diff --git a/pkg/planner/core/integration_test.go b/pkg/planner/core/integration_test.go
index 47b6e227a0f05..acf17621e0cf0 100644
--- a/pkg/planner/core/integration_test.go
+++ b/pkg/planner/core/integration_test.go
@@ -2809,3 +2809,20 @@ func TestIssue48257(t *testing.T) {
 		"└─TableFullScan 1.00 cop[tikv] table:t1 keep order:false",
 	))
 }
+
+func TestNestedVirtualGeneratedColumnUpdate(t *testing.T) {
+	store := testkit.CreateMockStore(t)
+	tk := testkit.NewTestKit(t, store)
+	tk.MustExec("use test")
+
+	tk.MustExec("CREATE TABLE test1 (\ncol1 bigint(20) NOT NULL ,\ncol2 varchar(36) NOT NULL ,\ncol3 int(11) DEFAULT NULL ,\ncol4 varchar(36) NOT NULL ,\ncol5 varchar(255) DEFAULT NULL ,\nmodify_time bigint(20) DEFAULT NULL,\ncreate_time bigint(20) DEFAULT NULL,\ncol6 json DEFAULT NULL ,\n" +
+		"col7 json DEFAULT NULL ," +
+		"col8 json GENERATED ALWAYS AS (json_merge_patch(ifnull(col6, _utf8mb4\"{}\"), ifnull(col7, _utf8mb4\"{}\"))) STORED," +
+		"col9 varchar(36) GENERATED ALWAYS AS (left(json_unquote(json_extract(col8, _utf8mb4\"$.col9[0]\")), 36)) VIRTUAL," +
+		"col10 varchar(30) GENERATED ALWAYS AS (left(json_unquote(json_extract(col8, _utf8mb4\"$.col10\")), 30)) VIRTUAL," +
+		"KEY dev_idx1 (col10)) " +
+		"ENGINE=InnoDB DEFAULT CHARSET=utf8 COLLATE=utf8_bin;")
+	tk.MustExec("INSERT INTO test1 VALUES (-100000000, \"123459789332\", 1, \"123459789332\", \"BBBBB\", 1675871896, 1675871896, '{\"col10\": \"CCCCC\",\"col9\": [\"ABCDEFG\"]}', NULL, DEFAULT, DEFAULT, DEFAULT);\n")
+	tk.MustExec("UPDATE test1 SET col7 = '{\"col10\":\"DDDDD\",\"col9\":[\"abcdefg\"]}';\n")
+	tk.MustExec("DELETE FROM test1 WHERE col1 < 0;\n")
+}
diff --git a/pkg/planner/core/logical_plan_builder.go b/pkg/planner/core/logical_plan_builder.go
index 54ea6b4f654f0..9155f0e21d990 100644
--- a/pkg/planner/core/logical_plan_builder.go
+++ b/pkg/planner/core/logical_plan_builder.go
@@ -6426,6 +6426,9 @@ func (b *PlanBuilder) buildUpdateLists(ctx context.Context, tableList []*ast.Tab
 					break
 				}
 			}
+			if isModified {
+				dependentColumnsModified[col.UniqueID] = true
+			}
 			// skip unmodified generated columns
 			if !isModified {
 				continue