The structure of leucogenenol

The structure of leucogenenol, a blood cell stimulatory substance has now been determined. The compound forms a number of salts, a monomethyl enol ether, a derived tetra-acetate, and a hexabenzoate. Leucogenenol is hydrolysed to form 1,2-dihydroxy-3-methyl-5-oxocyclohexanecarboxylic acid, 3-hydroxy-3-hydroxymethyl-5-methylcyclohexane-1,2-dione, glycolaldehyde, aminoacetaldehyde and ammonia. This evidence and spectroscopic data indicate that leucogenenol is 2-(1,2-dihydroxy-3-methyl-5-oxocyclohexyl)-3,11-dihydroxy-11-(hydroxymethyl)-9-methyl-1-oxa-5-azaspiro[5,5]undeca-2,4-dien-7-one.