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rue (v.)

"feel regret," Old English hreowan "make sorry, distress, grieve" (class II strong verb; past tense hreaw, past participle hrowen), from Proto-Germanic *khrewan (source also of Old Frisian riowa, Middle Dutch rouwen, Old Dutch hrewan, German reuen "to sadden, cause repentance"); in part, blended with Old English weak verb hreowian "feel pain or sorrow," and perhaps influenced by Old Norse hryggja "make sad," both from Proto-Germanic *khruwjan, all from PIE root *kreue- (2) "to push, strike" (see anacrusis). Related: Rued; ruing.

rue (n.1)

perennial evergreen shrub, late 14c., from Old French rue (13c.), earlier rude, from Latin ruta "rue," probably from Greek rhyte, of uncertain etymology, originally a Peloponnesian word. The bitter taste of its leaves led to many punning allusions to rue (n.2.).

rue (n.2)

"sorrow, repentance," Old English hreow "grief, repentance, sorrow, regret, penitence," from Proto-Germanic *hrewwo "pain; sadness, regret, repentance" (source also of Frisian rou, Middle Dutch rou, Dutch rouw, Old High German (h)riuwa, German reue), related to the root of rue (v.).

rue (n.3)

French for "street," from Vulgar Latin *ruga (source also of Old Italian ruga, Spanish rua "street in a village"), from Latin ruga, properly "a furrow," then in Medieval Latin "a path, street," (see rugae).

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Definitions of rue from WordNet
1
rue (n.)
European strong-scented perennial herb with grey-green bitter-tasting leaves; an irritant similar to poison ivy;
Synonyms: herb of grace / Ruta graveolens
rue (n.)
leaves sometimes used for flavoring fruit or claret cup but should be used with great caution: can cause irritation like poison ivy;
rue (n.)
sadness associated with some wrong done or some disappointment;
to his rue, the error cost him the game
Synonyms: sorrow / regret / ruefulness
rue (n.)
(French) a street or road in France;
2
rue (v.)
feel remorse for; feel sorry for; be contrite about;
Synonyms: repent / regret
From wordnet.princeton.edu