data_bmst000063 save_entry_information _Entry.Sf_category entry_information _Entry.Sf_framecode entry_information _Entry.ID bmst000063 _Entry.Title dehydro_proline _Entry.Version_type update _Entry.Submission_date 2007-01-05 _Entry.Accession_date 2007-01-05 _Entry.Last_release_date 2011-09-14 _Entry.Original_release_date 2007-01-05 _Entry.Origination author _Entry.NMR_STAR_version 3.1.1.7 _Entry.Original_NMR_STAR_version 'NMR STAR v3.1' _Entry.Experimental_method NMR _Entry.Experimental_method_subtype theoretical _Entry.Details ? _Entry.BMRB_internal_directory_name dehydro_proline loop_ _Entry_author.Ordinal _Entry_author.Given_name _Entry_author.Family_name _Entry_author.Middle_initials _Entry_author.Family_title _Entry_author.Entry_ID 1 William Westler M. ? bmst000063 2 John Markley L. ? bmst000063 stop_ loop_ _Entry_src.ID _Entry_src.Project_name _Entry_src.Organization_full_name _Entry_src.Organization_initials _Entry_src.Entry_ID 1 metabolics "Madison Metabolomics Consortium" MMC bmst000063 stop_ loop_ _Data_set.Type _Data_set.Count _Data_set.Entry_ID other_data_list 1 bmst000063 stop_ loop_ _Datum.Type _Datum.Count _Datum.Entry_ID "theoretical chemical shifts" 1 bmst000063 stop_ loop_ _Release.Release_number _Release.Date _Release.Submission_date _Release.Type _Release.Author _Release.Detail _Release.Entry_ID 1 2007-01-05 2007-01-05 original BMRB "Original theoretical calculations from NMRFAM" bmst000063 2 2008-11-18 2008-11-18 update BMRB "updated the file to match latest NMR STAR dictionary" bmst000063 3 2008-11-25 2008-11-25 update BMRB "fixed enumerations: N should be no" bmst000063 4 2010-09-16 2010-09-16 update BMRB "Removed Shielding_tensor_list_ID and Shielding_tensor_list_label from theoretical_chem_shifts" bmst000063 5 2011-09-14 2011-09-14 update BMRB "Partially brought up to date with latest Dictionary" bmst000063 stop_ save_ save_citations _Citation.Sf_category citations _Citation.Sf_framecode citations _Citation.Entry_ID bmst000063 _Citation.ID 1 _Citation.Class 'reference citation' _Citation.PubMed_ID 18940862 _Citation.Title 'Database resources of the National Center for Biotechnology Information.' _Citation.Status published _Citation.Type internet _Citation.WWW_URL http://pubchem.ncbi.nlm.nih.gov/ _Citation.Year 2006 _Citation.Details ? loop_ _Citation_author.Ordinal _Citation_author.Given_name _Citation_author.Family_name _Citation_author.First_initial _Citation_author.Middle_initials _Citation_author.Family_title _Citation_author.Entry_ID _Citation_author.Citation_ID 1 D. Wheeler D. L. ? bmst000063 1 2 T. Barrett T. ? ? bmst000063 1 3 D. Benson D. A. ? bmst000063 1 4 S. Bryant S. H. ? bmst000063 1 5 K. Canese K. ? ? bmst000063 1 6 V. Chetvenin V. ? ? bmst000063 1 7 D. Church D. M. ? bmst000063 1 8 M. DiCuccio M. ? ? bmst000063 1 9 R. Edgar R. ? ? bmst000063 1 10 S. Federhen S. ? ? bmst000063 1 11 L. Geer L. Y. ? bmst000063 1 12 W. Helmberg W. ? ? bmst000063 1 13 Y. Kapustin Y. ? ? bmst000063 1 14 D. Kenton D. L. ? bmst000063 1 15 O. Khovayko O. ? ? bmst000063 1 16 D. Lipman D. J. ? bmst000063 1 17 T. Madden T. L. ? bmst000063 1 18 D. Maglott D. R. ? bmst000063 1 19 J. Ostell J. ? ? bmst000063 1 20 K. Pruitt K. D. ? bmst000063 1 21 G. Schuler G. D. ? bmst000063 1 22 L. Schriml L. M. ? bmst000063 1 23 E. Sequeira E. ? ? bmst000063 1 24 S. Sherry S. T. ? bmst000063 1 25 K. Sirotkin K. ? ? bmst000063 1 26 A. Souvorov A. ? ? bmst000063 1 27 G. Starchenko G. ? ? bmst000063 1 28 T. Suzek T. O. ? bmst000063 1 29 R. Tatusov R. ? ? bmst000063 1 30 T. Tatusova T. A. ? bmst000063 1 31 L. Bagner L. ? ? bmst000063 1 32 E. Yaschenko E. ? ? bmst000063 1 stop_ save_ save_assembly _Assembly.Sf_category assembly _Assembly.Sf_framecode assembly _Assembly.Entry_ID bmst000063 _Assembly.ID 1 _Assembly.Name ASSEMBLY_NAME _Assembly.Number_of_components 1 _Assembly.Organic_ligands 0 _Assembly.Metal_ions ? _Assembly.Non_standard_bonds no _Assembly.Paramagnetic no _Assembly.Thiol_state 'not reported' loop_ _Entity_assembly.ID _Entity_assembly.Entity_assembly_name _Entity_assembly.Entity_ID _Entity_assembly.Entity_label _Entity_assembly.Experimental_data_reported _Entity_assembly.Physical_state _Entity_assembly.Conformational_isomer _Entity_assembly.Chemical_exchange_state _Entity_assembly.Magnetic_equivalence_group_code _Entity_assembly.Role _Entity_assembly.Details _Entity_assembly.Entry_ID _Entity_assembly.Assembly_ID 1 ENT_NAME 1 $dehydro_proline yes native no no ? ? ? bmst000063 1 stop_ save_ save_dehydro_proline _Entity.Sf_category entity _Entity.Sf_framecode dehydro_proline _Entity.Entry_ID bmst000063 _Entity.ID 1 _Entity.BMRB_code ? _Entity.Name 3,4-dehydro-d/L-proline _Entity.Type non-polymer _Entity.Ambiguous_conformational_states no _Entity.Ambiguous_chem_comp_sites no _Entity.Nstd_monomer no _Entity.Nstd_chirality no _Entity.Nstd_linkage no _Entity.Paramagnetic no _Entity.Thiol_state 'not reported' loop_ _Entity_comp_index.ID _Entity_comp_index.Comp_ID _Entity_comp_index.Comp_label _Entity_comp_index.Entry_ID _Entity_comp_index.Entity_ID 1 1 $chem_comp_1 bmst000063 1 stop_ save_ save_chem_comp_1 _Chem_comp.Sf_category chem_comp _Chem_comp.Sf_framecode chem_comp_1 _Chem_comp.Entry_ID bmst000063 _Chem_comp.ID 1 _Chem_comp.Provenance PubChem _Chem_comp.Name 3,4-dehydro-d/L-proline _Chem_comp.Type non-polymer _Chem_comp.BMRB_code ? _Chem_comp.PDB_code ? _Chem_comp.InCHi_code InChI=1/C5H7NO2/c7-5(8)4-2-1-3-6-4/h1-2,4,6H,3H2,(H,7,8)/f/h7H _Chem_comp.Mon_nstd_flag ? _Chem_comp.Std_deriv_one_letter_code ? _Chem_comp.Std_deriv_three_letter_code ? _Chem_comp.Std_deriv_BMRB_code ? _Chem_comp.Std_deriv_PDB_code ? _Chem_comp.Formal_charge ? _Chem_comp.Paramagnetic no _Chem_comp.Aromatic no _Chem_comp.Formula 'C5 H7 N O2' _Chem_comp.Formula_weight 113.1145800000 _Chem_comp.Formula_mono_iso_wt_nat 113.047678474 _Chem_comp.Formula_mono_iso_wt_13C 118.064452663 _Chem_comp.Formula_mono_iso_wt_15N 114.044713367 _Chem_comp.Formula_mono_iso_wt_13C_15N 118.064452663 _Chem_comp.Image_file_name standards/dehydro_proline/lit/680495.png _Chem_comp.Image_file_format png _Chem_comp.Topo_file_name ? _Chem_comp.Topo_file_format ? _Chem_comp.Struct_file_name standards/dehydro_proline/lit/680495.mol _Chem_comp.Struct_file_format mol _Chem_comp.Stereochem_param_file_name ? _Chem_comp.Details ? _Chem_comp.DB_query_date ? _Chem_comp.DB_last_query_revised_last_date ? loop_ _Chem_comp_common_name.Name _Chem_comp_common_name.Type _Chem_comp_common_name.Entry_ID _Chem_comp_common_name.Comp_ID "(1)-2,3-Dihydro-1H-pyrrole-2-carboxylic acid" synonym bmst000063 1 DL-3,4-Dehydroproline synonym bmst000063 1 "1H-Pyrrole-2-carboxylic acid, 2,5-dihydro-, (+-)-" synonym bmst000063 1 stop_ loop_ _Chem_comp_systematic_name.Name _Chem_comp_systematic_name.Naming_system _Chem_comp_systematic_name.Entry_ID _Chem_comp_systematic_name.Comp_ID "2,5-dihydro-1H-pyrrole-2-carboxylic acid" IUPAC bmst000063 1 "2,5-dihydro-1H-pyrrole-2-carboxylic acid" IUPAC_TRADITIONAL bmst000063 1 "2,5-dihydro-1H-pyrrole-2-carboxylic acid" IUPAC_CAS bmst000063 1 "2,5-dihydro-1H-pyrrole-2-carboxylic acid" IUPAC_OPENEYE bmst000063 1 "2,5-dihydro-1H-pyrrole-2-carboxylic acid" IUPAC_SYSTEMATIC bmst000063 1 stop_ loop_ _Chem_comp_SMILES.Type _Chem_comp_SMILES.String _Chem_comp_SMILES.Entry_ID _Chem_comp_SMILES.Comp_ID Isomeric C1C=CC(N1)C(=O)O bmst000063 1 Canonical C1C=CC(N1)C(=O)O bmst000063 1 stop_ loop_ _Chem_comp_atom.Atom_ID _Chem_comp_atom.Type_symbol _Chem_comp_atom.Stereo_config _Chem_comp_atom.Charge _Chem_comp_atom.Oxidation_number _Chem_comp_atom.Unpaired_electron_number _Chem_comp_atom.Drawing_2D_coord_x _Chem_comp_atom.Drawing_2D_coord_y _Chem_comp_atom.Model_Cartn_x _Chem_comp_atom.Model_Cartn_y _Chem_comp_atom.Model_Cartn_z _Chem_comp_atom.Entry_ID _Chem_comp_atom.Comp_ID C1 C ? ? ? ? 2.0000 0.1681 1.106 -1.691 -0.592 bmst000063 1 C2 C ? ? ? ? 2.3090 1.1191 -0.379 -1.943 -0.649 bmst000063 1 C3 C ? ? ? ? 3.3090 1.1191 -1.059 -0.798 -0.665 bmst000063 1 C4 C ? ? ? ? 3.6180 0.1681 -0.111 0.385 -0.631 bmst000063 1 N5 N ? ? ? ? 2.8090 -0.4197 1.238 -0.218 -0.661 bmst000063 1 C6 C ? ? ? ? 4.5691 -0.1410 -0.305 1.251 0.622 bmst000063 1 O7 O ? ? ? ? 4.7770 -1.1191 -0.631 2.418 0.608 bmst000063 1 O8 O ? ? ? ? 5.3122 0.5282 -0.075 0.563 1.764 bmst000063 1 H9 H ? ? ? ? 1.4336 0.4202 1.536 -2.081 0.343 bmst000063 1 H10 H ? ? ? ? 1.6900 -0.3689 1.650 -2.179 -1.414 bmst000063 1 H11 H ? ? ? ? 1.9446 1.6207 -0.812 -2.940 -0.634 bmst000063 1 H12 H ? ? ? ? 3.6734 1.6207 -2.140 -0.683 -0.665 bmst000063 1 H13 H ? ? ? ? 3.7432 -0.6221 -0.268 1.074 -1.470 bmst000063 1 H14 H ? ? ? ? 2.8090 -1.0397 1.711 0.057 -1.514 bmst000063 1 H15 H ? ? ? ? 5.9019 0.3366 -0.199 1.206 2.491 bmst000063 1 stop_ loop_ _Atom_nomenclature.Atom_ID _Atom_nomenclature.Atom_name _Atom_nomenclature.Naming_system _Atom_nomenclature.Entry_ID _Atom_nomenclature.Comp_ID C1 C1 ? bmst000063 1 C2 C2 ? bmst000063 1 C3 C3 ? bmst000063 1 C4 C4 ? bmst000063 1 N5 N5 ? bmst000063 1 C6 C6 ? bmst000063 1 O7 O7 ? bmst000063 1 O8 O8 ? bmst000063 1 H9 H9 ? bmst000063 1 H10 H10 ? bmst000063 1 H11 H11 ? bmst000063 1 H12 H12 ? bmst000063 1 H13 H13 ? bmst000063 1 H14 H14 ? bmst000063 1 H15 H15 ? bmst000063 1 stop_ loop_ _Chem_comp_bond.ID _Chem_comp_bond.Type _Chem_comp_bond.Value_order _Chem_comp_bond.Atom_ID_1 _Chem_comp_bond.Atom_ID_2 _Chem_comp_bond.Details _Chem_comp_bond.Entry_ID _Chem_comp_bond.Comp_ID 1 covalent SING C1 C2 ? bmst000063 1 2 covalent SING C1 N5 ? bmst000063 1 3 covalent SING C1 H9 ? bmst000063 1 4 covalent SING C1 H10 ? bmst000063 1 5 covalent DOUB C2 C3 ? bmst000063 1 6 covalent SING C2 H11 ? bmst000063 1 7 covalent SING C3 C4 ? bmst000063 1 8 covalent SING C3 H12 ? bmst000063 1 9 covalent SING C4 N5 ? bmst000063 1 10 covalent SING C4 C6 ? bmst000063 1 11 covalent SING C4 H13 ? bmst000063 1 12 covalent SING N5 H14 ? bmst000063 1 13 covalent DOUB C6 O7 ? bmst000063 1 14 covalent SING C6 O8 ? bmst000063 1 15 covalent SING O8 H15 ? bmst000063 1 stop_ loop_ _Chem_comp_db_link.Author_supplied _Chem_comp_db_link.Database_code _Chem_comp_db_link.Accession_code _Chem_comp_db_link.Accession_code_type _Chem_comp_db_link.Entry_mol_code _Chem_comp_db_link.Entry_mol_name _Chem_comp_db_link.Entry_experimental_method _Chem_comp_db_link.Entry_relation_type _Chem_comp_db_link.Entry_details _Chem_comp_db_link.Entry_ID _Chem_comp_db_link.Comp_ID no PubChem 680495 sid ? 3,4-dehydro-d/L-proline ? "matching entry" ? bmst000063 1 no PubChem 97858 cid ? 3,4-dehydro-d/L-proline ? "matching entry" ? bmst000063 1 no "CAS Registry" 3395-35-5 "registry number" ? 3,4-dehydro-d/L-proline ? "matching entry" ? bmst000063 1 no EINECS 222-243-3 ? ? 3,4-dehydro-d/L-proline ? "matching entry" ? bmst000063 1 stop_ loop_ _Chem_comp_citation.Citation_ID _Chem_comp_citation.Citation_label _Chem_comp_citation.Entry_ID _Chem_comp_citation.Comp_ID 1 $citations bmst000063 1 stop_ save_ save_software_1 _Software.Sf_category software _Software.Sf_framecode software_1 _Software.Entry_ID bmst000063 _Software.ID 1 _Software.Name Gaussian _Software.Version ? _Software.Details ? loop_ _Vendor.Name _Vendor.Address _Vendor.Electronic_address _Vendor.Entry_ID _Vendor.Software_ID "Gaussian, Inc." ? http://www.gaussian.com/home.htm bmst000063 1 stop_ loop_ _Task.Task _Task.Entry_ID _Task.Software_ID "geometry optimization" bmst000063 1 "chemical shift calculation" bmst000063 1 stop_ save_ save_chem_shift_reference _Chem_shift_reference.Sf_category chem_shift_reference _Chem_shift_reference.Sf_framecode chem_shift_reference _Chem_shift_reference.Entry_ID bmst000063 _Chem_shift_reference.ID 1 _Chem_shift_reference.Details ? loop_ _Chem_shift_ref.Atom_type _Chem_shift_ref.Atom_isotope_number _Chem_shift_ref.Mol_common_name _Chem_shift_ref.Atom_group _Chem_shift_ref.Chem_shift_units _Chem_shift_ref.Chem_shift_val _Chem_shift_ref.Ref_method _Chem_shift_ref.Ref_type _Chem_shift_ref.Indirect_shift_ratio _Chem_shift_ref.Entry_ID _Chem_shift_ref.Chem_shift_reference_ID H 1 TMS "methyl protons" ppm 0.00 na direct ? bmst000063 1 C 13 TMS "methyl carbons" ppm 0.00 na direct ? bmst000063 1 N 15 "ammonia pentamer" nitrogen ppm 0.00 na direct ? bmst000063 1 P 31 "phosphoric acid" phosphorus ppm 0.00 na direct ? bmst000063 1 stop_ save_ save_chem_shifts_calc_type _Chem_shifts_calc_type.Sf_category chem_shifts_calc_type _Chem_shifts_calc_type.Sf_framecode chem_shifts_calc_type _Chem_shifts_calc_type.Entry_ID bmst000063 _Chem_shifts_calc_type.ID 1 _Chem_shifts_calc_type.Calculation_level 'Density Functional Theory' _Chem_shifts_calc_type.Quantum_mechanical_method GIAO _Chem_shifts_calc_type.Quantum_mechanical_theory_level B3LYP _Chem_shifts_calc_type.Quantum_mechanical_basis_set 3-21g** _Chem_shifts_calc_type.Chem_shift_nucleus ? _Chem_shifts_calc_type.Chem_shift_reference_ID 1 _Chem_shifts_calc_type.Chem_shift_reference_label $chem_shift_reference loop_ _Chem_shifts_calc_software.Software_ID _Chem_shifts_calc_software.Software_label _Chem_shifts_calc_software.Entry_ID _Chem_shifts_calc_software.Chem_shifts_calc_type_ID 1 $software_1 bmst000063 1 stop_ save_ save_theoretical_chem_shifts _Theoretical_chem_shift_list.Sf_category theoretical_chem_shifts _Theoretical_chem_shift_list.Sf_framecode theoretical_chem_shifts _Theoretical_chem_shift_list.Entry_ID bmst000063 _Theoretical_chem_shift_list.ID 1 _Theoretical_chem_shift_list.Data_file_name dehydro_proline_680495.g03.shifts _Theoretical_chem_shift_list.Chem_shifts_calc_type_ID 1 _Theoretical_chem_shift_list.Chem_shifts_calc_type_label $chem_shifts_calc_type _Theoretical_chem_shift_list.Model_atomic_coordinates_ID 1 _Theoretical_chem_shift_list.Model_atomic_coordinates_label $conformer_family_coord_set_1 _Theoretical_chem_shift_list.Fermi_contact_spin_density_units ? _Theoretical_chem_shift_list.Chem_shift_1H_err ? _Theoretical_chem_shift_list.Chem_shift_2H_err ? _Theoretical_chem_shift_list.Chem_shift_13C_err ? _Theoretical_chem_shift_list.Chem_shift_15N_err ? _Theoretical_chem_shift_list.Chem_shift_19F_err ? _Theoretical_chem_shift_list.Chem_shift_31P_err ? _Theoretical_chem_shift_list.Details ? _Theoretical_chem_shift_list.Text_data_format ? _Theoretical_chem_shift_list.Text_data ? loop_ _Theoretical_chem_shift.ID _Theoretical_chem_shift.Entity_assembly_ID _Theoretical_chem_shift.Entity_ID _Theoretical_chem_shift.Comp_index_ID _Theoretical_chem_shift.Comp_ID _Theoretical_chem_shift.Atom_ID _Theoretical_chem_shift.Atom_type _Theoretical_chem_shift.Fermi_contact_spin_density _Theoretical_chem_shift.Val _Theoretical_chem_shift.Val_err _Theoretical_chem_shift.Auth_seq_ID _Theoretical_chem_shift.Auth_comp_ID _Theoretical_chem_shift.Auth_atom_ID _Theoretical_chem_shift.Entry_ID _Theoretical_chem_shift.Theoretical_chem_shift_list_ID 1 1 1 1 1 C1 C ? 56.186 ? dehydro_proline ? ? bmst000063 1 2 1 1 1 1 C2 C ? 135.077 ? dehydro_proline ? ? bmst000063 1 3 1 1 1 1 C3 C ? 130.797 ? dehydro_proline ? ? bmst000063 1 4 1 1 1 1 C4 C ? 71.953 ? dehydro_proline ? ? bmst000063 1 5 1 1 1 1 N5 N ? 42.509 ? dehydro_proline ? ? bmst000063 1 6 1 1 1 1 C6 C ? 177.730 ? dehydro_proline ? ? bmst000063 1 7 1 1 1 1 H9 H ? 5.291 ? dehydro_proline ? ? bmst000063 1 8 1 1 1 1 H10 H ? 4.779 ? dehydro_proline ? ? bmst000063 1 9 1 1 1 1 H11 H ? 7.347 ? dehydro_proline ? ? bmst000063 1 10 1 1 1 1 H12 H ? 7.279 ? dehydro_proline ? ? bmst000063 1 11 1 1 1 1 H13 H ? 5.363 ? dehydro_proline ? ? bmst000063 1 12 1 1 1 1 H14 H ? 1.423 ? dehydro_proline ? ? bmst000063 1 13 1 1 1 1 H15 H ? 6.340 ? dehydro_proline ? ? bmst000063 1 stop_ save_ save_conformer_family_coord_set_1 _Conformer_family_coord_set.Sf_category conformer_family_coord_set _Conformer_family_coord_set.Sf_framecode conformer_family_coord_set_1 _Conformer_family_coord_set.Entry_ID bmst000063 _Conformer_family_coord_set.ID 1 _Conformer_family_coord_set.File_name dehydro_proline_680495_opt.pdb _Conformer_family_coord_set.Details ? loop_ _Conformer_family_software.Software_ID _Conformer_family_software.Software_label _Conformer_family_software.Entry_ID _Conformer_family_software.Conformer_family_coord_set_ID 1 $software_1 bmst000063 1 stop_ loop_ _Atom_site.Model_ID _Atom_site.ID _Atom_site.Label_entity_assembly_ID _Atom_site.Label_entity_ID _Atom_site.Label_comp_index_ID _Atom_site.Label_comp_ID _Atom_site.Label_atom_ID _Atom_site.Auth_seq_ID _Atom_site.Auth_comp_ID _Atom_site.Auth_atom_ID _Atom_site.Type_symbol _Atom_site.Cartn_x _Atom_site.Cartn_y _Atom_site.Cartn_z _Atom_site.Entry_ID _Atom_site.Conformer_family_coord_set_ID 1 1 1 1 1 1 C1 1 1 C1 C 1.106 -1.691 -0.592 bmst000063 1 1 2 1 1 1 1 C2 1 1 C2 C -0.379 -1.943 -0.649 bmst000063 1 1 3 1 1 1 1 C3 1 1 C3 C -1.059 -0.798 -0.665 bmst000063 1 1 4 1 1 1 1 C4 1 1 C4 C -0.111 0.385 -0.631 bmst000063 1 1 5 1 1 1 1 N5 1 1 N5 N 1.238 -0.218 -0.661 bmst000063 1 1 6 1 1 1 1 C6 1 1 C6 C -0.305 1.251 0.622 bmst000063 1 1 7 1 1 1 1 O7 1 1 O7 O -0.631 2.418 0.608 bmst000063 1 1 8 1 1 1 1 O8 1 1 O8 O -0.075 0.563 1.764 bmst000063 1 1 9 1 1 1 1 H9 1 1 H9 H 1.536 -2.081 0.343 bmst000063 1 1 10 1 1 1 1 H10 1 1 H10 H 1.650 -2.179 -1.414 bmst000063 1 1 11 1 1 1 1 H11 1 1 H11 H -0.812 -2.940 -0.634 bmst000063 1 1 12 1 1 1 1 H12 1 1 H12 H -2.140 -0.683 -0.665 bmst000063 1 1 13 1 1 1 1 H13 1 1 H13 H -0.268 1.074 -1.470 bmst000063 1 1 14 1 1 1 1 H14 1 1 H14 H 1.711 0.057 -1.514 bmst000063 1 1 15 1 1 1 1 H15 1 1 H15 H -0.199 1.206 2.491 bmst000063 1 stop_ save_