data_bmse010502 save_entry_information _Entry.Sf_category entry_information _Entry.Sf_framecode entry_information _Entry.ID bmse010502 _Entry.Title lignin_cw_compound_3024 _Entry.Version_type original _Entry.Submission_date 2009-05-26 _Entry.Accession_date 2013-01-09 _Entry.Last_release_date 2013-01-17 _Entry.Original_release_date 2013-01-17 _Entry.Origination author _Entry.NMR_STAR_version 3.1.1.31 _Entry.Original_NMR_STAR_version 3.1.0.46 _Entry.Experimental_method NMR _Entry.Experimental_method_subtype solution _Entry.Details ? _Entry.BMRB_internal_directory_name lignin_cw_compound_3024 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 John Ralph ? ? bmse010502 2 Sally Ralph ? ? bmse010502 stop_ loop_ _Entry_src.ID _Entry_src.Project_name _Entry_src.Organization_full_name _Entry_src.Organization_initials _Entry_src.Entry_ID 1 "NMR Database of Lignin and Cell Wall Model Compounds" "United States Department of Agriculture" USDA bmse010502 stop_ loop_ _Data_set.Type _Data_set.Count _Data_set.Entry_ID assigned_chemical_shifts 1 bmse010502 stop_ loop_ _Datum.Type _Datum.Count _Datum.Entry_ID "13C chemical shifts" 34 bmse010502 "1H chemical shifts" 36 bmse010502 stop_ loop_ _Release.Release_number _Release.Date _Release.Submission_date _Release.Type _Release.Author _Release.Detail _Release.Entry_ID 1 2013-01-17 2009-05-26 original BMRB "Original spectra from MMC" bmse010502 stop_ save_ save_citation_1 _Citation.Sf_category citations _Citation.Sf_framecode citation_1 _Citation.Entry_ID bmse010502 _Citation.ID 1 _Citation.Class 'entry citation' _Citation.PubMed_ID ? _Citation.Title 'NMR Database of Lignin and Cell Wall Model Compounds.' _Citation.Status published _Citation.Type internet _Citation.WWW_URL http://ars.usda.gov/Services/docs.htm?docid=10491 _Citation.Year 2004 _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 Sally Ralph ? A. ? bmse010502 1 2 John Ralph ? ? ? bmse010502 1 3 Larry Landucci ? L. ? bmse010502 1 stop_ save_ save_assembly _Assembly.Sf_category assembly _Assembly.Sf_framecode assembly _Assembly.Entry_ID bmse010502 _Assembly.ID 1 _Assembly.Name lignin_cw_compound_3024 _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 lignin_cw_compound_3024 1 $lignin_cw_compound_3024 yes native no no ? ? ? bmse010502 1 stop_ save_ save_lignin_cw_compound_3024 _Entity.Sf_category entity _Entity.Sf_framecode lignin_cw_compound_3024 _Entity.Entry_ID bmse010502 _Entity.ID 1 _Entity.BMRB_code ? _Entity.Name lignin_cw_compound_3024 _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 bmse010502 1 stop_ save_ save_natural_source _Entity_natural_src_list.Sf_category natural_source _Entity_natural_src_list.Sf_framecode natural_source _Entity_natural_src_list.Entry_ID bmse010502 _Entity_natural_src_list.ID 1 loop_ _Entity_natural_src.ID _Entity_natural_src.Entity_ID _Entity_natural_src.Entity_label _Entity_natural_src.Entity_chimera_segment_ID _Entity_natural_src.NCBI_taxonomy_ID _Entity_natural_src.Type _Entity_natural_src.Common _Entity_natural_src.Organism_name_scientific _Entity_natural_src.Organism_name_common _Entity_natural_src.Organism_acronym _Entity_natural_src.ICTVdb_decimal_code _Entity_natural_src.Superkingdom _Entity_natural_src.Kingdom _Entity_natural_src.Genus _Entity_natural_src.Species _Entity_natural_src.Strain _Entity_natural_src.Variant _Entity_natural_src.Subvariant _Entity_natural_src.Organ _Entity_natural_src.Tissue _Entity_natural_src.Tissue_fraction _Entity_natural_src.Cell_line _Entity_natural_src.Cell_type _Entity_natural_src.ATCC_number _Entity_natural_src.Organelle _Entity_natural_src.Cellular_location _Entity_natural_src.Fragment _Entity_natural_src.Fraction _Entity_natural_src.Secretion _Entity_natural_src.Plasmid _Entity_natural_src.Plasmid_details _Entity_natural_src.Gene_mnemonic _Entity_natural_src.Dev_stage _Entity_natural_src.Details _Entity_natural_src.Citation_ID _Entity_natural_src.Citation_label _Entity_natural_src.Entry_ID _Entity_natural_src.Entity_natural_src_list_ID 1 1 $lignin_cw_compound_3024 . n/a "multiple natural sources" yes "not applicable" n/a . . Eukaryota Viridiplantae n/a n/a . . . . . . . . . . . . . . . . . . . . . bmse010502 1 stop_ save_ save_experimental_source _Entity_experimental_src_list.Sf_category experimental_source _Entity_experimental_src_list.Sf_framecode experimental_source _Entity_experimental_src_list.Entry_ID bmse010502 _Entity_experimental_src_list.ID 1 loop_ _Entity_experimental_src.ID _Entity_experimental_src.Entity_ID _Entity_experimental_src.Entity_label _Entity_experimental_src.Entity_chimera_segment_ID _Entity_experimental_src.Production_method _Entity_experimental_src.Host_org_scientific_name _Entity_experimental_src.Host_org_name_common _Entity_experimental_src.Host_org_details _Entity_experimental_src.Host_org_NCBI_taxonomy_ID _Entity_experimental_src.Host_org_genus _Entity_experimental_src.Host_org_species _Entity_experimental_src.Host_org_strain _Entity_experimental_src.Host_org_variant _Entity_experimental_src.Host_org_subvariant _Entity_experimental_src.Host_org_organ _Entity_experimental_src.Host_org_tissue _Entity_experimental_src.Host_org_tissue_fraction _Entity_experimental_src.Host_org_cell_line _Entity_experimental_src.Host_org_cell_type _Entity_experimental_src.Host_org_cellular_location _Entity_experimental_src.Host_org_organelle _Entity_experimental_src.Host_org_gene _Entity_experimental_src.Host_org_culture_collection _Entity_experimental_src.Host_org_ATCC_number _Entity_experimental_src.Vector_type _Entity_experimental_src.PDBview_host_org_vector_name _Entity_experimental_src.PDBview_plasmid_name _Entity_experimental_src.Vector_name _Entity_experimental_src.Vector_details _Entity_experimental_src.Vendor_name _Entity_experimental_src.Host_org_dev_stage _Entity_experimental_src.Details _Entity_experimental_src.Citation_ID _Entity_experimental_src.Citation_label _Entity_experimental_src.Entry_ID _Entity_experimental_src.Entity_experimental_src_list_ID 1 1 $lignin_cw_compound_3024 . "chemical synthesis" . . . . . . . . . . . . . . . . . . . . . . . . . . . . . bmse010502 1 stop_ save_ save_chem_comp_1 _Chem_comp.Sf_category chem_comp _Chem_comp.Sf_framecode chem_comp_1 _Chem_comp.Entry_ID bmse010502 _Chem_comp.ID 1 _Chem_comp.Provenance BMRB _Chem_comp.Name lignin_cw_compound_3024 _Chem_comp.Type non-polymer _Chem_comp.BMRB_code bmse010502 _Chem_comp.PDB_code ? _Chem_comp.InCHi_code ; InChI=1/C34H36O11/c1-22(35)43-21-31(45-28-15-9-24(19-29(28)39-3)11-18-33(37)42-6)34(25-12-16-27(38-2)30(20-25)40-4)44-26-13-7-23(8-14-26)10-17-32(36)41-5/h7-20,31,34H,21H2,1-6H3/b17-10+,18-11+ ; _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 yes _Chem_comp.Formula 'C34 H36 O11' _Chem_comp.Formula_weight 620.64304 _Chem_comp.Formula_mono_iso_wt_nat 620.2257619987 _Chem_comp.Formula_mono_iso_wt_13C 654.3398264839 _Chem_comp.Formula_mono_iso_wt_15N 620.2257619987 _Chem_comp.Formula_mono_iso_wt_13C_15N 654.3398264839 _Chem_comp.Image_file_name standards/lignin_cw_compound_3024/lit/jr_3024.png _Chem_comp.Image_file_format png _Chem_comp.Topo_file_name ? _Chem_comp.Topo_file_format ? _Chem_comp.Struct_file_name standards/lignin_cw_compound_3024/lit/jr_3024.mol _Chem_comp.Struct_file_format MDL _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 ; 3-(4-{3-carboxyoxy-1-(3,4-dimethoxyphenyl)-2-[2-methoxy-4-(2-methoxycarbonylvinyl)phenoxy]propoxy}phenyl)acrylic acid methyl ester ; synonym bmse010502 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 ; 3-(4-{3-carboxyoxy-1-(3,4-dimethoxyphenyl)-2-[2-methoxy-4-(2-methoxycarbonylvinyl)phenoxy]propoxy}phenyl)acrylic acid methyl ester ; Beilstein bmse010502 1 stop_ loop_ _Chem_comp_SMILES.Type _Chem_comp_SMILES.String _Chem_comp_SMILES.Entry_ID _Chem_comp_SMILES.Comp_ID Canonical COC1=C(C=C(C=C1)C(C(CO)OC2=C(C=C(C=C2)C=CC(=O)OC)OC)OC3=CC=C(C=C3)C=CC(=O)OC)OC bmse010502 1 Isomeric COC1=C(C=C(C=C1)C(C(CO)OC2=C(C=C(C=C2)C=CC(=O)OC)OC)OC3=CC=C(C=C3)C=CC(=O)OC)OC bmse010502 1 stop_ loop_ _Chem_comp_atom.Atom_ID _Chem_comp_atom.Auth_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 ? ? ? ? 287.9915 250.0000 ? ? ? bmse010502 1 C2 ? C ? ? ? ? 236.0285 10.0000 ? ? ? bmse010502 1 C3 ? C ? ? ? ? 339.9515 100.0000 ? ? ? bmse010502 1 C4 ? C ? ? ? ? 132.1055 70.0000 ? ? ? bmse010502 1 C5 ? C ? ? ? ? 132.1055 370.0000 ? ? ? bmse010502 1 C6 ? C ? ? ? ? 417.8945 295.0000 ? ? ? bmse010502 1 C7 ? C ? ? ? ? 158.0855 235.0000 ? ? ? bmse010502 1 C8 ? C ? ? ? ? 210.0485 235.0000 ? ? ? bmse010502 1 C9 ? C ? ? ? ? 313.9715 205.0000 ? ? ? bmse010502 1 C10 ? C ? ? ? ? 184.0685 280.0000 ? ? ? bmse010502 1 C11 ? C ? ? ? ? 365.9315 205.0000 ? ? ? bmse010502 1 C12 ? C ? ? ? ? 236.0285 100.0000 ? ? ? bmse010502 1 C13 ? C ? ? ? ? 158.0855 205.0000 ? ? ? bmse010502 1 C14 ? C ? ? ? ? 210.0485 205.0000 ? ? ? bmse010502 1 C15 ? C ? ? ? ? 287.9915 190.0000 ? ? ? bmse010502 1 C16 ? C ? ? ? ? 236.0285 70.0000 ? ? ? bmse010502 1 C17 ? C ? ? ? ? 158.0855 295.0000 ? ? ? bmse010502 1 C18 ? C ? ? ? ? 365.9315 235.0000 ? ? ? bmse010502 1 C19 ? C ? ? ? ? 339.9515 160.0000 ? ? ? bmse010502 1 C20 ? C ? ? ? ? 184.0685 100.0000 ? ? ? bmse010502 1 C21 ? C ? ? ? ? 236.0285 190.0000 ? ? ? bmse010502 1 C22 ? C ? ? ? ? 262.0085 235.0000 ? ? ? bmse010502 1 C23 ? C ? ? ? ? 184.0685 250.0000 ? ? ? bmse010502 1 C24 ? C ? ? ? ? 339.9515 190.0000 ? ? ? bmse010502 1 C25 ? C ? ? ? ? 210.0485 115.0000 ? ? ? bmse010502 1 C26 ? C ? ? ? ? 184.0685 190.0000 ? ? ? bmse010502 1 C27 ? C ? ? ? ? 210.0485 55.0000 ? ? ? bmse010502 1 C28 ? C ? ? ? ? 287.9915 160.0000 ? ? ? bmse010502 1 C29 ? C ? ? ? ? 313.9715 145.0000 ? ? ? bmse010502 1 C30 ? C ? ? ? ? 184.0685 70.0000 ? ? ? bmse010502 1 C31 ? C ? ? ? ? 236.0285 160.0000 ? ? ? bmse010502 1 C32 ? C ? ? ? ? 158.0855 325.0000 ? ? ? bmse010502 1 C33 ? C ? ? ? ? 391.9145 250.0000 ? ? ? bmse010502 1 C34 ? C ? ? ? ? 210.0485 145.0000 ? ? ? bmse010502 1 O35 ? O ? ? ? ? 236.0285 250.0000 ? ? ? bmse010502 1 O36 ? O ? ? ? ? 184.0685 340.0000 ? ? ? bmse010502 1 O37 ? O ? ? ? ? 417.8945 235.0000 ? ? ? bmse010502 1 O38 ? O ? ? ? ? 210.0485 25.0000 ? ? ? bmse010502 1 O39 ? O ? ? ? ? 313.9715 115.0000 ? ? ? bmse010502 1 O40 ? O ? ? ? ? 158.0855 55.0000 ? ? ? bmse010502 1 O41 ? O ? ? ? ? 132.1055 340.0000 ? ? ? bmse010502 1 O42 ? O ? ? ? ? 391.9145 280.0000 ? ? ? bmse010502 1 O43 ? O ? ? ? ? 262.0085 205.0000 ? ? ? bmse010502 1 O44 ? O ? ? ? ? 184.0685 160.0000 ? ? ? bmse010502 1 O45 ? O ? ? ? ? 262.0085 145.0000 ? ? ? bmse010502 1 H46 ? H ? ? ? ? 297.2909 233.8916 ? ? ? bmse010502 1 H47 ? H ? ? ? ? 304.0999 259.2994 ? ? ? bmse010502 1 H48 ? H ? ? ? ? 278.6921 266.1084 ? ? ? bmse010502 1 H49 ? H ? ? ? ? 226.7283 -6.1080 ? ? ? bmse010502 1 H50 ? H ? ? ? ? 252.1365 0.6998 ? ? ? bmse010502 1 H51 ? H ? ? ? ? 245.3287 26.1080 ? ? ? bmse010502 1 H52 ? H ? ? ? ? 330.6513 83.8920 ? ? ? bmse010502 1 H53 ? H ? ? ? ? 356.0595 90.6998 ? ? ? bmse010502 1 H54 ? H ? ? ? ? 349.2517 116.1080 ? ? ? bmse010502 1 H55 ? H ? ? ? ? 141.4057 86.1080 ? ? ? bmse010502 1 H56 ? H ? ? ? ? 115.9975 79.3002 ? ? ? bmse010502 1 H57 ? H ? ? ? ? 122.8053 53.8920 ? ? ? bmse010502 1 H58 ? H ? ? ? ? 150.7055 370.0000 ? ? ? bmse010502 1 H59 ? H ? ? ? ? 132.1055 388.6000 ? ? ? bmse010502 1 H60 ? H ? ? ? ? 113.5055 370.0000 ? ? ? bmse010502 1 H61 ? H ? ? ? ? 427.1947 278.8920 ? ? ? bmse010502 1 H62 ? H ? ? ? ? 434.0025 304.3002 ? ? ? bmse010502 1 H63 ? H ? ? ? ? 408.5943 311.1080 ? ? ? bmse010502 1 H64 ? H ? ? ? ? 141.9776 244.3003 ? ? ? bmse010502 1 H65 ? H ? ? ? ? 226.1566 244.2999 ? ? ? bmse010502 1 H66 ? H ? ? ? ? 313.9715 223.6000 ? ? ? bmse010502 1 H67 ? H ? ? ? ? 200.1764 289.3003 ? ? ? bmse010502 1 H68 ? H ? ? ? ? 382.0396 195.7001 ? ? ? bmse010502 1 H69 ? H ? ? ? ? 252.1366 109.2999 ? ? ? bmse010502 1 H70 ? H ? ? ? ? 141.9776 195.6997 ? ? ? bmse010502 1 H71 ? H ? ? ? ? 226.1566 195.7001 ? ? ? bmse010502 1 H72 ? H ? ? ? ? 271.8834 199.2999 ? ? ? bmse010502 1 H73 ? H ? ? ? ? 252.1366 60.7001 ? ? ? bmse010502 1 H74 ? H ? ? ? ? 141.9776 285.6997 ? ? ? bmse010502 1 H75 ? H ? ? ? ? 349.8236 244.3003 ? ? ? bmse010502 1 H76 ? H ? ? ? ? 356.0596 150.7001 ? ? ? bmse010502 1 H77 ? H ? ? ? ? 167.9604 109.2999 ? ? ? bmse010502 1 H78 ? H ? ? ? ? 229.6668 207.4782 ? ? ? bmse010502 1 H79 ? H ? ? ? ? 217.7111 186.7701 ? ? ? bmse010502 1 H80 ? H ? ? ? ? 252.1366 169.2999 ? ? ? bmse010502 1 H81 ? H ? ? ? ? 193.9404 135.7001 ? ? ? bmse010502 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 ? bmse010502 1 C2 C2 ? bmse010502 1 C3 C3 ? bmse010502 1 C4 C4 ? bmse010502 1 C5 C5 ? bmse010502 1 C6 C6 ? bmse010502 1 C7 C7 ? bmse010502 1 C8 C8 ? bmse010502 1 C9 C9 ? bmse010502 1 C10 C10 ? bmse010502 1 C11 C11 ? bmse010502 1 C12 C12 ? bmse010502 1 C13 C13 ? bmse010502 1 C14 C14 ? bmse010502 1 C15 C15 ? bmse010502 1 C16 C16 ? bmse010502 1 C17 C17 ? bmse010502 1 C18 C18 ? bmse010502 1 C19 C19 ? bmse010502 1 C20 C20 ? bmse010502 1 C21 C21 ? bmse010502 1 C22 C22 ? bmse010502 1 C23 C23 ? bmse010502 1 C24 C24 ? bmse010502 1 C25 C25 ? bmse010502 1 C26 C26 ? bmse010502 1 C27 C27 ? bmse010502 1 C28 C28 ? bmse010502 1 C29 C29 ? bmse010502 1 C30 C30 ? bmse010502 1 C31 C31 ? bmse010502 1 C32 C32 ? bmse010502 1 C33 C33 ? bmse010502 1 C34 C34 ? bmse010502 1 O35 O35 ? bmse010502 1 O36 O36 ? bmse010502 1 O37 O37 ? bmse010502 1 O38 O38 ? bmse010502 1 O39 O39 ? bmse010502 1 O40 O40 ? bmse010502 1 O41 O41 ? bmse010502 1 O42 O42 ? bmse010502 1 O43 O43 ? bmse010502 1 O44 O44 ? bmse010502 1 O45 O45 ? bmse010502 1 H46 H46 ? bmse010502 1 H47 H47 ? bmse010502 1 H48 H48 ? bmse010502 1 H49 H49 ? bmse010502 1 H50 H50 ? bmse010502 1 H51 H51 ? bmse010502 1 H52 H52 ? bmse010502 1 H53 H53 ? bmse010502 1 H54 H54 ? bmse010502 1 H55 H55 ? bmse010502 1 H56 H56 ? bmse010502 1 H57 H57 ? bmse010502 1 H58 H58 ? bmse010502 1 H59 H59 ? bmse010502 1 H60 H60 ? bmse010502 1 H61 H61 ? bmse010502 1 H62 H62 ? bmse010502 1 H63 H63 ? bmse010502 1 H64 H64 ? bmse010502 1 H65 H65 ? bmse010502 1 H66 H66 ? bmse010502 1 H67 H67 ? bmse010502 1 H68 H68 ? bmse010502 1 H69 H69 ? bmse010502 1 H70 H70 ? bmse010502 1 H71 H71 ? bmse010502 1 H72 H72 ? bmse010502 1 H73 H73 ? bmse010502 1 H74 H74 ? bmse010502 1 H75 H75 ? bmse010502 1 H76 H76 ? bmse010502 1 H77 H77 ? bmse010502 1 H78 H78 ? bmse010502 1 H79 H79 ? bmse010502 1 H80 H80 ? bmse010502 1 H81 H81 ? bmse010502 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 C22 ? bmse010502 1 2 covalent SING C2 O38 ? bmse010502 1 3 covalent SING C3 O39 ? bmse010502 1 4 covalent SING C4 O40 ? bmse010502 1 5 covalent SING C5 O41 ? bmse010502 1 6 covalent SING C6 O42 ? bmse010502 1 7 covalent SING C7 C13 ? bmse010502 1 8 covalent DOUB C7 C23 ? bmse010502 1 9 covalent DOUB C8 C14 ? bmse010502 1 10 covalent SING C8 C23 ? bmse010502 1 11 covalent DOUB C9 C15 ? bmse010502 1 12 covalent SING C9 C24 ? bmse010502 1 13 covalent DOUB C10 C17 ? bmse010502 1 14 covalent SING C10 C23 ? bmse010502 1 15 covalent DOUB C11 C18 ? bmse010502 1 16 covalent SING C11 C24 ? bmse010502 1 17 covalent DOUB C12 C16 ? bmse010502 1 18 covalent SING C12 C25 ? bmse010502 1 19 covalent DOUB C13 C26 ? bmse010502 1 20 covalent SING C14 C26 ? bmse010502 1 21 covalent SING C15 C28 ? bmse010502 1 22 covalent SING C16 C27 ? bmse010502 1 23 covalent SING C17 C32 ? bmse010502 1 24 covalent SING C18 C33 ? bmse010502 1 25 covalent DOUB C19 C24 ? bmse010502 1 26 covalent SING C19 C29 ? bmse010502 1 27 covalent DOUB C20 C25 ? bmse010502 1 28 covalent SING C20 C30 ? bmse010502 1 29 covalent SING C21 C31 ? bmse010502 1 30 covalent SING C21 O43 ? bmse010502 1 31 covalent DOUB C22 O35 ? bmse010502 1 32 covalent SING C22 O43 ? bmse010502 1 33 covalent SING C25 C34 ? bmse010502 1 34 covalent SING C26 O44 ? bmse010502 1 35 covalent DOUB C27 C30 ? bmse010502 1 36 covalent SING C27 O38 ? bmse010502 1 37 covalent DOUB C28 C29 ? bmse010502 1 38 covalent SING C28 O45 ? bmse010502 1 39 covalent SING C29 O39 ? bmse010502 1 40 covalent SING C30 O40 ? bmse010502 1 41 covalent SING C31 C34 ? bmse010502 1 42 covalent SING C31 O45 ? bmse010502 1 43 covalent DOUB C32 O36 ? bmse010502 1 44 covalent SING C32 O41 ? bmse010502 1 45 covalent DOUB C33 O37 ? bmse010502 1 46 covalent SING C33 O42 ? bmse010502 1 47 covalent SING C34 O44 ? bmse010502 1 48 covalent SING C1 H46 ? bmse010502 1 49 covalent SING C1 H47 ? bmse010502 1 50 covalent SING C1 H48 ? bmse010502 1 51 covalent SING C2 H49 ? bmse010502 1 52 covalent SING C2 H50 ? bmse010502 1 53 covalent SING C2 H51 ? bmse010502 1 54 covalent SING C3 H52 ? bmse010502 1 55 covalent SING C3 H53 ? bmse010502 1 56 covalent SING C3 H54 ? bmse010502 1 57 covalent SING C4 H55 ? bmse010502 1 58 covalent SING C4 H56 ? bmse010502 1 59 covalent SING C4 H57 ? bmse010502 1 60 covalent SING C5 H58 ? bmse010502 1 61 covalent SING C5 H59 ? bmse010502 1 62 covalent SING C5 H60 ? bmse010502 1 63 covalent SING C6 H61 ? bmse010502 1 64 covalent SING C6 H62 ? bmse010502 1 65 covalent SING C6 H63 ? bmse010502 1 66 covalent SING C7 H64 ? bmse010502 1 67 covalent SING C8 H65 ? bmse010502 1 68 covalent SING C9 H66 ? bmse010502 1 69 covalent SING C10 H67 ? bmse010502 1 70 covalent SING C11 H68 ? bmse010502 1 71 covalent SING C12 H69 ? bmse010502 1 72 covalent SING C13 H70 ? bmse010502 1 73 covalent SING C14 H71 ? bmse010502 1 74 covalent SING C15 H72 ? bmse010502 1 75 covalent SING C16 H73 ? bmse010502 1 76 covalent SING C17 H74 ? bmse010502 1 77 covalent SING C18 H75 ? bmse010502 1 78 covalent SING C19 H76 ? bmse010502 1 79 covalent SING C20 H77 ? bmse010502 1 80 covalent SING C21 H78 ? bmse010502 1 81 covalent SING C21 H79 ? bmse010502 1 82 covalent SING C31 H80 ? bmse010502 1 83 covalent SING C34 H81 ? bmse010502 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 yes USDA_NMR_database 3024 "Compound Number" ? lignin_cw_compound_3024 ? "matching entry" ? bmse010502 1 stop_ loop_ _Chem_comp_citation.Citation_ID _Chem_comp_citation.Citation_label _Chem_comp_citation.Entry_ID _Chem_comp_citation.Comp_ID 1 $citation_1 bmse010502 1 stop_ save_ save_sample_1 _Sample.Sf_category sample _Sample.Sf_framecode sample_1 _Sample.Entry_ID bmse010502 _Sample.ID 1 _Sample.Type solution loop_ _Sample_component.ID _Sample_component.Mol_common_name _Sample_component.Isotopic_labeling _Sample_component.Entity_ID _Sample_component.Entity_label _Sample_component.Product_ID _Sample_component.Type _Sample_component.Concentration_val _Sample_component.Concentration_val_min _Sample_component.Concentration_val_max _Sample_component.Concentration_val_units _Sample_component.Concentration_val_err _Sample_component.Vendor _Sample_component.Vendor_product_name _Sample_component.Vendor_product_code _Sample_component.Entry_ID _Sample_component.Sample_ID 1 lignin_cw_compound_3024 "natural abundance" 1 $lignin_cw_compound_3024 ? Solute Saturated ? ? 1 ? "John Ralph Lab" lignin_cw_compound_3024 n/a bmse010502 1 2 Acetone ? 1 ? ? Solvent 100 ? ? % ? ? ? ? bmse010502 1 stop_ save_ save_sample_conditions_1 _Sample_condition_list.Sf_category sample_conditions _Sample_condition_list.Sf_framecode sample_conditions_1 _Sample_condition_list.Entry_ID bmse010502 _Sample_condition_list.ID 1 loop_ _Sample_condition_variable.Type _Sample_condition_variable.Val _Sample_condition_variable.Val_err _Sample_condition_variable.Val_units _Sample_condition_variable.Entry_ID _Sample_condition_variable.Sample_condition_list_ID 1 297 ? K bmse010502 1 stop_ save_ save_software_1 _Software.Sf_category software _Software.Sf_framecode software_1 _Software.Entry_ID bmse010502 _Software.ID 1 _Software.Name X-WINNMR _Software.Version ? _Software.Details ? loop_ _Vendor.Name _Vendor.Address _Vendor.Electronic_address _Vendor.Entry_ID _Vendor.Software_ID Bruker ? ? bmse010502 1 stop_ loop_ _Task.Task _Task.Entry_ID _Task.Software_ID Processing bmse010502 1 stop_ save_ save_Bruker_360 _NMR_spectrometer.Sf_category NMR_spectrometer _NMR_spectrometer.Sf_framecode Bruker_360 _NMR_spectrometer.Entry_ID bmse010502 _NMR_spectrometer.ID 1 _NMR_spectrometer.Manufacturer Bruker _NMR_spectrometer.Model DRX _NMR_spectrometer.Field_strength 360 save_ save_experiment_list _Experiment_list.Sf_category experiment_list _Experiment_list.Sf_framecode experiment_list _Experiment_list.Entry_ID bmse010502 _Experiment_list.ID 1 _Experiment_list.Details ? loop_ _Experiment.ID _Experiment.Name _Experiment.Raw_data_flag _Experiment.NMR_spec_expt_ID _Experiment.NMR_spec_expt_label _Experiment.Sample_ID _Experiment.Sample_label _Experiment.Sample_state _Experiment.Sample_condition_list_ID _Experiment.Sample_condition_list_label _Experiment.NMR_spectrometer_ID _Experiment.NMR_spectrometer_label _Experiment.NMR_spectral_processing_ID _Experiment.NMR_spectral_processing_label _Experiment.Entry_ID _Experiment.Experiment_list_ID 1 "1D 1H" yes ? ? 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_360 ? ? bmse010502 1 2 "1D 13C" yes ? ? 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_360 ? ? bmse010502 1 stop_ save_ save_chem_shift_reference_1 _Chem_shift_reference.Sf_category chem_shift_reference _Chem_shift_reference.Sf_framecode chem_shift_reference_1 _Chem_shift_reference.Entry_ID bmse010502 _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.External_ref_loc _Chem_shift_ref.External_ref_sample_geometry _Chem_shift_ref.External_ref_axis _Chem_shift_ref.Entry_ID _Chem_shift_ref.Chem_shift_reference_ID H 1 Acetone-d6 "residual solvent methyl proton" ppm 2.04 internal direct 1.000000000 ? ? ? bmse010502 1 C 13 Acetone-d6 "solvent methyl carbon" ppm 29.83 internal direct ? ? ? ? bmse010502 1 stop_ save_ ################################### # Assigned chemical shift lists # ################################### ################################################################### # Chemical Shift Ambiguity Index Value Definitions # # # # Index Value Definition # # # # 1 Unique (geminal atoms and geminal methyl # # groups with identical chemical shifts # # are assumed to be assigned to # # stereospecific atoms) # # 2 Ambiguity of geminal atoms or geminal methyl # # proton groups # # 3 Aromatic atoms on opposite sides of # # symmetrical rings (e.g. Tyr HE1 and HE2 # # protons) # # 4 Intraresidue ambiguities (e.g. Lys HG and # # HD protons or Trp HZ2 and HZ3 protons) # # 5 Interresidue ambiguities (Lys 12 vs. Lys 27) # # 9 Ambiguous, specific ambiguity not defined # # # ################################################################### save_assigned_chemical_shifts_1 _Assigned_chem_shift_list.Sf_category assigned_chemical_shifts _Assigned_chem_shift_list.Sf_framecode assigned_chemical_shifts_1 _Assigned_chem_shift_list.Entry_ID bmse010502 _Assigned_chem_shift_list.ID 1 _Assigned_chem_shift_list.Sample_condition_list_ID 1 _Assigned_chem_shift_list.Sample_condition_list_label $sample_conditions_1 _Assigned_chem_shift_list.Chem_shift_reference_ID 1 _Assigned_chem_shift_list.Chem_shift_reference_label $chem_shift_reference_1 _Assigned_chem_shift_list.Error_derivation_method ? _Assigned_chem_shift_list.Details ? loop_ _Chem_shift_experiment.Experiment_ID _Chem_shift_experiment.Experiment_name _Chem_shift_experiment.Sample_ID _Chem_shift_experiment.Sample_label _Chem_shift_experiment.Entry_ID _Chem_shift_experiment.Assigned_chem_shift_list_ID 1 "1D 1H" 1 $sample_1 bmse010502 1 2 "1D 13C" 1 $sample_1 bmse010502 1 stop_ loop_ _Chem_shift_software.Software_ID _Chem_shift_software.Software_label _Chem_shift_software.Method_ID _Chem_shift_software.Method_label _Chem_shift_software.Entry_ID _Chem_shift_software.Assigned_chem_shift_list_ID 1 $software_1 ? ? bmse010502 1 stop_ loop_ _Atom_chem_shift.ID _Atom_chem_shift.Assembly_atom_ID _Atom_chem_shift.Entity_assembly_ID _Atom_chem_shift.Entity_ID _Atom_chem_shift.Comp_index_ID _Atom_chem_shift.Seq_ID _Atom_chem_shift.Comp_ID _Atom_chem_shift.Atom_ID _Atom_chem_shift.Atom_type _Atom_chem_shift.Atom_isotope_number _Atom_chem_shift.Val _Atom_chem_shift.Val_err _Atom_chem_shift.Assign_fig_of_merit _Atom_chem_shift.Ambiguity_code _Atom_chem_shift.Occupancy _Atom_chem_shift.Resonance_ID _Atom_chem_shift.Auth_entity_assembly_ID _Atom_chem_shift.Auth_seq_ID _Atom_chem_shift.Auth_comp_ID _Atom_chem_shift.Auth_atom_ID _Atom_chem_shift.Details _Atom_chem_shift.Entry_ID _Atom_chem_shift.Assigned_chem_shift_list_ID 1 ? ? 1 1 ? 1 C1 C 13 20.61 ? ? 1 ? ? ? ? ? GAcMe ? bmse010502 1 2 ? ? 1 1 ? 1 C6 C 13 51.54 ? ? 1 ? ? ? ? ? BGOMe ? bmse010502 1 3 ? ? 1 1 ? 1 C5 C 13 51.58 ? ? 1 ? ? ? ? ? CGOMe ? bmse010502 1 4 ? ? 1 1 ? 1 C2 C 13 55.99 ? ? 1 ? ? ? ? ? A4OMe ? bmse010502 1 5 ? ? 1 1 ? 1 C4 C 13 56.09 ? ? 1 ? ? ? ? ? A3OMe ? bmse010502 1 6 ? ? 1 1 ? 1 C3 C 13 56.35 ? ? 1 ? ? ? ? ? B3OMe ? bmse010502 1 7 ? ? 1 1 ? 1 C21 C 13 63.49 ? ? 1 ? ? ? ? ? G ? bmse010502 1 8 ? ? 1 1 ? 1 C34 C 13 79.62 ? ? 1 ? ? ? ? ? A ? bmse010502 1 9 ? ? 1 1 ? 1 C31 C 13 81.21 ? ? 1 ? ? ? ? ? B ? bmse010502 1 10 ? ? 1 1 ? 1 C20 C 13 112.24 ? ? 1 ? ? ? ? ? A2 ? bmse010502 1 11 ? ? 1 1 ? 1 C15 C 13 112.38 ? ? 1 ? ? ? ? ? B5 ? bmse010502 1 12 ? ? 1 1 ? 1 C19 C 13 112.38 ? ? 1 ? ? ? ? ? B2 ? bmse010502 1 13 ? ? 1 1 ? 1 C17 C 13 116.42 ? ? 1 ? ? ? ? ? CB ? bmse010502 1 14 ? ? 1 1 ? 1 C18 C 13 116.98 ? ? 1 ? ? ? ? ? BB ? bmse010502 1 15 ? ? 1 1 ? 1 C7 C 13 117.28 ? ? 1 ? ? ? ? ? C2 ? bmse010502 1 16 ? ? 1 1 ? 1 C8 C 13 117.28 ? ? 1 ? ? ? ? ? C6 ? bmse010502 1 17 ? ? 1 1 ? 1 C15 C 13 118.21 ? ? 1 ? ? ? ? ? B5 ? bmse010502 1 18 ? ? 1 1 ? 1 C12 C 13 120.82 ? ? 1 ? ? ? ? ? A6 ? bmse010502 1 19 ? ? 1 1 ? 1 C9 C 13 122.93 ? ? 1 ? ? ? ? ? B6 ? bmse010502 1 20 ? ? 1 1 ? 1 C23 C 13 128.46 ? ? 1 ? ? ? ? ? C1 ? bmse010502 1 21 ? ? 1 1 ? 1 C24 C 13 129.89 ? ? 1 ? ? ? ? ? B1 ? bmse010502 1 22 ? ? 1 1 ? 1 C25 C 13 130.14 ? ? 1 ? ? ? ? ? A1 ? bmse010502 1 23 ? ? 1 1 ? 1 C13 C 13 130.52 ? ? 1 ? ? ? ? ? C3 ? bmse010502 1 24 ? ? 1 1 ? 1 C14 C 13 130.52 ? ? 1 ? ? ? ? ? C5 ? bmse010502 1 25 ? ? 1 1 ? 1 C10 C 13 144.85 ? ? 1 ? ? ? ? ? CA ? bmse010502 1 26 ? ? 1 1 ? 1 C11 C 13 145.14 ? ? 1 ? ? ? ? ? BA ? bmse010502 1 27 ? ? 1 1 ? 1 C27 C 13 150.33 ? ? 1 ? ? ? ? ? A4 ? bmse010502 1 28 ? ? 1 1 ? 1 C30 C 13 150.37 ? ? 1 ? ? ? ? ? A3 ? bmse010502 1 29 ? ? 1 1 ? 1 C28 C 13 150.72 ? ? 1 ? ? ? ? ? B4 ? bmse010502 1 30 ? ? 1 1 ? 1 C29 C 13 151.80 ? ? 1 ? ? ? ? ? B3 ? bmse010502 1 31 ? ? 1 1 ? 1 C26 C 13 160.44 ? ? 1 ? ? ? ? ? C4 ? bmse010502 1 32 ? ? 1 1 ? 1 C32 C 13 167.67 ? ? 1 ? ? ? ? ? CG ? bmse010502 1 33 ? ? 1 1 ? 1 C33 C 13 167.67 ? ? 1 ? ? ? ? ? BG ? bmse010502 1 34 ? ? 1 1 ? 1 C22 C 13 170.79 ? ? 1 ? ? ? ? ? GOAcC=O ? bmse010502 1 35 ? ? 1 1 ? 1 H46 H 1 1.920 ? ? 1 ? ? ? ? ? GAcMe ? bmse010502 1 36 ? ? 1 1 ? 1 H47 H 1 1.920 ? ? 1 ? ? ? ? ? GAcMe ? bmse010502 1 37 ? ? 1 1 ? 1 H48 H 1 1.920 ? ? 1 ? ? ? ? ? GAcMe ? bmse010502 1 38 ? ? 1 1 ? 1 H61 H 1 3.695 ? ? 1 ? ? ? ? ? BGOMe ? bmse010502 1 39 ? ? 1 1 ? 1 H62 H 1 3.695 ? ? 1 ? ? ? ? ? BGOMe ? bmse010502 1 40 ? ? 1 1 ? 1 H63 H 1 3.695 ? ? 1 ? ? ? ? ? BGOMe ? bmse010502 1 41 ? ? 1 1 ? 1 H58 H 1 3.716 ? ? 1 ? ? ? ? ? CGOMe ? bmse010502 1 42 ? ? 1 1 ? 1 H59 H 1 3.716 ? ? 1 ? ? ? ? ? CGOMe ? bmse010502 1 43 ? ? 1 1 ? 1 H60 H 1 3.716 ? ? 1 ? ? ? ? ? CGOMe ? bmse010502 1 44 ? ? 1 1 ? 1 H55 H 1 3.745 ? ? 1 ? ? ? ? ? A3OMe ? bmse010502 1 45 ? ? 1 1 ? 1 H56 H 1 3.745 ? ? 1 ? ? ? ? ? A3OMe ? bmse010502 1 46 ? ? 1 1 ? 1 H57 H 1 3.745 ? ? 1 ? ? ? ? ? A3OMe ? bmse010502 1 47 ? ? 1 1 ? 1 H49 H 1 3.775 ? ? 1 ? ? ? ? ? A4OMe ? bmse010502 1 48 ? ? 1 1 ? 1 H50 H 1 3.775 ? ? 1 ? ? ? ? ? A4OMe ? bmse010502 1 49 ? ? 1 1 ? 1 H51 H 1 3.775 ? ? 1 ? ? ? ? ? A4OMe ? bmse010502 1 50 ? ? 1 1 ? 1 H52 H 1 3.877 ? ? 1 ? ? ? ? ? B3OMe ? bmse010502 1 51 ? ? 1 1 ? 1 H53 H 1 3.877 ? ? 1 ? ? ? ? ? B3OMe ? bmse010502 1 52 ? ? 1 1 ? 1 H54 H 1 3.877 ? ? 1 ? ? ? ? ? B3OMe ? bmse010502 1 53 ? ? 1 1 ? 1 H78 H 1 4.428 ? ? 1 ? ? ? ? ? G1 ? bmse010502 1 54 ? ? 1 1 ? 1 H79 H 1 4.487 ? ? 1 ? ? ? ? ? G2 ? bmse010502 1 55 ? ? 1 1 ? 1 H80 H 1 4.988 ? ? 1 ? ? ? ? ? B ? bmse010502 1 56 ? ? 1 1 ? 1 H81 H 1 5.659 ? ? 1 ? ? ? ? ? A ? bmse010502 1 57 ? ? 1 1 ? 1 H74 H 1 6.345 ? ? 1 ? ? ? ? ? CB ? bmse010502 1 58 ? ? 1 1 ? 1 H75 H 1 6.431 ? ? 1 ? ? ? ? ? BB ? bmse010502 1 59 ? ? 1 1 ? 1 H73 H 1 6.888 ? ? 1 ? ? ? ? ? A5 ? bmse010502 1 60 ? ? 1 1 ? 1 H64 H 1 6.995 ? ? 1 ? ? ? ? ? C2 ? bmse010502 1 61 ? ? 1 1 ? 1 H65 H 1 6.995 ? ? 1 ? ? ? ? ? C6 ? bmse010502 1 62 ? ? 1 1 ? 1 H72 H 1 7.051 ? ? 1 ? ? ? ? ? B5 ? bmse010502 1 63 ? ? 1 1 ? 1 H69 H 1 7.066 ? ? 1 ? ? ? ? ? A6 ? bmse010502 1 64 ? ? 1 1 ? 1 H66 H 1 7.143 ? ? 1 ? ? ? ? ? B6 ? bmse010502 1 65 ? ? 1 1 ? 1 H77 H 1 7.190 ? ? 1 ? ? ? ? ? A2 ? bmse010502 1 66 ? ? 1 1 ? 1 H76 H 1 7.323 ? ? 1 ? ? ? ? ? B2 ? bmse010502 1 67 ? ? 1 1 ? 1 H70 H 1 7.527 ? ? 1 ? ? ? ? ? C3 ? bmse010502 1 68 ? ? 1 1 ? 1 H71 H 1 7.527 ? ? 1 ? ? ? ? ? C5 ? bmse010502 1 69 ? ? 1 1 ? 1 H67 H 1 7.553 ? ? 1 ? ? ? ? ? CA ? bmse010502 1 70 ? ? 1 1 ? 1 H68 H 1 7.576 ? ? 1 ? ? ? ? ? BA ? bmse010502 1 stop_ save_