diff --git a/rq/job.py b/rq/job.py
index 188d47b..fa895fe 100644
--- a/rq/job.py
+++ b/rq/job.py
@@ -20,7 +20,7 @@ from redis import WatchError
 
 from rq.compat import as_text, decode_redis_hash, string_types
 from .connections import resolve_connection
-from .exceptions import DeserializationError, NoSuchJobError
+from .exceptions import DeserializationError, InvalidJobOperation, NoSuchJobError
 from .local import LocalStack
 from .serializers import resolve_serializer
 from .utils import (get_version, import_attribute, parse_timeout, str_to_date,
@@ -690,6 +690,8 @@ class Job:
         Same pipelining behavior as Queue.enqueue_dependents on whether or not a pipeline is passed in.
         """
 
+        if self.is_canceled:
+            raise InvalidJobOperation("Cannot cancel already canceled job: {}".format(self.get_id()))
         from .registry import CanceledJobRegistry
         from .queue import Queue
         pipe = pipeline or self.connection.pipeline()
@@ -706,7 +708,10 @@ class Job:
                     if pipeline is None:
                         pipe.watch(self.dependents_key)
                     q.enqueue_dependents(self, pipeline=pipeline)
-                q.remove(self, pipeline=pipe)
+                self._remove_from_registries(
+                    pipeline=pipe,
+                    remove_from_queue=True
+                )
 
                 self.set_status(JobStatus.CANCELED, pipeline=pipe)
 
@@ -733,13 +738,7 @@ class Job:
         """Requeues job."""
         return self.failed_job_registry.requeue(self)
 
-    def delete(self, pipeline=None, remove_from_queue=True,
-               delete_dependents=False):
-        """Cancels the job and deletes the job hash from Redis. Jobs depending
-        on this job can optionally be deleted as well."""
-
-        connection = pipeline if pipeline is not None else self.connection
-
+    def _remove_from_registries(self, pipeline=None, remove_from_queue=True):
         if remove_from_queue:
             from .queue import Queue
             q = Queue(name=self.origin, connection=self.connection, serializer=self.serializer)
@@ -787,6 +786,15 @@ class Job:
                                            serializer=self.serializer)
             registry.remove(self, pipeline=pipeline)
 
+    def delete(self, pipeline=None, remove_from_queue=True,
+               delete_dependents=False):
+        """Cancels the job and deletes the job hash from Redis. Jobs depending
+        on this job can optionally be deleted as well."""
+
+        connection = pipeline if pipeline is not None else self.connection
+
+        self._remove_from_registries(pipeline=pipeline, remove_from_queue=True)
+
         if delete_dependents:
             self.delete_dependents(pipeline=pipeline)
 
diff --git a/tests/test_job.py b/tests/test_job.py
index 291e439..185c5ec 100644
--- a/tests/test_job.py
+++ b/tests/test_job.py
@@ -10,7 +10,7 @@ from datetime import datetime, timedelta
 from redis import WatchError
 
 from rq.compat import as_text
-from rq.exceptions import DeserializationError, NoSuchJobError
+from rq.exceptions import DeserializationError, InvalidJobOperation, NoSuchJobError
 from rq.job import Job, JobStatus, cancel_job, get_current_job
 from rq.queue import Queue
 from rq.registry import (CanceledJobRegistry, DeferredJobRegistry, FailedJobRegistry,
@@ -812,6 +812,27 @@ class TestJob(RQTestCase):
         job.delete()
         self.assertNotIn(job, registry)
 
+    def test_create_and_cancel_job_fails_already_canceled(self):
+        """Ensure job.cancel() fails on already canceld job"""
+        queue = Queue(connection=self.testconn)
+        job = queue.enqueue(fixtures.say_hello, job_id='fake_job_id')
+        self.assertEqual(1, len(queue.get_jobs()))
+
+        # First cancel should be fine
+        cancel_job(job.id)
+        self.assertEqual(0, len(queue.get_jobs()))
+        registry = CanceledJobRegistry(connection=self.testconn, queue=queue)
+        self.assertIn(job, registry)
+        self.assertEqual(job.get_status(), JobStatus.CANCELED)
+
+        # Second cancel should fail
+        self.assertRaisesRegex(
+            InvalidJobOperation,
+            r'Cannot cancel already canceled job: fake_job_id',
+            cancel_job,
+            job.id
+        )
+
     def test_create_and_cancel_job_enqueue_dependents(self):
         """Ensure job.cancel() works properly with enqueue_dependents=True"""
         queue = Queue(connection=self.testconn)
@@ -832,6 +853,38 @@ class TestJob(RQTestCase):
         dependency.delete()
         self.assertNotIn(dependency, registry)
 
+    def test_create_and_cancel_job_enqueue_dependents_in_registry(self):
+        """Ensure job.cancel() works properly with enqueue_dependents=True and when the job is in a registry"""
+        queue = Queue(connection=self.testconn)
+        dependency = queue.enqueue(fixtures.raise_exc)
+        dependent = queue.enqueue(fixtures.say_hello, depends_on=dependency)
+
+        self.assertEqual(1, len(queue.get_jobs()))
+        self.assertEqual(1, len(queue.deferred_job_registry))
+        w = Worker([queue])
+        w.work(burst=True, max_jobs=1)
+        dependency.refresh()
+        dependent.refresh()
+        self.assertEqual(0, len(queue.get_jobs()))
+        self.assertEqual(1, len(queue.deferred_job_registry))
+        self.assertEqual(1, len(queue.failed_job_registry))
+        cancel_job(dependency.id, enqueue_dependents=True)
+        dependency.refresh()
+        dependent.refresh()
+        self.assertEqual(1, len(queue.get_jobs()))
+        self.assertEqual(0, len(queue.deferred_job_registry))
+        self.assertEqual(0, len(queue.failed_job_registry))
+        self.assertEqual(1, len(queue.canceled_job_registry))
+        registry = CanceledJobRegistry(connection=self.testconn, queue=queue)
+        self.assertIn(dependency, registry)
+        self.assertEqual(dependency.get_status(), JobStatus.CANCELED)
+        self.assertNotIn(dependency, queue.failed_job_registry)
+        self.assertIn(dependent, queue.get_jobs())
+        self.assertEqual(dependent.get_status(), JobStatus.QUEUED)
+        # If job is deleted, it's also removed from CanceledJobRegistry
+        dependency.delete()
+        self.assertNotIn(dependency, registry)
+
     def test_create_and_cancel_job_enqueue_dependents_with_pipeline(self):
         """Ensure job.cancel() works properly with enqueue_dependents=True"""
         queue = Queue(connection=self.testconn)