10,10a-Dihydroxy-7-methoxy-2,2-dimethyl-5-(2-methylprop-1-en-1-yl)-1,10,10a,14,14a,15b-hexahydro-5H,12H-3,4-dioxa-5a,11a,15a-triazacyclooct[lm]indeno[5,6-b]fluorene-11,15(2H,13H)-dione

Abstract

The title compound, C27H33N3O7, isolated from the marine-derived fungus Aspergillus sydowi and also known as verruculogen, contains six fused rings. The indole portion of the mol­ecule adopts a planar conformation with a maximum deviation of 0.022 (2) A. The six-membered ring with one N atom has a half-chair conformation, the six-membered ring with two N atoms has a boat conformation and the terminal five-membered ring has an envelope conformation. There is an intra­molecular hydrogen bond between a hydroxyl group and a carbonyl O atom. Further O—H⋯O hydrogen bonds link the mol­ecules, forming a one-dimensional chain extending along the a axis.