(1):
(a.) Full of care; anxious; solicitous.
(2):
(a.) Taking care; giving good heed; watchful; cautious; provident; not indifferent, heedless, or reckless; - often followed by of, for, or the infinitive; as, careful of money; careful to do right.
(3):
(a.) Filling with care or solicitude; exposing to concern, anxiety, or trouble; painful.