6533b853fe1ef96bd12ad6ea

RESEARCH PRODUCT

(-)-(5S,8S,9R,10S,13R,14R)-15,16-Dideoxy-16,17-epoxy-16-oxospongian-15-yl acetate.

Alexander J. BlakeMaria J. Gil-gimenoMiguel A. González

subject

chemistry.chemical_classificationchemistryStereochemistryvisual_artvisual_art.visual_art_mediumGeneral MedicineCrystal structureEpoxyRing (chemistry)General Biochemistry Genetics and Molecular BiologyLactone

description

The title compound (aplyroseol-14), C22H34O4, exhibits a lactone-based structure that is novel for spongian-type diterpenoids. The structure, which features a six-membered lactone ring, was proposed by Arno, Gonzalez & Zaragoza [J. Org. Chem. (2003), 68, 1242–1251] on the basis of spectroscopic data and chemical correlations. This assignment has been confirmed, and it is shown that the mol­ecule contains a trans–anti–trans 6/6/6 tricyclic hydro­carbon system and that the acetoxy­methyl group lies in an equatorial position. Pairs of near-linear C—H⋯O inter­actions link mol­ecules into extended chains.

yearjournalcountryeditionlanguage
2006-03-18Acta crystallographica. Section C, Crystal structure communications
10.1107/s0108270106006366https://pubmed.ncbi.nlm.nih.gov/16598145