Lilly Family from Shelby County Kentucky

I am looking for information on John Lilly who married an Ann Powell on 28 Jan 1819 in Shelby County.

Ann Powell was a widow with two children at the time, one being Ludwell L Powell age 15. She also had 3 slaves.

John Sr. died in September 1844 in St. Louis, St. Louis County, Missouri.

John had 3 children that I know of, John Jr, Pleasant and David R Lilly. David R Lilly was born in Kentucky around 1798 and died in Missouri before 1844. I’m not sure if David’s brothers were younger or older than him.

David R married Ruth Ann Lewis April 11, 1820 in Shelbyville, Shelby, Kentucky.

David R and Ruth Ann had six children that I can account for:

John Pleasant Lilly 1821-1897
Benjamin Franklin Lilly 1830-1883 my great grandfather
Sara Jane Elizabeth Lilly Nichols 1832-before 1860
Mary Ann Lilly Arnold 1834-?
David W Lilly 1836-1912
Francis Marion Lilly 1840-1912

John Sr is my 3rd great grandfather and David R is my 2nd great grandfather. I have documentation for all the information I have listed.

Any information on this Lilly family of Shelby County would be much appreciated.