Luke 22:45λύπης
When Jesus rose from prayer and returned to the disciples, He found them asleep, exhausted from sorrow.
John 16:6λύπη
Instead, your hearts are filled with sorrow because I have told you these things.
Romans 9:2λύπη
I have deep sorrow and unceasing anguish in my heart.
2 Corinthians 2:1λύπῃ
So I made up my mind not to make another painful visit to you.
Philippians 2:27λύπην
He was sick indeed, nearly unto death. But God had mercy on him, and not only on him but also on me, to spare me sorrow upon sorrow.
Hebrews 12:11λύπης
No discipline seems enjoyable at the time, but painful. Later on, however, it yields a harvest of righteousness and peace to those who have been trained by it.

Abbott-Smith

λύπη, -ης, ἡ
[in LXX for עֶצֶב and cogn. forms, etc. ;]
pain of body or mind, grief, sorrow: Jhn.16:6, 2Co.2:7; opposite to χαρά, Jhn.16:20, Heb.12:11; ἀπὸ τῆς λ., Luk.22:45; ἐκ λ., 2Co.9:7; ἡ κατὰ θεὸν λ., opposite to ἡ τ. κόσ-μου λ., 2Co.7:10; λ. μοι ἐστιν, Rom.9:2; λ. ἔχω, Jhn.16:21-22; id. before ἀπό, 2Co.2:3; λ. ἐπὶ λ. ἔχω, Php.2:27; ἐν λ. ἐλθεῖν, 2Co.2:1 (to come sad and cause sadness); pl. (cf. Gen.3:16, Pro.15:13, al.), 1Pe.2:19.†
(AS)

Sources: Abbott-Smith’s Manual Greek Lexicon of the New Testament (1922, public domain) and glosses from STEPBible TBESG (CC BY 4.0); STEPBible TAGNT (Greek New Testament, CC BY 4.0); the Berean Standard Bible (public domain). Reformatted by Word Study, wording unchanged. All sources and licenses.