The structure of the hexahydrogenated isoprenoid side-chain menaquinone with nine isoprene units isolated from Actinomadura madurae.

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Abstract
A new menaquinone homolog was isolated from A. madurae. The isolated compound had UV and IR absorption spectra very similar to those of menaquinone. The mass spectrum of the compound showed the molecular ion peak at m/z 790 with the coexistence of 2 intense fragment ion peaks at m/z 225 and 187. However, 2 weak fragment ion peaks were not found at m/z 721 (M-69) and 653 (M-69-68) due to the successive loss of isoprene units. The 1H-NMR spectrum was interpreted. The chromenyl acetate was synthesized from the menaquinone, and was subjected to ozonolysis. The ozonolysis product had a mass spectrum showing ion peaks at m/z 464 (M+), 449 (M-15), 422 (M-42), 407 (M-15-42), 267, and 225. The isolated menaquinone is formulated as 2-methyl-3-II, III, VIII-hexahydromultiprenyl9-1,4-naphthoquinone.

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