10053. Wortmannin

Nomenclature

CAS number: 19545-26-7
(1S,6bR,9aS,11R,11bR)-11-(Acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-3H-furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione.
C23H24O8; mol wt 428.43.
C 64.48%, H 5.65%, O 29.88%.

Description and references

Antifungal antibiotic from Penicillium wortmanni Klocker: Brian et al., Trans. Br. Mycol. Soc. 40, 365 (1957). Similar to viridin, q.v. Structure: MacMillan et al., Chem. Commun. 1968, 613; eidem, J. Chem. Soc. Perkin Trans. 1 1972, 2898. Absolute stereochemistry: Petcher et al., Chem. Commun. 1972, 1061; MacMillan et al., ibid. 1063.

Chemical structure

Properties

Neutral solid, mp 240°. Unstable in aq solns pH 3-8.