-12.tar.gz.sha256
+++ /dev/null
@@ -1 +0,0 @@
-e3cbff22912e1de7ac81c3604900e5c1c83cc0be025211bb2a00f382923f4d12  nginx-1.31.1-0-linux-arm64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/nginx-1.31.1-1-linux-amd64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/nginx-1.31.1-1-linux-amd64-debian-12.tar.gz.sha256
new file mode 100644
index 000000000000..578584691823
--- /dev/null
+++ b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/nginx-1.31.1-1-linux-amd64-debian-12.tar.gz.sha256
@@ -0,0 +1 @@
+5bb44dde300969ec4c2b84453e64a6f14a095e2e651841bff27c049bd74e3b95  nginx-1.31.1-1-linux-amd64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/nginx-1.31.1-1-linux-arm64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/nginx-1.31.1-1-linux-arm64-debian-12.tar.gz.sha256
new file mode 100644
index 000000000000..97c96cb61009
--- /dev/null
+++ b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/nginx-1.31.1-1-linux-arm64-debian-12.tar.gz.sha256
@@ -0,0 +1 @@
+c6dd41ec7b6c712d298b315382963ac5a560b8c2ba5ea5c18fc8925ac70f2a35  nginx-1.31.1-1-linux-arm64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/python-3.14.5-2-linux-amd64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/python-3.14.5-2-linux-amd64-debian-12.tar.gz.sha256
deleted file mode 100644
index 5a6ff85bb43e..000000000000
--- a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/python-3.14.5-2-linux-amd64-debian-12.tar.gz.sha256
+++ /dev/null
@@ -1 +0,0 @@
-873f755a79e805bb950da235f991af2edbe89c23dad4b13cd33b089e4f1b7ff6  python-3.14.5-2-linux-amd64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/python-3.14.5-2-linux-arm64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/python-3.14.5-2-linux-arm64-debian-12.tar.gz.sha256
deleted file mode 100644
index 6c3f3de285fd..000000000000
--- a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/python-3.14.5-2-linux-arm64-debian-12.tar.gz.sha256
+++ /dev/null
@@ -1 +0,0 @@
-be023b204af7213748a2bae639e1eec89ce42238b376d68d6262ad364f49c1d3  python-3.14.5-2-linux-arm64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/python-3.14.6-0-linux-amd64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/python-3.14.6-0-linux-amd64-debian-12.tar.gz.sha256
new file mode 100644
index 000000000000..79f77f604787
--- /dev/null
+++ b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/python-3.14.6-0-linux-amd64-debian-12.tar.gz.sha256
@@ -0,0 +1 @@
+1a97bb83a7ce1648bde3baf4195826f674fadf488c877c1164a7b2a269a08f80  python-3.14.6-0-linux-amd64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/python-3.14.6-0-linux-arm64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/python-3.14.6-0-linux-arm64-debian-12.tar.gz.sha256
new file mode 100644
index 000000000000..f26dbaecdb8b
--- /dev/null
+++ b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/python-3.14.6-0-linux-arm64-debian-12.tar.gz.sha256
@@ -0,0 +1 @@
+a3da86d328f00168c968287172d2434e56f65b766804199e3e6082a51361dc2f  python-3.14.6-0-linux-arm64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/render-template-1.0.9-166-linux-amd64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/render-template-1.0.9-166-linux-amd64-debian-12.tar.gz.sha256
deleted file mode 100644
index 09a2ab4133ea..000000000000
--- a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/render-template-1.0.9-166-linux-amd64-debian-12.tar.gz.sha256
+++ /dev/null
@@ -1 +0,0 @@
-e2467be27e79a387c78b8ef3a57ceaa07bea65009972571f20dcf58631656e0b  render-template-1.0.9-166-linux-amd64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/render-template-1.0.9-166-linux-arm64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/render-template-1.0.9-166-linux-arm64-debian-12.tar.gz.sha256
deleted file mode 100644
index 25ae43b180a6..000000000000
--- a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/render-template-1.0.9-166-linux-arm64-debian-12.tar.gz.sha256
+++ /dev/null
@@ -1 +0,0 @@
-c2c7634c5c0882d2dbd822744f6b5bdb074a07a1abf710c67e1206f1c20b8afa  render-template-1.0.9-166-linux-arm64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/render-template-1.0.9-167-linux-amd64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/render-template-1.0.9-167-linux-amd64-debian-12.tar.gz.sha256
new file mode 100644
index 000000000000..5678e3bf679f
--- /dev/null
+++ b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/render-template-1.0.9-167-linux-amd64-debian-12.tar.gz.sha256
@@ -0,0 +1 @@
+f311b56146985169ff7d24083cbb4786b68f3f668707ec04901b54b91bec4d98  render-template-1.0.9-167-linux-amd64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/render-template-1.0.9-167-linux-arm64-debian-12.tar.gz.sha256 b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/render-template-1.0.9-167-linux-arm64-debian-12.tar.gz.sha256
new file mode 100644
index 000000000000..8b1c3ffbce03
--- /dev/null
+++ b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/checksums/render-template-1.0.9-167-linux-arm64-debian-12.tar.gz.sha256
@@ -0,0 +1 @@
+0904d2f41140fa1f027ab31e6303d5f648a71b9ab241510a69188f7970d59c02  render-template-1.0.9-167-linux-arm64-debian-12.tar.gz
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/scripts/libos.sh b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/scripts/libos.sh
index 9d908c48579b..2d3c3bdb5f4a 100644
--- a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/scripts/libos.sh
+++ b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/scripts/libos.sh
@@ -170,7 +170,7 @@ ensure_user_exists() {
     if [[ -n "$home" ]]; then
         mkdir -p "$home"
         usermod -d "$home" "$user" >/dev/null 2>&1
-        configure_permissions_ownership "$home" -d "775" -f "664" -u "$user" -g "$group"
+        configure_permissions_ownership "$home" -d "775" -f "664" -u "$user" -g "$group" -n
     fi
 }
 
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/scripts/libvalidations.sh b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/scripts/libvalidations.sh
index bbd31b26bb2c..3a996383cfab 100644
--- a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/scripts/libvalidations.sh
+++ b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/scripts/libvalidations.sh
@@ -20,7 +20,7 @@
 #########################
 is_int() {
     local -r int="${1:?missing value}"
-    if [[ "$int" =~ ^-?[0-9]+ ]]; then
+    if [[ "$int" =~ ^-?[0-9]+$ ]]; then
         true
     else
         false
diff --git a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/scripts/libversion.sh b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/scripts/libversion.sh
index f0d5a5cd3389..770861ecedcd 100644
--- a/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/scripts/libversion.sh
+++ b/bitnami/appsmith/2/debian-12/prebuildfs/opt/bitnami/scripts/libversion.sh
@@ -49,3 +49,36 @@ get_sematic_version () {
         fi
     fi
 }
+
+########################
+# Compares two semantic versions
+# Arguments:
+#   $1 - version1: first version to compare
+#   $2 - version2: second version to compare
+# Returns:
+#   -1 if version1 is less than version2
+#   0 if version1 is equal to version2
+#   1 if version1 is greater than version2
+#########################
+compare_semantic_versions() {
+    local version1="${1:?version1 is required}"
+    local version2="${2:?version2 is required}"
+    local major1 major2 minor1 minor2 patch1 patch2
+
+    major1="$(get_sematic_version "$version1" 1)"
+    major2="$(get_sematic_version "$version2" 1)"
+    minor1="$(get_sematic_version "$version1" 2)"
+    minor2="$(get_sematic_version "$version2" 2)"
+    patch1="$(get_sematic_version "$version1" 3)"
+    patch2="$(get_sematic_version "$version2" 3)"
+
+    if [[ "$major1" -eq "$major2" ]] && [[ "$minor1" -eq "$minor2" ]] && [[ "$patch1" -eq "$patch2" ]]; then
+        echo "0"
+    elif [[ "$major1" -lt "$major2" ]] ||
+      { [[ "$major1" -eq "$major2" ]] && [[ "$minor1" -lt "$minor2" ]]; } ||
+      { [[ "$major1" -eq "$major2" ]] && [[ "$minor1" -eq "$minor2" ]] && [[ "$patch1" -lt "$patch2" ]]; }; then
+        echo "-1"
+    else
+        echo "1"
+    fi
+}
diff --git a/bitnami/appsmith/2/debian-12/rootfs/opt/bitnami/scripts/libnginx.sh b/bitnami/appsmith/2/debian-12/rootfs/opt/bitnami/scripts/libnginx.sh
index 80dceff58cfd..f3f033515cc0 100644
--- a/bitnami/appsmith/2/debian-12/rootfs/opt/bitnami/scripts/libnginx.sh
+++ b/bitnami/appsmith/2/debian-12/rootfs/opt/bitnami/scripts/libnginx.sh
@@ -588,14 +588,15 @@ nginx_update_app_configuration() {
     rename_conf_file() {
         local -r origin="$1"
         local -r destination="$2"
-        if is_file_writable "$origin" && is_file_writable "$destination"; then
-            warn "Could not rename server block file '${origin}' to '${destination}' due to lack of permissions."
-        else
-            mv "$origin" "$destination"
+        if ! is_file_writable "$origin" || ! is_file_writable "$destination"; then
+            warn "Could not rename server block file '${origin}' to '${destination}': lack of permissions."
+            return 1
         fi
+        mv "$origin" "$destination"
     }
-    is_boolean_yes "$disable_http" && [[ -e "$http_server_block" ]] && rename_conf_file "${http_server_block}${disable_suffix}" "$http_server_block"
-    is_boolean_yes "$disable_https" && [[ -e "$https_server_block" ]] && rename_conf_file "${https_server_block}${disable_suffix}" "$https_server_block"
+    local -r disable_suffix=".disabled"
+    is_boolean_yes "$disable_http" && [[ -e "$http_server_block" ]] && rename_conf_file "${http_server_block}" "${http_server_block}${disable_suffix}"
+    is_boolean_yes "$disable_https" && [[ -e "$https_server_block" ]] && rename_conf_file "$https_server_block" "${https_server_block}${disable_suffix}"
     is_boolean_yes "$enable_http" && [[ -e "${http_server_block}${disable_suffix}" ]] && rename_conf_file "${http_server_block}${disable_suffix}" "$http_server_block"
     is_boolean_yes "$enable_https" && [[ -e "${https_server_block}${disable_suffix}" ]] && rename_conf_file "${https_server_block}${disable_suffix}" "$https_server_block"
     # Update only configuration files without the '.disabled' suffix