Pfizer Inc. (NYSE: PFE) is a well-oiled acquisition machine, with at least 107 announced acquisitions since 1998. Including yesterday’s announcement of its $160 billion deal for Irish drug maker Allergan plc (NYSE: AGN), the largest-ever health care transaction, Pfizer has spent more than $461 billion on those 107 deals. Thirteen of those disclosed prices of $1 billion or more. Here are the five biggest deals announced.

Company AcquiredDatePrice
Allergan plcNovember 23, 2014$160 billion
Warner-Lambert CompanyNovember 4, 1999$114 billion
Wyeth, Inc. January 26, 2009$68 billion
Pharmacia CorporationJuly 15, 2002$56 billion
Hospira, Inc. February 5, 2015$17 billion