The painting comes from the Florentine church of Santa Maria del Carmine where Filippo Lippi had taken his vows. The artist's training took place in that place, attending the construction site of the Brancacci chapel decorated by a host of Tuscan artists. Among these, the master Masaccio left an indelible imprint on the young friar, clearly recognizable in the spatial construction that characterizes the Madonna of Humility. The composition is dominated by a strong plastic system to which the figures are subjected, arranged to form a sort of pyramid between a narrow strip of garden and the vault of the sky that forms the background. The structure has its focal point in the volume of the Virgin who, seated, holds a sturdy Child in her arms with her eyes turned towards the viewer. Crowned by two groups of wingless angels and some saints of the Dominican order: on the left Angela of Bohemia, on the right Angelo da Licata, who bears the sign of martyrdom on his head, and Alberto of Sicily, who holds a branch of lilies. The 2013 restoration has finally healed the areas compromised due to the transfer of the paint film onto the canvas, after the elimination of the original support on the table. The painting, which arrived in Milan in 1831 with the dowry of Marianna Rinuccini, wife of Giorgio Teodoro Trivulzio, entered the property of the Pinacoteca with the purchase of the collection of Prince Luigi Alberico Trivulzio in 1935.