论文信息 - Evaluation of a 1H-13C NMR Spectral Library

Evaluation of a 1H-13C NMR Spectral Library

A simple database of (13)C/(1)H-(13)C spectral lists for 11 673 natural products was created in standard commercial database format. Over 50% of the spectra were predicted using HOSE code descriptors derived from the 50% of spectra having experimental values. Prediction errors obtained by prediction of and comparison to the experimental spectra revealed an exponentially decaying dependence between the average absolute error and the depth of the matching HOSE codes. A subset of the library containing over 1000 (1)H-(13)C assigned experimental spectral lists were used to test against eight alternate query data sets. These sets represent query data from various combinations of 1D-(13)C, 1D-DEPT, and 2D-(1)H-(13)C spectra. Simulated query lists were generated using Monte Carlo methods. As expected, queries based on 2D-(1)H-(13)C data were more likely to find the correct match under unfavorable conditions.

Jamieson M. Cobleigh | S. K. Smith | V. Svetnik

[1] D. Doddrell,et al. Editing of carbon-13 NMR spectra. 1. A pulse sequence for the generation of subspectra , 1981 .

[2] Walter Thiel,et al. NMR chemical shifts in MNDO approximation: Parameters and results for H, C, N, and O , 1999 .

[3] Antony N. Davies,et al. Empirical Investigation on the Reproducibility of 13C NMR Shift Values , 1998, J. Chem. Inf. Comput. Sci..

[4] G. Bodenhausen,et al. Natural abundance nitrogen-15 NMR by enhanced heteronuclear spectroscopy , 1980 .

[5] W. Bremser. Hose — a novel substructure code , 1978 .

[6] Simon K. Kearsley,et al. Using similarity searches over databases of estimated 13C NMR spectra for structure identification of natural product compounds , 1995 .

[7] Renzo Balducci,et al. Efficient exact solution of the ring perception problem , 1994, J. Chem. Inf. Comput. Sci..

[8] G. Carter,et al. Biosynthetic origin of the carbon skeleton and oxygen atoms of the LL-F28249 alpha, a potent antiparasitic macrolide. , 1989, The Journal of antibiotics.

[9] Walter Thiel,et al. NMR chemical shifts in MNDO approximation: Parameters and results for H, C, N, and O , 1999, J. Comput. Chem..