'Sad' in the Bible

But when the young man heard this, he left grieving and distressed, for he owned much property and had many possessions [which he treasured more than his relationship with God].

Then He said to them, “My soul is deeply grieved, so that I am almost dying of sorrow. Stay here and stay awake and keep watch with Me.”

They began to be grieved and deeply distressed and to say to Him one by one, “Surely not I?”

And He said to them, “My soul is deeply grieved and overwhelmed with sorrow, to the point of death; remain here and keep watch.”

Then Jesus asked them, “What are you discussing with one another as you walk along?” And they stood still, looking brokenhearted.

For if I cause you grief [by a well-deserved rebuke], who then provides me enjoyment but the very one whom I have made sad?