Mater Dolorosa (Our Lady of Sorrows), Italian School, Probably 16th Century

Painting of the Mater Dolorosa (Our Lady of Sorrows), Italian School, Probably 16th Century. Via Bukowski's Auction House.

From Wikipedia:

The Seven Sorrows of Mary are a popular Roman Catholic devotion. In common religious Catholic imagery, the Blessed Virgin Mary is portrayed in a sorrowful and lacrimating affect, with seven daggers piercing her heart, often bleeding. Devotional prayers that consist of meditation began to elaborate on her Seven Sorrows based on the prophecy of Simeon... [Those seven sorrows are]:

The Prophecy of Saint Simeon. (Luke 2:34–35)
The Escape and Flight into Egypt. (Matthew 2:13)
The Loss of the Child Jesus in the Temple of Jerusalem. (Luke 2:43–45)
The Meeting of Mary and Jesus on the Via Dolorosa.
The Crucifixion of Jesus on Mount Calvary. (John 19:25)
The Piercing of the Side of Jesus, and His Descent from the Cross. (Matthew 27:57–59)
The Burial of Jesus by Joseph of Arimathea. (John 19:40–42)