Structural Formula Vector Image
Title: Fumigatin
CAS Registry Number: 484-89-9
CAS Name: 3-Hydroxy-2-methoxy-5-methyl-2,5-cyclohexadiene-1,4-dione
Additional Names: 3-hydroxy-2-methoxy-5-methyl-p-benzoquinone; 6-hydroxy-5-methoxy-p-toluquinone; 3-hydroxy-4-methoxy-2,5-toluquinone
Molecular Formula: C8H8O4
Molecular Weight: 168.15
Percent Composition: C 57.14%, H 4.80%, O 38.06%
Literature References: Fungal toxin with antibiotic properties isolated from metabolism soln of Aspergillus fumigatus Fres: Anslow, Raistrick, Biochem. J. 32, 687 (1938); Waksman, Geiger, J. Bacteriol. 47, 391 (1944). Synthesis: Baker, Raistrick, J. Chem. Soc. 1941, 670; Posternak, Ruelius, Helv. Chim. Acta 26, 2045 (1943); Seshadri, Venkatasubramanian, J. Chem. Soc. 1959, 1660. Biosynthesis: Pettersson, Acta Chem. Scand. 17, 1323 (1963); Simonart, Verachtert, Bull. Soc. Chim. Biol. 49, 543 (1967). Formation and polarographic assay: J. Lafond-Grellety et al., Ann. Microbiol. 129B, 3 (1978). Review: Wilson, "Miscellaneous Aspergillus Toxins," in Microbial Toxins vol. VI, A. Ciegler et al., Eds. (Academic Press, New York, 1971) p 281.
Properties: Maroon-colored needles or hexagonal plates from petr ether, mp 116°. Sublimes in vacuo. Volatile with steam. Sparingly sol in water, petr ether; freely sol in acetone, ether, chloroform, benzene, ethyl acetate, alcohol.
Melting point: mp 116°

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