12-08902. Spinulosin [Archived]

Nomenclature

CAS number: 85-23-4
2,5-Dihydroxy-3-methoxy-6-methyl-2,5-cyclohexadiene-1,4-dione; 2,5-dihydroxy-3-methoxy-6-methyl-p-benzoquinone; 3,6-dihydroxy-5-methoxy-p-toluquinone; 3,6-dihydroxy-4-methoxy-2,5-toluquinone; hydroxyfumigatin.
C8H8O5; mol wt 184.15.
C 52.18%, H 4.38%, O 43.44%.

Description and references

Metabolic product of the fungi Penicillium spinulosum Thom. and Aspergillus fumigatus Fres.: Birckinshaw, Raistrick, Philos. Trans. R. Soc. London B220, 245 (1931); Anslow, Raistrick, Biochem. J. 32, 2288 (1938); Pettersson, Acta Chem. Scand. 17, 1771 (1963). Structure: Aulin, Erdtman, Sven. Kem. Tidskr. 49, 208 (1937). Synthesis: Anslow, Raistrick, Biochem. J. 32, 803 (1938). Biosynthesis: Pettersson, Acta Chem. Scand. 19, 1016 (1965).

Chemical structure

Properties

Purple-black crystals, mp 202°. Slightly sol in cold water; more sol in hot water; sol in dil NaOH soln giving a purple soln with a bluish hue.

Status

This monograph has been retired and is no longer subject to revision or update.