data_bmse010470 ####################### # Entry information # ####################### save_entry_information _Entry.Sf_category entry_information _Entry.Sf_framecode entry_information _Entry.ID bmse010470 _Entry.Title lignin_cw_compound_2028 _Entry.Version_type update _Entry.Submission_date 2009-05-26 _Entry.Accession_date 2013-01-09 _Entry.Last_release_date 2013-04-05 _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_2028 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 ? ? bmse010470 2 Sally Ralph ? ? bmse010470 3 Stephane Quideau ? ? bmse010470 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 bmse010470 stop_ loop_ _Data_set.Type _Data_set.Count _Data_set.Entry_ID assigned_chemical_shifts 2 bmse010470 stop_ loop_ _Datum.Type _Datum.Count _Datum.Entry_ID '13C chemical shifts' 40 bmse010470 '1H chemical shifts' 6 bmse010470 stop_ loop_ _Release.Release_number _Release.Format_type _Release.Format_version _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' bmse010470 2 . . 2013-04-05 2009-05-26 update BMRB 'Adding molecule category to chem_comp Details' bmse010470 3 . . 2017-10-12 2017-10-12 update BMRB 'Remediated Experiment_file loop if present and standardized mol and png file tags.' bmse010470 stop_ save_ ############### # Citations # ############### save_citation_1 _Citation.Sf_category citations _Citation.Sf_framecode citation_1 _Citation.Entry_ID bmse010470 _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. ? bmse010470 1 2 John Ralph ? ? ? bmse010470 1 3 Larry Landucci ? L. ? bmse010470 1 stop_ save_ ############################################# # Molecular system (assembly) description # ############################################# save_assembly _Assembly.Sf_category assembly _Assembly.Sf_framecode assembly _Assembly.Entry_ID bmse010470 _Assembly.ID 1 _Assembly.Name lignin_cw_compound_2028 _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_2028 1 $lignin_cw_compound_2028 yes native no no ? ? ? bmse010470 1 stop_ save_ #################################### # Biological polymers and ligands # #################################### save_lignin_cw_compound_2028 _Entity.Sf_category entity _Entity.Sf_framecode lignin_cw_compound_2028 _Entity.Entry_ID bmse010470 _Entity.ID 1 _Entity.BMRB_code ? _Entity.Name lignin_cw_compound_2028 _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 bmse010470 1 stop_ save_ #################### # Natural source # #################### 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 bmse010470 _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_2028 . n/a 'multiple natural sources' yes 'not applicable' n/a . . Eukaryota Viridiplantae n/a n/a . . . . . . . . . . . . . . . . . . . . . bmse010470 1 stop_ save_ ######################### # Experimental source # ######################### 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 bmse010470 _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_2028 . 'chemical synthesis' . . . . . . . . . . . . . . . . . . . . . . . . . . . . . bmse010470 1 stop_ save_ ################################# # Polymer residues and ligands # ################################# save_chem_comp_1 _Chem_comp.Sf_category chem_comp _Chem_comp.Sf_framecode chem_comp_1 _Chem_comp.Entry_ID bmse010470 _Chem_comp.ID 1 _Chem_comp.Provenance BMRB _Chem_comp.Name lignin_cw_compound_2028 _Chem_comp.Type non-polymer _Chem_comp.BMRB_code bmse010470 _Chem_comp.PDB_code ? _Chem_comp.InChI_code ; InChI=1/C20H20O7/c1-24-15-7-10(3-5-13(15)21)18-12-9-26-19(17(12)20(23)27-18)11-4-6-14(22)16(8-11)25-2/h3-8,12,17-19,21-22H,9H2,1-2H3 ; _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 'C20 H20 O7' _Chem_comp.Formula_weight 372.3686 _Chem_comp.Formula_mono_iso_wt_nat 372.1209029967 _Chem_comp.Formula_mono_iso_wt_13C 392.1879997527 _Chem_comp.Formula_mono_iso_wt_15N 372.1209029967 _Chem_comp.Formula_mono_iso_wt_13C_15N 392.1879997527 _Chem_comp.Image_file_name bmse010470.png _Chem_comp.Image_file_format png _Chem_comp.Topo_file_name ? _Chem_comp.Topo_file_format ? _Chem_comp.Struct_file_name bmse010470.mol _Chem_comp.Struct_file_format mol _Chem_comp.Stereochem_param_file_name ? _Chem_comp.Details 'b-b Dimers' _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 '4-trans-8-cis-bis( 4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo [3-3-0] octan-2-one' synonym bmse010470 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 '4-trans-8-cis-bis( 4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo [3-3-0] octan-2-one' Beilstein bmse010470 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=CC(=C1)C4C3COC(C2=CC(=C(C=C2)O)OC)C3C(=O)O4)O bmse010470 1 Isomeric COC1=C(C=CC(=C1)C4C3COC(C2=CC(=C(C=C2)O)OC)C3C(=O)O4)O bmse010470 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.PDBX_ordinal _Chem_comp_atom.Entry_ID _Chem_comp_atom.Comp_ID C1 ? C ? ? ? ? 257.7440 25.3056 ? ? ? 1 bmse010470 1 C2 ? C ? ? ? ? 292.3808 354.6944 ? ? ? 2 bmse010470 1 C3 ? C ? ? ? ? 203.3952 127.0816 ? ? ? 3 bmse010470 1 C4 ? C ? ? ? ? 346.5504 252.8256 ? ? ? 4 bmse010470 1 C5 ? C ? ? ? ? 193.5072 96.6464 ? ? ? 5 bmse010470 1 C6 ? C ? ? ? ? 356.4928 283.2416 ? ? ? 6 bmse010470 1 C7 ? C ? ? ? ? 256.1088 109.9552 ? ? ? 7 bmse010470 1 C8 ? C ? ? ? ? 293.8688 270.0416 ? ? ? 8 bmse010470 1 C9 ? C ? ? ? ? 305.2992 164.3072 ? ? ? 9 bmse010470 1 C10 ? C ? ? ? ? 234.6976 133.7344 ? ? ? 10 bmse010470 1 C11 ? C ? ? ? ? 315.2384 246.2240 ? ? ? 11 bmse010470 1 C12 ? C ? ? ? ? 275.0176 174.0576 ? ? ? 12 bmse010470 1 C13 ? C ? ? ? ? 214.9184 72.8672 ? ? ? 13 bmse010470 1 C14 ? C ? ? ? ? 335.1200 307.0592 ? ? ? 14 bmse010470 1 C15 ? C ? ? ? ? 246.2208 79.5200 ? ? ? 15 bmse010470 1 C16 ? C ? ? ? ? 303.8080 300.4608 ? ? ? 16 bmse010470 1 C17 ? C ? ? ? ? 275.0176 206.0576 ? ? ? 17 bmse010470 1 C18 ? C ? ? ? ? 244.5856 164.1696 ? ? ? 18 bmse010470 1 C19 ? C ? ? ? ? 305.2992 215.8080 ? ? ? 19 bmse010470 1 C20 ? C ? ? ? ? 244.5856 215.9456 ? ? ? 20 bmse010470 1 O21 ? O ? ? ? ? 205.0304 42.4320 ? ? ? 21 bmse010470 1 O22 ? O ? ? ? ? 345.0624 337.4752 ? ? ? 22 bmse010470 1 O23 ? O ? ? ? ? 234.6976 246.3808 ? ? ? 23 bmse010470 1 O24 ? O ? ? ? ? 267.6320 55.7408 ? ? ? 24 bmse010470 1 O25 ? O ? ? ? ? 282.4384 324.2784 ? ? ? 25 bmse010470 1 O26 ? O ? ? ? ? 323.9744 190.0576 ? ? ? 26 bmse010470 1 O27 ? O ? ? ? ? 225.7760 190.0576 ? ? ? 27 bmse010470 1 H28 ? H ? ? ? ? 238.8748 31.4359 ? ? ? 28 bmse010470 1 H29 ? H ? ? ? ? 251.6136 6.4365 ? ? ? 29 bmse010470 1 H30 ? H ? ? ? ? 276.6131 19.1753 ? ? ? 30 bmse010470 1 H31 ? H ? ? ? ? 311.2389 348.5301 ? ? ? 31 bmse010470 1 H32 ? H ? ? ? ? 298.5451 373.5525 ? ? ? 32 bmse010470 1 H33 ? H ? ? ? ? 273.5227 360.8587 ? ? ? 33 bmse010470 1 H34 ? H ? ? ? ? 190.1196 141.8255 ? ? ? 34 bmse010470 1 H35 ? H ? ? ? ? 359.8007 238.0589 ? ? ? 35 bmse010470 1 H36 ? H ? ? ? ? 174.1008 92.5211 ? ? ? 36 bmse010470 1 H37 ? H ? ? ? ? 375.9063 287.3330 ? ? ? 37 bmse010470 1 H38 ? H ? ? ? ? 275.5152 114.0805 ? ? ? 38 bmse010470 1 H39 ? H ? ? ? ? 274.4554 265.9497 ? ? ? 39 bmse010470 1 H40 ? H ? ? ? ? 297.2668 146.1659 ? ? ? 40 bmse010470 1 H41 ? H ? ? ? ? 322.4955 154.4122 ? ? ? 41 bmse010470 1 H42 ? H ? ? ? ? 275.0439 154.2176 ? ? ? 42 bmse010470 1 H43 ? H ? ? ? ? 275.0439 225.8976 ? ? ? 43 bmse010470 1 H44 ? H ? ? ? ? 224.9899 161.0654 ? ? ? 44 bmse010470 1 H45 ? H ? ? ? ? 324.8988 218.8869 ? ? ? 45 bmse010470 1 H46 ? H ? ? ? ? 185.6241 38.3065 ? ? ? 46 bmse010470 1 H47 ? H ? ? ? ? 364.4761 341.5657 ? ? ? 47 bmse010470 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 ? bmse010470 1 C2 C2 ? bmse010470 1 C3 C3 ? bmse010470 1 C4 C4 ? bmse010470 1 C5 C5 ? bmse010470 1 C6 C6 ? bmse010470 1 C7 C7 ? bmse010470 1 C8 C8 ? bmse010470 1 C9 C9 ? bmse010470 1 C10 C10 ? bmse010470 1 C11 C11 ? bmse010470 1 C12 C12 ? bmse010470 1 C13 C13 ? bmse010470 1 C14 C14 ? bmse010470 1 C15 C15 ? bmse010470 1 C16 C16 ? bmse010470 1 C17 C17 ? bmse010470 1 C18 C18 ? bmse010470 1 C19 C19 ? bmse010470 1 C20 C20 ? bmse010470 1 O21 O21 ? bmse010470 1 O22 O22 ? bmse010470 1 O23 O23 ? bmse010470 1 O24 O24 ? bmse010470 1 O25 O25 ? bmse010470 1 O26 O26 ? bmse010470 1 O27 O27 ? bmse010470 1 H28 H28 ? bmse010470 1 H29 H29 ? bmse010470 1 H30 H30 ? bmse010470 1 H31 H31 ? bmse010470 1 H32 H32 ? bmse010470 1 H33 H33 ? bmse010470 1 H34 H34 ? bmse010470 1 H35 H35 ? bmse010470 1 H36 H36 ? bmse010470 1 H37 H37 ? bmse010470 1 H38 H38 ? bmse010470 1 H39 H39 ? bmse010470 1 H40 H40 ? bmse010470 1 H41 H41 ? bmse010470 1 H42 H42 ? bmse010470 1 H43 H43 ? bmse010470 1 H44 H44 ? bmse010470 1 H45 H45 ? bmse010470 1 H46 H46 ? bmse010470 1 H47 H47 ? bmse010470 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 O24 ? bmse010470 1 2 covalent SING C2 O25 ? bmse010470 1 3 covalent DOUB C3 C5 ? bmse010470 1 4 covalent SING C3 C10 ? bmse010470 1 5 covalent DOUB C4 C6 ? bmse010470 1 6 covalent SING C4 C11 ? bmse010470 1 7 covalent SING C5 C13 ? bmse010470 1 8 covalent SING C6 C14 ? bmse010470 1 9 covalent DOUB C7 C10 ? bmse010470 1 10 covalent SING C7 C15 ? bmse010470 1 11 covalent DOUB C8 C11 ? bmse010470 1 12 covalent SING C8 C16 ? bmse010470 1 13 covalent SING C9 C12 ? bmse010470 1 14 covalent SING C9 O26 ? bmse010470 1 15 covalent SING C10 C18 ? bmse010470 1 16 covalent SING C11 C19 ? bmse010470 1 17 covalent SING C12 C17 ? bmse010470 1 18 covalent SING C12 C18 ? bmse010470 1 19 covalent DOUB C13 C15 ? bmse010470 1 20 covalent SING C13 O21 ? bmse010470 1 21 covalent DOUB C14 C16 ? bmse010470 1 22 covalent SING C14 O22 ? bmse010470 1 23 covalent SING C15 O24 ? bmse010470 1 24 covalent SING C16 O25 ? bmse010470 1 25 covalent SING C17 C19 ? bmse010470 1 26 covalent SING C17 C20 ? bmse010470 1 27 covalent SING C18 O27 ? bmse010470 1 28 covalent SING C19 O26 ? bmse010470 1 29 covalent DOUB C20 O23 ? bmse010470 1 30 covalent SING C20 O27 ? bmse010470 1 31 covalent SING C1 H28 ? bmse010470 1 32 covalent SING C1 H29 ? bmse010470 1 33 covalent SING C1 H30 ? bmse010470 1 34 covalent SING C2 H31 ? bmse010470 1 35 covalent SING C2 H32 ? bmse010470 1 36 covalent SING C2 H33 ? bmse010470 1 37 covalent SING C3 H34 ? bmse010470 1 38 covalent SING C4 H35 ? bmse010470 1 39 covalent SING C5 H36 ? bmse010470 1 40 covalent SING C6 H37 ? bmse010470 1 41 covalent SING C7 H38 ? bmse010470 1 42 covalent SING C8 H39 ? bmse010470 1 43 covalent SING C9 H40 ? bmse010470 1 44 covalent SING C9 H41 ? bmse010470 1 45 covalent SING C12 H42 ? bmse010470 1 46 covalent SING C17 H43 ? bmse010470 1 47 covalent SING C18 H44 ? bmse010470 1 48 covalent SING C19 H45 ? bmse010470 1 49 covalent SING O21 H46 ? bmse010470 1 50 covalent SING O22 H47 ? bmse010470 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 2028 'Compound Number' ? lignin_cw_compound_2028 ? 'matching entry' ? bmse010470 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 bmse010470 1 stop_ save_ ##################################### # Sample contents and methodology # ##################################### ######################## # Sample description # ######################## save_sample_1 _Sample.Sf_category sample _Sample.Sf_framecode sample_1 _Sample.Entry_ID bmse010470 _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 '4-trans-8-cis-bis( 4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo [3-3-0] octan-2-one' 'natural abundance' 1 $lignin_cw_compound_2028 ? Solute Saturated ? ? 1 ? 'John Ralph Lab' '4-trans-8-cis-bis( 4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo [3-3-0] octan-2-one' n/a bmse010470 1 2 CDCl3 ? 1 ? ? Solvent 100 ? ? % ? ? ? ? bmse010470 1 stop_ save_ ##################################### # Sample contents and methodology # ##################################### ######################## # Sample description # ######################## save_sample_2 _Sample.Sf_category sample _Sample.Sf_framecode sample_2 _Sample.Entry_ID bmse010470 _Sample.ID 2 _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 '4-trans-8-cis-bis( 4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo [3-3-0] octan-2-one' 'natural abundance' 1 $lignin_cw_compound_2028 ? Solute Saturated ? ? 1 ? 'John Ralph Lab' '4-trans-8-cis-bis( 4-hydroxy-3-methoxyphenyl)-3,7-dioxabicyclo [3-3-0] octan-2-one' n/a bmse010470 2 2 Acetone ? 1 ? ? Solvent 100 ? ? % ? ? ? ? bmse010470 2 stop_ save_ ####################### # Sample conditions # ####################### save_sample_conditions_1 _Sample_condition_list.Sf_category sample_conditions _Sample_condition_list.Sf_framecode sample_conditions_1 _Sample_condition_list.Entry_ID bmse010470 _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 bmse010470 1 stop_ save_ ############################ # Computer software used # ############################ save_software_1 _Software.Sf_category software _Software.Sf_framecode software_1 _Software.Entry_ID bmse010470 _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 ? ? bmse010470 1 stop_ loop_ _Task.Task _Task.Entry_ID _Task.Software_ID Processing bmse010470 1 stop_ save_ ######################### # Experimental detail # ######################### ################################## # NMR Spectrometer definitions # ################################## save_Bruker_360 _NMR_spectrometer.Sf_category NMR_spectrometer _NMR_spectrometer.Sf_framecode Bruker_360 _NMR_spectrometer.Entry_ID bmse010470 _NMR_spectrometer.ID 1 _NMR_spectrometer.Manufacturer Bruker _NMR_spectrometer.Model DRX _NMR_spectrometer.Field_strength 360 save_ ############################# # NMR applied experiments # ############################# save_experiment_list _Experiment_list.Sf_category experiment_list _Experiment_list.Sf_framecode experiment_list _Experiment_list.Entry_ID bmse010470 _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 13C' yes ? ? 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_360 ? ? bmse010470 1 2 '1D 1H' yes ? ? 2 $sample_2 isotropic 1 $sample_conditions_1 1 $Bruker_360 ? ? bmse010470 1 3 '1D 13C' yes ? ? 2 $sample_2 isotropic 1 $sample_conditions_1 1 $Bruker_360 ? ? bmse010470 1 stop_ save_ #################### # NMR parameters # #################### ############################## # Assigned chemical shifts # ############################## ################################ # Chemical shift referencing # ################################ 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 bmse010470 _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 CDCl3 'residual solvent proton' ppm 7.24 internal direct 1.000000000 ? ? ? bmse010470 1 C 13 CDCl3 'solvent carbon' ppm 77.00 internal direct ? ? ? ? bmse010470 1 stop_ save_ #################### # NMR parameters # #################### ############################## # Assigned chemical shifts # ############################## ################################ # Chemical shift referencing # ################################ save_chem_shift_reference_2 _Chem_shift_reference.Sf_category chem_shift_reference _Chem_shift_reference.Sf_framecode chem_shift_reference_2 _Chem_shift_reference.Entry_ID bmse010470 _Chem_shift_reference.ID 2 _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 ? ? ? bmse010470 2 C 13 Acetone-d6 'solvent methyl carbon' ppm 29.83 internal direct ? ? ? ? bmse010470 2 stop_ save_ ################################### # Assigned chemical shift lists # ################################### ################################################################### # Chemical Shift Ambiguity Index Value Definitions # # # # The values other than 1 are used for those atoms with different # # chemical shifts that cannot be assigned to stereospecific atoms # # or to specific residues or chains. # # # # Index Value Definition # # # # 1 Unique (including isolated methyl protons, # # geminal atoms, and geminal methyl # # groups with identical chemical shifts) # # (e.g. ILE HD11, HD12, HD13 protons) # # 2 Ambiguity of geminal atoms or geminal methyl # # proton groups (e.g. ASP HB2 and HB3 # # protons, LEU CD1 and CD2 carbons, or # # LEU HD11, HD12, HD13 and HD21, HD22, # # HD23 methyl protons) # # 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) # # 6 Intermolecular ambiguities (e.g. ASP 31 CA # # in monomer 1 and ASP 31 CA in monomer 2 # # of an asymmetrical homodimer, duplex # # DNA assignments, or other assignments # # that may apply to atoms in one or more # # molecule in the molecular assembly) # # 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 bmse010470 _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 13C' 1 $sample_1 bmse010470 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 ? ? bmse010470 1 stop_ loop_ _Atom_chem_shift.ID _Atom_chem_shift.Entity_ID _Atom_chem_shift.Comp_index_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.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 C12 C 13 45.43 ? ? 1 ? ? ? BB ? bmse010470 1 2 1 1 1 C17 C 13 54.80 ? ? 1 ? ? ? B ? bmse010470 1 3 1 1 1 C2 C 13 56.00 ? ? 1 ? ? ? A3OMe ? bmse010470 1 4 1 1 1 C1 C 13 56.13 ? ? 1 ? ? ? B3OMe ? bmse010470 1 5 1 1 1 C9 C 13 68.66 ? ? 1 ? ? ? BG ? bmse010470 1 6 1 1 1 C9 C 13 80.37 ? ? 1 ? ? ? BG ? bmse010470 1 7 1 1 1 C20 C 13 83.70 ? ? 1 ? ? ? G ? bmse010470 1 8 1 1 1 C7 C 13 107.47 ? ? 1 ? ? ? B2 ? bmse010470 1 9 1 1 1 C8 C 13 108.17 ? ? 1 ? ? ? A2 ? bmse010470 1 10 1 1 1 C6 C 13 114.41 ? ? 1 ? ? ? A5 ? bmse010470 1 11 1 1 1 C5 C 13 114.65 ? ? 1 ? ? ? B5 ? bmse010470 1 12 1 1 1 C3 C 13 117.76 ? ? 1 ? ? ? B6 ? bmse010470 1 13 1 1 1 C4 C 13 118.11 ? ? 1 ? ? ? A6 ? bmse010470 1 14 1 1 1 C10 C 13 127.90 ? ? 1 ? ? ? B1 ? bmse010470 1 15 1 1 1 C11 C 13 132.46 ? ? 1 ? ? ? A1 ? bmse010470 1 16 1 1 1 C14 C 13 145.33 ? ? 1 ? ? ? A4 ? bmse010470 1 17 1 1 1 C13 C 13 145.56 ? ? 1 ? ? ? B4 ? bmse010470 1 18 1 1 1 C16 C 13 146.67 ? ? 1 ? ? ? A3 ? bmse010470 1 19 1 1 1 C15 C 13 146.80 ? ? 1 ? ? ? B3 ? bmse010470 1 20 1 1 1 C20 C 13 177.07 ? ? 1 ? ? ? G ? bmse010470 1 stop_ save_ ################################### # Assigned chemical shift lists # ################################### ################################################################### # Chemical Shift Ambiguity Index Value Definitions # # # # The values other than 1 are used for those atoms with different # # chemical shifts that cannot be assigned to stereospecific atoms # # or to specific residues or chains. # # # # Index Value Definition # # # # 1 Unique (including isolated methyl protons, # # geminal atoms, and geminal methyl # # groups with identical chemical shifts) # # (e.g. ILE HD11, HD12, HD13 protons) # # 2 Ambiguity of geminal atoms or geminal methyl # # proton groups (e.g. ASP HB2 and HB3 # # protons, LEU CD1 and CD2 carbons, or # # LEU HD11, HD12, HD13 and HD21, HD22, # # HD23 methyl protons) # # 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) # # 6 Intermolecular ambiguities (e.g. ASP 31 CA # # in monomer 1 and ASP 31 CA in monomer 2 # # of an asymmetrical homodimer, duplex # # DNA assignments, or other assignments # # that may apply to atoms in one or more # # molecule in the molecular assembly) # # 9 Ambiguous, specific ambiguity not defined # # # ################################################################### save_assigned_chemical_shifts_2 _Assigned_chem_shift_list.Sf_category assigned_chemical_shifts _Assigned_chem_shift_list.Sf_framecode assigned_chemical_shifts_2 _Assigned_chem_shift_list.Entry_ID bmse010470 _Assigned_chem_shift_list.ID 2 _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 2 _Assigned_chem_shift_list.Chem_shift_reference_label $chem_shift_reference_2 _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 2 '1D 1H' 2 $sample_2 bmse010470 2 3 '1D 13C' 2 $sample_2 bmse010470 2 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 ? ? bmse010470 2 stop_ loop_ _Atom_chem_shift.ID _Atom_chem_shift.Entity_ID _Atom_chem_shift.Comp_index_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.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 C12 C 13 46.14 ? ? 1 ? ? ? BB ? bmse010470 2 2 1 1 1 C17 C 13 55.35 ? ? 1 ? ? ? B ? bmse010470 2 3 1 1 1 C2 C 13 56.26 ? ? 1 ? ? ? A3OMe ? bmse010470 2 4 1 1 1 C1 C 13 56.34 ? ? 1 ? ? ? B3OMe ? bmse010470 2 5 1 1 1 C9 C 13 69.98 ? ? 1 ? ? ? BG ? bmse010470 2 6 1 1 1 C9 C 13 81.09 ? ? 1 ? ? ? BG ? bmse010470 2 7 1 1 1 C20 C 13 84.56 ? ? 1 ? ? ? G ? bmse010470 2 8 1 1 1 C7 C 13 109.50 ? ? 1 ? ? ? B2 ? bmse010470 2 9 1 1 1 C8 C 13 110.24 ? ? 1 ? ? ? A2 ? bmse010470 2 10 1 1 1 C6 C 13 115.65 ? ? 1 ? ? ? A5 ? bmse010470 2 11 1 1 1 C5 C 13 115.87 ? ? 1 ? ? ? B5 ? bmse010470 2 12 1 1 1 C3 C 13 118.57 ? ? 1 ? ? ? B6 ? bmse010470 2 13 1 1 1 C4 C 13 119.17 ? ? 1 ? ? ? A6 ? bmse010470 2 14 1 1 1 C10 C 13 129.22 ? ? 1 ? ? ? B1 ? bmse010470 2 15 1 1 1 C11 C 13 133.48 ? ? 1 ? ? ? A1 ? bmse010470 2 16 1 1 1 C14 C 13 147.10 ? ? 1 ? ? ? A4 ? bmse010470 2 17 1 1 1 C13 C 13 147.24 ? ? 1 ? ? ? B4 ? bmse010470 2 18 1 1 1 C16 C 13 148.39 ? ? 1 ? ? ? A3 ? bmse010470 2 19 1 1 1 C15 C 13 148.54 ? ? 1 ? ? ? B3 ? bmse010470 2 20 1 1 1 C20 C 13 177.77 ? ? 1 ? ? ? G ? bmse010470 2 21 1 1 1 H45 H 1 3.65 ? ? 1 ? ? ? B ? bmse010470 2 22 1 1 1 H42 H 1 3.71 ? ? 1 ? ? ? BB ? bmse010470 2 23 1 1 1 HX H 1 5.16 ? ? 1 ? ? ? G ? bmse010470 2 24 1 1 1 H44 H 1 5.82 ? ? 1 ? ? ? BA ? bmse010470 2 25 1 1 1 H40 H 1 3.80 ? ? 1 ? ? ? BGcis ? bmse010470 2 26 1 1 1 H41 H 1 3.47 ? ? 1 ? ? ? BGtrans ? bmse010470 2 stop_ save_