Easy Structural Dereplication of Natural Products by Means of Predicted Carbon-13 Nuclear Magnetic Resonance Spectroscopy Data

The present article reports the creation and usage of a general natural product database for the structural dereplication of natural products. This database, acd_lotusv7, derives from the LOTUS natural products database as the sole source of chemical structures. Database construction also relies on the commercial ACD/C+H Predictors and DB software for the prediction of the carbon-13 nuclear magnetic resonance (NMR) spectral data associated with structures. The linkage of each natural compound with a Wikidata resource identifier already present in LOTUS accelerates the access to the primary literature data such as biologic origin and bibliographic references. The open source nmrshiftdb2 web interface and search engine provide a simple and free way to retrieve compound structures stored in acd_lotusv7 from carbon-13 data and to analyze search results. Dereplication is illustrated by the easy and free retrieval of the structure of three natural compounds of low, medium, and high complexity from published lists of carbon-13 NMR chemical shifts.

Automated summary

This article introduces the creation and usage of a general natural product database for the dereplication of natural products. The database, called acd_lotusv7, is built upon the LOTUS natural products database and uses ACD/C+H Predictors and DB software for predicting carbon-13 nuclear magnetic resonance (NMR) spectral data. The database is linked to Wikidata resources for accessing primary literature data. The open source nmrshiftdb2 web interface and search engine allow easy and free retrieval of compound structures from carbon-13 data. Three natural compounds of different complexities were successfully dereplicated using published carbon-13 NMR chemical shifts.