Structural Formula Vector Image
Title: Erdin
CAS Registry Number: 26891-81-6
CAS Name: 5,7-Dichloro-4-hydroxy-6¢-methoxy-6-methyl-3,4¢-dioxospiro[benzofuran-2(3H),1¢-[2,5]cyclohexadiene]-2¢-carboxylic acid
Additional Names: dl-erdin
Molecular Formula: C16H10Cl2O7
Molecular Weight: 385.15
Percent Composition: C 49.90%, H 2.62%, Cl 18.41%, O 29.08%
Literature References: Chlorine containing fungal metabolite isolated from Aspergillus terreus Thom, as the racemate, together with geodin: H. Raistrick, G. Smith, Biochem. J. 30, 1315 (1936). Characterization and structure of erdin and geodin: P. W. Clutterbuck et al., ibid. 31, 1089 (1937); C. T. Calam et al., ibid. 33, 579 (1939); eidem, ibid. 41, 458 (1947); D. H. Barton, A. I. Scott, J. Chem. Soc. 1958, 1767. Biosynthesis of geodin: Rhodes et al., Chem. Ind. (London) 1962, 611.
Properties: Needles, mp 210-212°. uv max: 284 nm (e 21000).
Melting point: mp 210-212°
Absorption maximum: uv max: 284 nm (e 21000)
Derivative Type: (+)-Form
CAS Registry Number: 3405-51-4
Properties: Prisms from chloroform + light petr, mp 210-212°. [a]D +149° (c = 0.41 in dioxane). uv max: 284 nm (e 21000). Reacts as dibasic acid, dec slowly in presence of alkali. Solubilities of erdin are closely similar to those of geodin except that it is only very slightly sol in chloroform.
Melting point: mp 210-212°
Optical Rotation: [a]D +149° (c = 0.41 in dioxane)
Absorption maximum: uv max: 284 nm (e 21000)
Derivative Type: (+)-Form methyl ester
CAS Registry Number: 427-63-4
Additional Names: Geodin
Molecular Formula: C17H12Cl2O7
Molecular Weight: 399.18
Percent Composition: C 51.15%, H 3.03%, Cl 17.76%, O 28.06%
Properties: Prisms from chloroform + ether, mp 228-231°. [a]D +140° (c = 0.8). uv max: 284 nm (e 19000). Practically insol in water, petr ether. Very sparingly sol in benzene, ether; somewhat more sol in alc, ethyl acetate; readily sol in chloroform, acetone, dioxane.
Melting point: mp 228-231°
Optical Rotation: [a]D +140° (c = 0.8)
Absorption maximum: uv max: 284 nm (e 19000)
Status: This monograph has been retired and is no longer subject to revision or update.

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