Skip To Content

ACD/Labs Blog

Sarah Srokosz
Coupling in proton NMR coupling contains information vital to elucidating chemical structures. Discover how recognizing multiplicity, coupling constants, and higher-order effects enables chemists to deduce structures quickly.

Mikhail Elyashberg
An unprecedented structure of Herqupenoid A containing a multicyclic, caged 2,7-dioxatetracyclo[5.4.0.04,11.05,9]hendecane fragment with an unprecedented 5/5/6/5-fused ring skeleton (molecular formula C24H34O6) was elucidated with the help of Structure Elucidator, fully automatically in 7 seconds.

Mikhail Elyashberg
The complex and unusual structure of Canumycin C (molecular formula C25H26Cl2O6) was determined with Structure Elucidation Suite in 12 minutes. Of note, is that when the evident three carbonyl groups were drawn manually in the MCD, the same 107 structures were generated in 40s, demonstrating the usefulness of imposing constraints that cannot lead to mistaken solutions.

Mikhail Elyashberg
Our structure elucidation of Myrtinol E (molecular formula C20H20O7) confirmed the structure proposed by the authors, but found two pairs of chemical shifts that were incorrectly assigned. This is a consequence of the fact that the new structures described have not been verified by predicting chemical shifts using empirical or DFT methods.

Mikhail Elyashberg
Hirozumi and coworkers wanted to confirm the reported structure of Mauritamide B (molecular formula C14H20Br2N6O5S) given that it was determined using an unusual 4JCH HMBC correlation (C-15/ H-19). They synthesized the racemic proposed structure and determined that the true structure was indeed different. We used Structure Elucidator Suite to test their findings, again proving the usefulness of this tool in avoiding the cost of structure synthesis to verify a structure.

Mikhail Elyashberg
In this compound the riboflavin skeleton was supplemented by the formation of two additional fused heterocycles through a novel C−C bond and an oxygen bridge on the riboflavin backbone. The structure of mantidisflavin A (molecular formula C17H19N4O6) was elucidated using 1D and 2D NMR spectra in combination with HR-ESI-MS and IR.

Mikhail Elyashberg
Oberlies and co-workers isolated a new natural product, Wheldone (molecular formula C25H34O6). Its structure was elucidated by one- and two-dimensional NMR and mass spectrometry. We used data from this article to challenge Structure Elucidator Suite.

Mikhail Elyashberg
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.

Mikhail Elyashberg
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.

Sherry Myles
Structure elucidation and verification are at the heart of chemical R&D workflows from discovery through development and into manufacturing. As scientists strive to innovate at unprecedented rates, how can we ensure that this does not come at the cost of accuracy, reliability, and scientific integrity? Join us as we bring together experts from some of...