Related presentations, posters, and scientific talks from this event have been posted here for your reference. Please click the associated link to download.
| Title | Author | Link |
|---|---|---|
| Computer-Assisted Structure Elucidation of Psychotripine with Incomplete NMR Information | G. Cimpan, et al. | Download Poster |
Title: Computer-Assisted Structure Elucidation of Psychotripine with Incomplete NMR Information
Authors: Gabriela Cimpan1, Ryan Sasaki1, and Mikhail Elyashberg2
Abstract #: 45587
Abstract: View Abstract
Psychotripine was reported as a new trimeric pyrroloindoline derivative from Psychotria pilifera1. It is a non-planar molecule with a formula weight of 514.633 that possesses an unprecedented carbon skeleton with 11 rings bearing a hexahydro-1,3,5-triazine unit. In this work1, the molecular formula of compound 1 was obtained as C33H34N6 by HRESIMS (m/z at 515.2914 [M+H]+), which indicated 20 degrees of unsaturation.
The Computer-Assisted Structure Elucidation of this complex molecule was attempted. However, following interaction with the authors of the original works, only limited and incomplete NMR information were provided to solve the problem. In other words, to solve this problem, we did not have luxury of the full set of NMR data. Instead, only the key correlations that the original authors used to solve the structure were taking into consideration (shown in Figure 1).
Presented in this work is the application of Computer-Assisted Structure Elucidation and NMR prediction technology to identify the correct chemical structure of a very complex molecule despite limited and incomplete NMR information.
Figure 1. Only the key HMBC correlations (green arrows) and COSY (violet bonds) were used in the computer-assisted structure elucidation attempt. No other NMR data was provided.
1 Advanced Chemistry Development, Inc. (ACD/Labs) Toronto, Canada
2 ACD/Moscow, Inc. Moscow, Russian Federation
