ACD/Labs Blog

Okeke et al. reported the isolation of a novel catechol, Setosol (molecular formula C₁₅H₁₆O₅). They acknowledged that this structure was unique amongst natural products, and such a ring system also appeared to be unknown amongst synthetic compounds. Considering the unusual properties of the structure, Bates et al. performed its verification and subsequent structure revision. Structure Elucidator Suite confirmed the structure revision through a comparison of NMR spectra of Setosol with those corresponding to the structure.

In a 2023 article published in Eur. J. Org. Chem, the incorrect structures of two natural products and their subsequent reassignment was discussed. Here we discuss how Structure Elucidator Suite was used to verify these structures.

The structure of Boerelasin B (molecular formula C₂₉H₃₅NO₄) was determined from 1D and 2D NMR spectra as well as by comparison of the spectroscopic data with those of a known similar structure isolated from the same fungus. The NMR data obtained were used by us for challenging Structure Elucidator Suite.

The structure elucidation of norflavicansone, a proton-deficient metabolite, was carried out using CASE and DFT calculations with Structure Elucidator Suite.

The structure of janthinolide A was established using MS spectrometry in combination with 1D and 2D NMR data (molecular formula C₂₃H₃₂N₂O₇), however it was later amended with the use of Structure Elucidator Suite combined with DFT based NMR chemical shift prediction.

The authors identified the structure of Salvicatone A in two stages, the second step being the use of Structure Elucidator Suite to validate the proposed structure.

Sonnenschein et al. investigated the fungus Pseudoalteromonas piscicida S2040 to yield pseudochelin A - a new siderophore containing a 4,5-dihydroimidazole moiety. This challenging structure containing eight heteroatoms (three atoms of nitrogen and fife atoms of oxygen) was elucidated by Structure Elucidator fully automatically in 1.5 seconds.

Sesquiterpenoids are a class of compounds known to have complex structures, and due to the wide variability of these compounds, it is often challenging to determine the exact structure. Here we discuss the incorrect determination of the structure of Nordine, and later correction; as well as the elucidation of the correct structure using CASE.

Xiao-Wei and coworkers identified a new aspergillamide C (molecular formula C₂₈H₃₄N₄O₄). To elucidate the structure of this compound, 1D NMR, HSQC, HMBC, COSY and NOESY data were entered into Structure Elucidator Suite.