diff --git a/hibernate-core/src/test/java/org/hibernate/orm/test/mapping/manytomany/ManyToManyOrderByJoinedInheritanceTest.java b/hibernate-core/src/test/java/org/hibernate/orm/test/mapping/manytomany/ManyToManyOrderByJoinedInheritanceTest.java
new file mode 100644
index 0000000000..abf2337d0f
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+++ b/hibernate-core/src/test/java/org/hibernate/orm/test/mapping/manytomany/ManyToManyOrderByJoinedInheritanceTest.java
@@ -0,0 +1,106 @@
+/*
+ * Hibernate, Relational Persistence for Idiomatic Java
+ *
+ * License: GNU Lesser General Public License (LGPL), version 2.1 or later
+ * See the lgpl.txt file in the root directory or http://www.gnu.org/licenses/lgpl-2.1.html
+ */
+package org.hibernate.orm.test.mapping.manytomany;
+
+import java.util.HashSet;
+import java.util.List;
+import java.util.Set;
+
+import org.hibernate.testing.orm.junit.DomainModel;
+import org.hibernate.testing.orm.junit.Jira;
+import org.hibernate.testing.orm.junit.SessionFactory;
+import org.hibernate.testing.orm.junit.SessionFactoryScope;
+import org.junit.jupiter.api.Test;
+
+import jakarta.persistence.Entity;
+import jakarta.persistence.GeneratedValue;
+import jakarta.persistence.Id;
+import jakarta.persistence.Inheritance;
+import jakarta.persistence.InheritanceType;
+import jakarta.persistence.JoinColumn;
+import jakarta.persistence.JoinTable;
+import jakarta.persistence.ManyToMany;
+import jakarta.persistence.MappedSuperclass;
+import jakarta.persistence.OrderBy;
+import jakarta.persistence.Table;
+
+import static org.assertj.core.api.Assertions.assertThat;
+
+/**
+ * @author Marco Belladelli
+ */
+@SessionFactory
+@DomainModel( annotatedClasses = {
+		ManyToManyOrderByJoinedInheritanceTest.BaseEntity.class,
+		ManyToManyOrderByJoinedInheritanceTest.AnimalBase.class,
+		ManyToManyOrderByJoinedInheritanceTest.Animal.class,
+		ManyToManyOrderByJoinedInheritanceTest.Dog.class,
+		ManyToManyOrderByJoinedInheritanceTest.Human.class,
+} )
+@Jira( "https://hibernate.atlassian.net/browse/HHH-16837" )
+public class ManyToManyOrderByJoinedInheritanceTest {
+	@Test
+	public void testLeftJoinFetch(SessionFactoryScope scope) {
+		scope.inTransaction( session -> {
+			final List<Human> resultList = session.createQuery(
+					"select h from Human h left join fetch h.pets",
+					Human.class
+			).getResultList();
+			assertThat( resultList ).isNotNull();
+		} );
+	}
+
+	@Test
+	public void testLeftJoin(SessionFactoryScope scope) {
+		scope.inTransaction( session -> {
+			final List<Human> resultList = session.createQuery(
+					"select h from Human h left join h.pets",
+					Human.class
+			).getResultList();
+			assertThat( resultList ).isNotNull();
+		} );
+	}
+
+	@MappedSuperclass
+	public abstract static class BaseEntity {
+		@Id
+		@GeneratedValue
+		protected Long id;
+	}
+
+	@MappedSuperclass
+	public abstract static class AnimalBase extends BaseEntity {
+		protected String name;
+		protected String species;
+	}
+
+	@Entity( name = "Animal" )
+	@Inheritance( strategy = InheritanceType.JOINED )
+	@Table( name = "animals" )
+	public static class Animal extends AnimalBase {
+		private transient String unrelatedThing;
+	}
+
+	@Entity( name = "Dog" )
+	@Table( name = "dogs" )
+	public static class Dog extends Animal {
+		private int barkIntensity;
+	}
+
+	@Entity( name = "Human" )
+	@Table( name = "humans" )
+	public static class Human extends BaseEntity {
+		private String humanName;
+
+		@ManyToMany
+		@OrderBy( "name" )
+		@JoinTable( name = "human_pet",
+				inverseJoinColumns = @JoinColumn( name = "pet_id", referencedColumnName = "id" ),
+				joinColumns = @JoinColumn( name = "human_id", referencedColumnName = "id" ) )
+		private Set<Dog> pets = new HashSet<>();
+	}
+}