ASSEMBLY_NAME no 1 0 no assembly assembly not reported C1 C2 O3 N4 C5 C6 C7 C8 O9 C10 O11 C12 O13 P14 O15 O16 O17 O18 O19 H20 H21 H22 H23 H24 H25 H26 H27 H28 H29 H30 H31 H32 H33 H34 H35 Name of the file containing the atomic coordinates x-chemical/x-pdb N_acetyl_D_glucosamine_6_phosphate_2965_opt.pdb Name of the file containing theoretical chemical shift data text/plain N_acetyl_D_glucosamine_6_phosphate_2965.g03.shifts no C8 H16 N O9 P 309.0831 309.0831 302.0533 301.0563 301.1877 png bmst000200.png InChI=1/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/f/h9,14-15H N-Acetyl-D-glucosamine 6-phosphate no PubChem chem_comp chem_comp_1 mol bmst000200.mol NON-POLYMER 5.1350 4.1550 -4.941 -1.969 -0.771 1 C 5.1350 3.1550 -3.653 -2.038 0.028 2 C 6.0010 2.6550 -3.504 -2.862 0.931 3 O 4.2690 2.6550 -2.686 -1.138 -0.317 4 N 4.2690 1.6550 -1.548 -0.870 0.565 5 C 3.4030 1.1550 -0.413 -1.914 0.455 6 C 3.4030 0.1550 0.699 -1.512 1.448 7 C 4.2690 -0.3450 1.179 -0.063 1.196 8 C 5.1350 0.1550 0.081 0.844 1.115 9 O 5.1350 1.1550 -0.943 0.490 0.202 10 C 6.0010 1.6550 -1.938 1.468 0.273 11 O 4.2690 -1.3450 2.130 0.069 0.002 12 C 5.1350 -1.8450 2.666 1.411 0.005 13 O 5.1350 -2.8450 2.651 2.373 -1.264 14 P 4.1350 -2.8450 3.276 3.685 -1.025 15 O 5.1350 -3.8450 1.087 2.327 -1.693 16 O 6.1350 -2.8450 3.306 1.536 -2.498 17 O 2.5369 -0.3450 0.145 -1.635 2.750 18 O 2.5369 1.6550 -0.808 -3.244 0.652 19 O 5.7550 4.1550 -5.744 -1.612 -0.117 20 H 5.1350 4.7750 -5.208 -2.978 -1.097 21 H 4.5150 4.1550 -4.878 -1.313 -1.645 22 H 3.7321 2.9650 -2.978 -0.357 -0.892 23 H 4.9618 2.0550 -1.893 -0.827 1.604 24 H 3.4030 1.9550 0.009 -1.846 -0.562 25 H 3.4030 -0.6450 1.540 -2.211 1.315 26 H 4.9618 -0.7450 1.737 0.276 2.077 27 H 5.1350 1.9550 -0.527 0.450 -0.819 28 H 6.5380 1.3450 -1.508 2.316 0.072 29 H 3.6584 -1.2373 1.641 -0.145 -0.951 30 H 4.0569 -1.9276 2.975 -0.618 0.117 31 H 5.6719 -4.1550 0.956 2.746 -2.561 32 H 6.4450 -2.3081 4.218 1.838 -2.646 33 H 2.5369 -0.9650 0.852 -1.512 3.400 34 H 2.0000 1.3450 -1.703 -3.244 1.053 35 H C1 C2 covalent SING C1 H20 covalent SING C1 H21 covalent SING C1 H22 covalent SING C2 O3 covalent DOUB C2 N4 covalent SING N4 C5 covalent SING N4 H23 covalent SING C5 C6 covalent SING C5 C10 covalent SING C5 H24 covalent SING C6 C7 covalent SING C6 O19 covalent SING C6 H25 covalent SING C7 C8 covalent SING C7 O18 covalent SING C7 H26 covalent SING C8 O9 covalent SING C8 C12 covalent SING C8 H27 covalent SING O9 C10 covalent SING C10 O11 covalent SING C10 H28 covalent SING O11 H29 covalent SING C12 O13 covalent SING C12 H30 covalent SING C12 H31 covalent SING O13 P14 covalent SING P14 O15 covalent DOUB P14 O16 covalent SING P14 O17 covalent SING O16 H32 covalent SING O17 H33 covalent SING O18 H34 covalent SING O19 H35 covalent SING citations sid no N-Acetyl-D-glucosamine 6-phosphate matching entry cid no N-Acetyl-D-glucosamine 6-phosphate matching entry registry number no N-Acetyl-D-glucosamine 6-phosphate matching entry (5-acetamido-3,4,6-trihydroxy-oxan-2-yl)methoxyphosphonic acid (5-acetamido-3,4,6-trihydroxy-tetrahydropyran-2-yl)methoxyphosphonic acid (5-acetamido-3,4,6-trihydroxy-tetrahydropyran-2-yl)methoxyphosphonic acid (5-acetamido-3,4,6-trihydroxy-tetrahydropyran-2-yl)methoxyphosphonic acid (5-acetamido-3,4,6-trihydroxy-oxan-2-yl)methoxyphosphonic acid na ppm 0.00 0 0 na direct na ppm 0.00 0 0 na direct na ppm 0.00 0 0 na direct na ppm 0.00 0 0 na direct chem_shift_reference chem_shift_reference 0 software_1 ab initio 1 chem_shift_reference Theoretical Chemical shift referencing and correction: 1H chemical shifts Tetramethylsilane (TMS) was geometry optimized at the B3LYP/6-311+g* level of theory. The chemical shielding of TMS was calculated at the pbe1pbe/3-21g* level of theory using the GIAO method. The chemical shielding of TMS was used as the reference (0 ppm) to obtain all other chemical shifts. A series of small organic molecules were optimized and the chemical shieldings were calculated in the same manner as that for TMS. To correct for biases arising from the applied level of theory, especially the bias from the small basis set size, a linear regression analysis was used. The slope and intercept from this regression was used to correct the calculated chemical shifts. The chemical shift was calculated by subtracting the chemical shielding value of the compound of interest from that of TMS and applying the slope and intercept corrections obtained from the regression analysis. corrected_shift=((TMS_shielding - uncorrected_shielding)+1.006)/0.963 13C chemical shifts: Tetramethylsilane (TMS) was geometry optimized at the B3LYP/6-311+g* level of theory. The chemical shielding of TMS was calculated at the pbe1pbe/3-21g* level of theory using the GIAO method. The chemical shielding of TMS was used as the reference (0 ppm) to obtain all other chemical shifts. A series of small organic molecules were optimized and the chemical shieldings were calculated in the same manner as that for TMS. To correct for biases arising from the applied level of theory, especially the bias from the small basis set size, a linear regression analysis of theoretical versus experimental chemical shifts was used. The slope and intercept from this regression was used to correct the calculated chemical shifts. The chemical shift was calculated by subtracting the chemical shielding value of the compound of interest from that of TMS and applying the slope and intercept corrections obtained from the regression analysis. Corrected_shift=((TMS_shielding - uncorrected shielding) -4.53)/0.85 15N chemical shifts: A cyclic pentamer of ammonia (NH3_5) was geometry optimized at the B3LYP/6-311+g* level of theory. The chemical shielding of NH3_5 was calculated at the pbe1pbe/3-21g* level of theory using the GIAO method. The chemical shielding of NH3_5 was used as the reference (0 ppm) to obtain all other chemical shifts. A series of small organic molecules were optimized and the chemical shieldings were calculated in the same manner as that for NH3_5. To correct for biases arising from the applied level of theory, especially the bias from the small basis set size, a linear regression analysis was used. The slope and intercept from this regression was used to correct the calculated chemical shifts. The chemical shift was calculated by subtracting the chemical shielding value of the compound of interest from that of NH3_5 and applying the slope and intercept corrections obtained from the regression analysis. Corrected_shift=((NH_3_5_shielding - uncorrected_shielding)+10.2)/0.9088 31P chemical shifts: Phosphoric acid (H3PO4) was geometry optimized at the B3LYP/6-311+g* level of theory. The chemical shielding of H3PO4 was calculated at the pbe1pbe/3-21g* level of theory using the GIAO method. The chemical shielding of H3PO4 was used as the reference (0 ppm) to obtain all other chemical shifts. No correction for linear bias or offset was applied to calculated 31P chemical shifts. The chemical shift was calculated by subtracting the chemical shielding value of the compound of interest from that of H3PO4. Shift=(H3PO4_shielding - shielding) 1 3-21g** GIAO B3LYP chem_shifts_calc_type chem_shifts_calc_type reference citation 10.1093/nar/gkn741 Nucleic Acids Res. 0305-1048 Database issue Nucleic acids research 37 D5 15 18940862 citations citations published Database resources of the National Center for Biotechnology Information. internet http://pubchem.ncbi.nlm.nih.gov/ 2009 Wheeler D. D. L. Wheeler, D.L. Barrett T. T. Barrett, T. Benson D. D. A. Benson, D.A. Bryant S. S. H. Bryant, S.H. Canese K. K. Canese, K. Chetvenin V. V. Chetvenin, V. Church D. D. M. Church, D.M. DiCuccio M. M. DiCuccio, M. Edgar R. R. Edgar, R. Federhen S. S. Federhen, S. Geer L. L. Y. Geer, L.Y. Helmberg W. W. Helmberg, W. Kapustin Y. Y. Kapustin, Y. Kenton D. D. L. Kenton, D.L. Khovayko O. O. Khovayko, O. Lipman D. D. J. Lipman, D.J. Madden T. T. L. Madden, T.L. Maglott D. D. R. Maglott, D.R. Ostell J. J. Ostell, J. Pruitt K. K. D. Pruitt, K.D. Schuler G. G. D. Schuler, G.D. Schriml L. L. M. Schriml, L.M. Sequeira E. E. Sequeira, E. Sherry S. S. T. Sherry, S.T. Sirotkin K. K. Sirotkin, K. Souvorov A. A. Souvorov, A. Starchenko G. G. Starchenko, G. Suzek T. T. O. Suzek, T.O. Tatusov R. R. Tatusov, R. Tatusova T. T. A. Tatusova, T.A. Bagner L. L. Bagner, L. Yaschenko E. E. Yaschenko, E. 1 1 no no N-Acetyl-D-glucosamine 6-phosphate no no no no 0 entity N_acetyl_D_glucosamine_6_phosphate not reported non-polymer no no ENT_NAME 1 N_acetyl_D_glucosamine_6_phosphate yes native 1 chem_comp_1 metabolite/natural product 2006-02-22Z N_acetyl_D_glucosamine_6_phosphate NMR theoretical 2011-09-13Z 3.1.1.7 3.1 2006-02-22Z author entry_information entry_information 2006-02-22Z N_acetyl_D_glucosamine_6_phosphate update Westler William M. Westler, W.M. Markley John L. Markley, J.L. Madison Metabolomics Consortium MMC metabolics BMRB 2006-02-22Z Original theoretical calculations from NMRFAM 2006-02-22Z original BMRB 2008-11-17Z updated the file to match latest NMR STAR dictionary 2008-11-17Z update BMRB 2008-11-24Z fixed enumerations: N should be no 2008-11-24Z update BMRB 2010-09-15Z Removed Shielding_tensor_list_ID and Shielding_tensor_list_label from theoretical_chem_shifts 2010-09-15Z update BMRB 2011-09-13Z Partially brought up to date with latest Dictionary 2011-09-13Z update BMRB 2017-10-11Z Remediated Experiment_file loop if present and standardized mol and png file tags. 2017-10-11Z update Gaussian software software_1 0 C1 C N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 23.267 0 C2 C N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 182.167 0 N4 N N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 128.812 0 C5 C N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 57.193 0 C6 C N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 79.081 0 C7 C N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 76.019 0 C8 C N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 85.150 0 C10 C N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 99.953 0 C12 C N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 66.812 0 P14 P N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 1.125 0 H20 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 3.377 0 H21 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 3.331 0 H22 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 2.633 0 H23 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 5.835 0 H24 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 5.164 0 H25 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 4.189 0 H26 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 4.374 0 H27 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 5.026 0 H28 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 6.152 0 H29 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 2.056 0 H30 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 5.432 0 H31 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 4.653 0 H32 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 3.419 0 H33 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 3.662 0 H34 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 0.264 0 H35 H N_acetyl_D_glucosamine_6_phosphate 1 1 1 1 0 5.503 1 chem_shifts_calc_type 1 conformer_family_coord_set_1 theoretical_chem_shifts theoretical_chem_shifts 1 http://www.gaussian.com/home.htm