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Kentucky Derby Highlights In the sixty-eight runnings, 49.25 per cent of the post-time favorites have won. Regret is the only filly to ever triumph in the Kentucky Derby. The Derby has been won by fifty-seven colts, nine geldings and one filly. The longest-priced Derby winner was Donerail, who paid 92 to 1 when he won in 1913. The largest field that ever paraded to the post in the Derby was in 1928 when Reigh Count conquered twenty-one rivals. Sir Barton, Gallant Fox, Burgoo King, Omaha, Bold Venture and Whirlaway are the only horses to date to win both the Derby and the Preakness. The most valuable Derby ever run was the 1941 renewal, won by Whirlaway. The winners share that year amounted to 1,275. Buchanan, winner in 1884, Sir Barton, 1919, and Brokers Tip, 1933, are the only horses who have won the Kentucky Derby as maidens. The Derby fields have averaged ten starters. In the sixty-seven years of its history, a total of 673 horses have striven for the golden honors. The Derby, since its inauguration in 1875, has been run at two distances. Until 1896 it was one and one-half miles. Since then it has been a test of one mile and a quarter. The smallest field numbered three starters. In 1892 it consisted of Azra, Huron and Phil Dwyer. In 1899 Manuel defeated Corsini and Mazo. In 1905 Agile had only Rams Horn and Layson to beat. The fastest Derby run at the longer distance was in 1889 when Spokane won In 2:341/2. Whirlaway set the record for the mile and a quarter in 1941, when he covered the distance in 2:01%. Omar Khayyam was the first and only imported thoroughbred to win the famous classic. While Cavalcade is sometimes referred to as a foreign-bred, he was brought in utero to the Meadowview Farms of F. Wallis Armstrong in New Jersey, and there foaled. Isaac Murphy, the old-time colored rider, and Earl Sande, are the only Jockeys that ever rode three Derby winners. Murphy had the mount on Buchanan, 1884: Riley, 1890, and Kingman, 1891. Sande rode Zev in 1923; Flying Ebony, 1925, and Gallant Fox, 1930. Willie Simms, Winkfield, Johnny Loftus, Albert Johnson and Eddie Arcaro rode two winners. Simms had the leg up on Ben Brush, 1896, and Plaudit, 1898. Wink-fields mounts were His Eminence, 1901, and Alan-a-Dale, 1902. Loftus rode George Smith, 1916, and Sir Barton, 1919. Johnsons winning mounts were Morvich, 1922, and Bubbling Over, 1926. Arcaro rode Lawrin, 1938, and Whirlaway, 1941. Only three Kentucky Derby winners have ever sired a winner of the event. Halma won in 1895. Seven years later his son, Alan-a-Dale, duplicated the feat. Bubbling Over won in 1925. Burgoo King, his son, won in 1932. Gallant Fox won in 1930. Omaha, his son, won in 1935. Virgil and Falsetto are the only sires whose get won three Derbys. Virgil sired Vagrant, who won in 1876; Hindoo, winner in 1881, and Ben Ali, the victor in 1886. Falsetto sired Chant, winner in 1894, His Eminence, who won in 1901, and Sir Huon, conqueror of the field in 1906. Kentucky has produced the majority of winners, forty-six being bred in the Blue Grass state. New Jersey has furnished four, Tennessee three, California three, New York two, Pennsylvania, Alabama, Montana, Missouri, Ohio, Oklahoma, Kansas and Virginia each one, with Omar Khayyam hailing from England. Edward R. Bradley is the only owner with four winners to his credit. Behave Yourself won for him in 1921, Bubbling Over scored in 1926 and then sired Burgoo King, the 1932 winner for Mr. Bradley. Brokers Tip was successful in 1933. The owner of Idle Hour Farm also had the distinction of having furnished the winner and second horse on two occasions: 1921 and 1926. William Woodward Belair Stud won the Derby with Gallant Fox in 1930, then with Omaha, son of Gallant Fox in 1935, and with Johnstown in 1939. Only two owners have the honor of winning the Derby twice — H. P. Whitney won in 1915 with Regret and in 1927 with Whiskery. Azra, in 1892, and Sir Huon, in 1906, carried the colors of George J. Long. There have been five winners bred at Woodburn Stud of A. J. Alexander at Spring Station, Ky. Five winners have been bred at J. E. Maddens Hamburg Place. E. R. Bradleys Idle Hour Farm, in Kentucky, has provided four winners. G. J. Longs Bashford Manor Stud and D. Swigert three, H. P. Whitney, Milton Young, James B. Haggin, W. S. Kilmer and Belair Stud of William Woodward have credit for two each. Longfellow, King Alfonso, Broomstick, The Finn, McGee, Black Toney, Sir Gallahad IH. and St. Germans each number two Derby winners among their progeny. Longfellows winning get were Leonatus, 1883, and Riley, 1890. King Alfonso was the sire of Fonso, 1880, and Joe Cotton, 1885. Broomstick has the unique distinction of having sired the only filly winner, Regret, 1915. Meridian, in 1911, was his first winner. McGee sired Donerail, 1913, and Exterminator, 1916. Zev, 1923, and Flying Ebony, 1925, are sons of The Finn. Black Toney sired Black Gold, 1924, and Brokers Tip, 1933. Gallant Fox, 1930, and Gallahadion, 1940, are representatives of Sir Gallahad HI. St. Germans sired Twenty Grand, 1931, and Bold Venture, 1936.