diff --git a/changelog.md b/changelog.md
index 146ef43e..b0c1abaa 100644
--- a/changelog.md
+++ b/changelog.md
@@ -10,6 +10,7 @@ Bug Fixes
 --------
 * Reduce duplicated `--checkup` output.
 * Handle errors generating completions on stored procedures.
+* Fix whitespace/inline comments breaking destructive `UPDATE … WHERE` statement detection.
 
 
 Internal
diff --git a/mycli/packages/parseutils.py b/mycli/packages/parseutils.py
index 17df81d8..9833f8cb 100644
--- a/mycli/packages/parseutils.py
+++ b/mycli/packages/parseutils.py
@@ -359,10 +359,11 @@ def query_has_where_clause(query: str) -> bool:
 # todo: handle "UPDATE LOW_PRIORITY" and "UPDATE IGNORE"
 def query_is_single_table_update(query: str) -> bool:
     """Check if a query is a simple single-table UPDATE."""
-    cleaned_query = sqlparse.format(query, strip_comments=True)
-    if not cleaned_query:
+    cleaned_query_for_parsing_only = sqlparse.format(query, strip_comments=True)
+    cleaned_query_for_parsing_only = re.sub(r'\s+', ' ', cleaned_query_for_parsing_only)
+    if not cleaned_query_for_parsing_only:
         return False
-    parsed = sqlparse.parse(cleaned_query)
+    parsed = sqlparse.parse(cleaned_query_for_parsing_only)
     if not parsed:
         return False
     statement = parsed[0]
diff --git a/test/test_parseutils.py b/test/test_parseutils.py
index aa0b4632..cbdb790a 100644
--- a/test/test_parseutils.py
+++ b/test/test_parseutils.py
@@ -157,6 +157,11 @@ def test_is_destructive_update_with_where_clause():
     assert is_destructive(["update"], sql) is False
 
 
+def test_is_destructive_update_with_where_clause_and_comment():
+    sql = "use test;\nshow databases;\nUPDATE /* inline comment */ test SET x = 1 WHERE id = 1;"
+    assert is_destructive(["update"], sql) is False
+
+
 def test_is_destructive_update_multiple_tables_with_where_clause():
     sql = "use test;\nshow databases;\nUPDATE test, foo SET x = 1 WHERE id = 1;"
     assert is_destructive(["update"], sql) is True