diff --git a/executor/test/writetest/write_test.go b/executor/test/writetest/write_test.go
index 92c271de0a1dd..7561c3e054f57 100644
--- a/executor/test/writetest/write_test.go
+++ b/executor/test/writetest/write_test.go
@@ -3551,3 +3551,14 @@ func TestMutipleReplaceAndInsertInOneSession(t *testing.T) {
 
 	tk2.MustQuery("select * from t_securities").Sort().Check(testkit.Rows("1 1 2 7", "2 7 1 7", "3 8 1 7", "8 9 1 7"))
 }
+
+func TestHandleColumnWithOnUpdateCurrentTimestamp(t *testing.T) {
+	// Test https://github.com/pingcap/tidb/issues/44565
+	store := testkit.CreateMockStore(t)
+	tk := testkit.NewTestKit(t, store)
+	tk.MustExec("use test")
+	tk.MustExec("create table t (a timestamp on update current_timestamp(0), b int, primary key (a) clustered, key idx (a))")
+	tk.MustExec("insert into t values ('2023-06-11 10:00:00', 1)")
+	tk.MustExec("update t force index(primary) set b = 10 where a = '2023-06-11 10:00:00'")
+	tk.MustExec("admin check table t")
+}
diff --git a/executor/write.go b/executor/write.go
index 2ff925194c96f..82d5cd25f7a4d 100644
--- a/executor/write.go
+++ b/executor/write.go
@@ -147,6 +147,14 @@ func updateRecord(ctx context.Context, sctx sessionctx.Context, h kv.Handle, old
 			if v, err := expression.GetTimeValue(sctx, strings.ToUpper(ast.CurrentTimestamp), col.GetType(), col.GetDecimal(), nil); err == nil {
 				newData[i] = v
 				modified[i] = true
+				// Only TIMESTAMP and DATETIME columns can be automatically updated, so it cannot be PKIsHandle.
+				// Ref: https://dev.mysql.com/doc/refman/8.0/en/timestamp-initialization.html
+				if col.IsPKHandleColumn(t.Meta()) {
+					return false, errors.Errorf("on-update-now column should never be pk-is-handle")
+				}
+				if col.IsCommonHandleColumn(t.Meta()) {
+					handleChanged = true
+				}
 			} else {
 				return false, err
 			}