| Title:  Gladiolic Acid CAS Registry Number:  478-05-7 CAS Name:  2,3-Diformyl-6-methoxy-5-methylbenzoic acid Additional Names:  4-methoxy-5-methyl-o-phthalaldehyde-3-carboxylic acid Molecular Formula:  C11H10O5 Molecular Weight:  222.19 Percent Composition:  C 59.46%, H 4.54%, O 36.00% Literature References:  Fungistatic antibiotic produced by Penicillium gladioli Machacek:  Brian et al., Nature 157, 697 (1946).  Active only in the form shown; the lactol form, 4-formyl-3-hydroxy-7-methoxy-6-methylphthalide, is inactive.  Structure:  Grove, Biochem. J. 50, 648 (1952); 54, 664 (1953); J. Chem. Soc. 1952, 3345; Raistrick, Ross, Biochem. J. 50, 635 (1952).  Synthesis:  Brown, Newbold, J. Chem. Soc. 1954, 1076. Properties:  Silky needles from water, mp 160°.  pK 4.4.  uv max:  214, 271, 304 nm (e 18500, 6900, 3200).  Sol in hot water. Melting point:  mp 160° pKa:  pK 4.4 Absorption maximum:  uv max:  214, 271, 304 nm (e 18500, 6900, 3200)     Status:  This monograph has been retired and is no longer subject to revision or update.  |