Question

Mycomycin is a naturally occurring antibiotic produced by the fungus Nocardia acidophilus.The molecular formula of the substance is ${\mathit{C}}_{\mathbf{13}}{\mathit{H}}_{\mathbf{10}}{\mathit{O}}_{\mathbf{2}}$, and its systematic name is$\mathbf{3}\mathbf{,}\mathbf{5}\mathbf{,}\mathbf{7}\mathbf{,}\mathbf{8}\mathbf{-}\mathit{t}\mathit{r}\mathit{i}\mathit{d}\mathit{e}\mathit{c}\mathit{a}\mathit{t}\mathit{e}\mathit{t}\mathit{r}\mathit{a}\mathit{e}\mathit{n}\mathit{e}\mathbf{-}\mathbf{10}\mathbf{,}\mathbf{12}\mathbf{-}\mathit{d}\mathit{i}\mathit{y}\mathit{n}\mathit{o}\mathit{i}\mathit{c}$acid. Draw the structure of mycomycin.

Short answer

The molecular structure of “$3,5,7,8-tridecatetraene-10,12-diynoicacid$” is presented in the solution.

Step-by-step solution

Presence of mycomycin

To convert the given compound’s name. We will abide by the IUPAC rules:

By observing the given name “$3,5,7,8-tridecatetraene-10,12-diynoic$”

one would recognize the root “trideca” and conclude that the longest carbon chain shall consist of carbon 13 atoms.

Structure of mycomycin

By “3,5,7,8-“and “-tetraene” one would conclude that at the third, fifth, seventh, and eighth carbon atom there shall be a double bond.

By “10,12-diyn” that at the tenth and twelfth carbon atom shall be a triple bond.

And by suffix “oic acid” one would conclude that there would be a carboxylic group at the first carbon atom since with that group there would be the largest branching.

Therefore, the molecular structure of “$3,5,7,8-tridecatetraene-10,12-diynoic$” is presented in the solution.