Cephalonic Acid

Title: Cephalonic Acid
CAS Registry Number: 18456-04-7
CAS Name: 8-Hydroxy-5-oxoophiobola-3,6,19-trien-25-oic acid
Additional Names: ophiobolin D
Molecular Formula: C25H36O4
Molecular Weight: 400.55
Percent Composition: C 74.96%, H 9.06%, O 15.98%
Literature References: Minor antibiotic metabolite produced by Cephalosporium caerulens. Exhibits weak activity against Staphylococcus aureus. Isolation, structure elucidation and physical data: Itai et al., Tetrahedron Lett. 1967, 4111; Nozoe et al., ibid. 4113. Crystal structure: Itai et al., Acta Crystallogr. 25B, 872 (1969). Synthetic studies on related compounds: P. C. Dutta, T. K. Das, Synth. Commun. 6, 253 (1976); W. G. Dauben, D. S. Hart, J. Org. Chem. 42, 922 (1977); R. K. Boeckman et al., ibid. 3630.
Properties: Solid, mp 139°. [a]D +76.2° (c = 0.54 in chloroform). uv max: 259 nm (e 11700).
Melting point: mp 139°
Optical Rotation: [a]D +76.2° (c = 0.54 in chloroform)
Absorption maximum: uv max: 259 nm (e 11700)
Cephalonium Cephaloridine Cephalosporin C Cephalosporin P1 Cephamycins