diff --git a/src/backend/langflow/alembic/versions/5512e39b4012_add_apikey_table.py b/src/backend/langflow/alembic/versions/5512e39b4012_add_apikey_table.py
index 02db82e71..ebf549eda 100644
--- a/src/backend/langflow/alembic/versions/5512e39b4012_add_apikey_table.py
+++ b/src/backend/langflow/alembic/versions/5512e39b4012_add_apikey_table.py
@@ -27,6 +27,9 @@ def upgrade() -> None:
         op.create_table(
             "apikey",
             sa.Column("api_key", sqlmodel.sql.sqltypes.AutoString(), nullable=False),
+            sa.Column(
+                "hashed_api_key", sqlmodel.sql.sqltypes.AutoString(), nullable=False
+            ),
             sa.Column("name", sqlmodel.sql.sqltypes.AutoString(), nullable=False),
             sa.Column("create_at", sa.DateTime(), nullable=False),
             sa.Column("last_used_at", sa.DateTime(), nullable=True),
diff --git a/src/backend/langflow/alembic/versions/6384181fb7e8_update_api_key.py b/src/backend/langflow/alembic/versions/6384181fb7e8_update_api_key.py
new file mode 100644
index 000000000..6b5f30ca6
--- /dev/null
+++ b/src/backend/langflow/alembic/versions/6384181fb7e8_update_api_key.py
@@ -0,0 +1,54 @@
+"""Update API key
+
+Revision ID: 6384181fb7e8
+Revises: d3749cf7ac7e
+Create Date: 2023-08-25 20:00:22.889883
+
+"""
+from typing import Sequence, Union
+
+from alembic import op
+import sqlalchemy as sa
+import sqlmodel
+import contextlib
+
+# revision identifiers, used by Alembic.
+revision: str = "6384181fb7e8"
+down_revision: Union[str, None] = "d3749cf7ac7e"
+branch_labels: Union[str, Sequence[str], None] = None
+depends_on: Union[str, Sequence[str], None] = None
+
+
+def upgrade() -> None:
+    # ### commands auto generated by Alembic - please adjust! ###
+    with contextlib.suppress(sa.exc.OperationalError):
+        op.add_column(
+            "apikey",
+            sa.Column(
+                "hashed_api_key", sqlmodel.sql.sqltypes.AutoString(), nullable=False
+            ),
+        )
+        op.alter_column("apikey", "name", existing_type=sa.VARCHAR(), nullable=True)
+        op.create_index(
+            op.f("ix_apikey_hashed_api_key"), "apikey", ["hashed_api_key"], unique=False
+        )
+        op.create_index(op.f("ix_apikey_name"), "apikey", ["name"], unique=False)
+        op.create_foreign_key(None, "apikey", "user", ["user_id"], ["id"])
+    with contextlib.suppress(sa.exc.OperationalError):
+        op.alter_column(
+            "flow", "user_id", existing_type=sa.CHAR(length=32), nullable=False
+        )
+        op.create_foreign_key(None, "flow", "user", ["user_id"], ["id"])
+    # ### end Alembic commands ###
+
+
+def downgrade() -> None:
+    # ### commands auto generated by Alembic - please adjust! ###
+    op.drop_constraint(None, "flow", type_="foreignkey")
+    op.alter_column("flow", "user_id", existing_type=sa.CHAR(length=32), nullable=True)
+    op.drop_constraint(None, "apikey", type_="foreignkey")
+    op.drop_index(op.f("ix_apikey_name"), table_name="apikey")
+    op.drop_index(op.f("ix_apikey_hashed_api_key"), table_name="apikey")
+    op.alter_column("apikey", "name", existing_type=sa.VARCHAR(), nullable=False)
+    op.drop_column("apikey", "hashed_api_key")
+    # ### end Alembic commands ###
diff --git a/src/backend/langflow/api/v1/api_key.py b/src/backend/langflow/api/v1/api_key.py
index df2d3e420..81b5d976f 100644
--- a/src/backend/langflow/api/v1/api_key.py
+++ b/src/backend/langflow/api/v1/api_key.py
@@ -58,4 +58,4 @@ def delete_api_key_route(
         delete_api_key(db, api_key_id)
         return {"detail": "API Key deleted"}
     except Exception as e:
-        raise HTTPException(status_code=400, detail=str(e))
+        raise HTTPException(status_code=400, detail=str(e)) from e