data_bmse000542 ####################### # Entry information # ####################### save_entry_information _Entry.Sf_category entry_information _Entry.Sf_framecode entry_information _Entry.ID bmse000542 _Entry.Title alpha_lipoic_acid _Entry.Version_type update _Entry.Submission_date 2008-12-11 _Entry.Accession_date 2008-12-11 _Entry.Last_release_date 2012-10-31 _Entry.Original_release_date 2008-12-11 _Entry.Origination author _Entry.NMR_STAR_version 3.1.1.21 _Entry.Original_NMR_STAR_version 3.1 _Entry.Experimental_method NMR _Entry.Experimental_method_subtype solution _Entry.DOI 10.13018/BMSE000542 _Entry.BMRB_internal_directory_name alpha_lipoic_acid loop_ _Entry_author.Ordinal _Entry_author.Given_name _Entry_author.Family_name _Entry_author.Middle_initials _Entry_author.Entry_ID 1 Francisca Jofre ? bmse000542 2 Mark Anderson E. bmse000542 3 John Markley L. bmse000542 stop_ loop_ _Entry_src.ID _Entry_src.Project_name _Entry_src.Organization_full_name _Entry_src.Organization_initials _Entry_src.Entry_ID 1 metabolomics 'Madison Metabolomics Consortium' MMC bmse000542 stop_ loop_ _Data_set.Type _Data_set.Count _Data_set.Entry_ID assigned_chemical_shifts 1 bmse000542 stop_ loop_ _Datum.Type _Datum.Count _Datum.Entry_ID '13C chemical shifts' 8 bmse000542 '1H chemical shifts' 13 bmse000542 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 . . 2008-12-11 2008-12-11 original BMRB 'Original spectra from MMC' bmse000542 2 . . 2009-06-03 2008-12-11 update Author 'Updated data with new 13C reference' bmse000542 3 . . 2009-06-04 2008-12-11 update Author 'Updated data with new 13C reference' bmse000542 4 . . 2009-06-18 2008-12-11 update Author 'Assignments, 13C transition lists, 1H transition lists by Francisca Jofre' bmse000542 5 . . 2009-07-20 2008-12-11 update BMRB 'Updated the InChI string to match PubChem' bmse000542 6 . . 2010-02-12 2008-12-11 update Author 'updated peak lists and data because of new referencing' bmse000542 7 . . 2010-11-11 2008-12-11 update BMRB 'Reset sweep widths to those found in parameter files' bmse000542 8 . . 2010-11-11 2008-12-11 update BMRB 'Updated chem comp Paramagnetic and Aromatic' bmse000542 9 . . 2010-11-30 2008-12-11 update BMRB 'Added 1 PDB ID to Chem_comp_db_link' bmse000542 10 . . 2011-03-04 2008-12-11 update BMRB 'Fixed peak list ID issue' bmse000542 11 . . 2011-04-04 2008-12-11 update BMRB 'Added Provenance tag to chem_comp' bmse000542 12 . . 2011-04-11 2008-12-11 update BMRB 'Moved Dept 135 phase val info from _Peak_general_char to _Peak_char' bmse000542 13 . . 2011-09-09 2008-12-11 update BMRB 'Brought up to date with latest Dictionary' bmse000542 14 . . 2011-09-21 2008-12-11 update BMRB 'Added base dir to data file path' bmse000542 15 . . 2011-12-14 2008-12-11 update BMRB 'Set Assembly.Name to match Chem_comp.name' bmse000542 16 . . 2012-09-13 2008-12-11 update BMRB 'Added PubChem SID 85165323 to database loop' bmse000542 17 . . 2012-10-17 2008-12-11 update BMRB 'Set all _Chem_comp_SMILES Types to lower case' bmse000542 18 . . 2012-10-31 2008-12-11 update BMRB 'removed existing assignments, existing spectral peaks' bmse000542 19 . . 2012-10-31 2008-12-11 update BMRB 'Updating assignments with fixed assignment file' bmse000542 20 . . 2017-10-12 2017-10-12 update BMRB 'Remediated Experiment_file loop if present and standardized mol and png file tags.' bmse000542 21 . . 2017-12-19 2017-10-12 update BMRB 'InChI numbering updated according to ALATIS' bmse000542 stop_ save_ ############### # Citations # ############### save_citation_1 _Citation.Sf_category citations _Citation.Sf_framecode citation_1 _Citation.Entry_ID bmse000542 _Citation.ID 1 _Citation.Class 'reference citation' _Citation.PubMed_ID 17170002 _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 loop_ _Citation_author.Ordinal _Citation_author.Given_name _Citation_author.Family_name _Citation_author.First_initial _Citation_author.Middle_initials _Citation_author.Entry_ID _Citation_author.Citation_ID 1 D. Wheeler D. L. bmse000542 1 2 T. Barrett T. ? bmse000542 1 3 D. Benson D. A. bmse000542 1 4 S. Bryant S. H. bmse000542 1 5 K. Canese K. ? bmse000542 1 6 V. Chetvenin V. ? bmse000542 1 7 D. Church D. M. bmse000542 1 8 M. DiCuccio M. ? bmse000542 1 9 R. Edgar R. ? bmse000542 1 10 S. Federhen S. ? bmse000542 1 11 L. Geer L. Y. bmse000542 1 12 W. Helmberg W. ? bmse000542 1 13 Y. Kapustin Y. ? bmse000542 1 14 D. Kenton D. L. bmse000542 1 15 O. Khovayko O. ? bmse000542 1 16 D. Lipman D. J. bmse000542 1 17 T. Madden T. L. bmse000542 1 18 D. Maglott D. R. bmse000542 1 19 J. Ostell J. ? bmse000542 1 20 K. Pruitt K. D. bmse000542 1 21 G. Schuler G. D. bmse000542 1 22 L. Schriml L. M. bmse000542 1 23 E. Sequeira E. ? bmse000542 1 24 S. Sherry S. T. bmse000542 1 25 K. Sirotkin K. ? bmse000542 1 26 A. Souvorov A. ? bmse000542 1 27 G. Starchenko G. ? bmse000542 1 28 T. Suzek T. O. bmse000542 1 29 R. Tatusov R. ? bmse000542 1 30 T. Tatusova T. A. bmse000542 1 31 L. Bagner L. ? bmse000542 1 32 E. Yaschenko E. ? bmse000542 1 stop_ save_ ############################################# # Molecular system (assembly) description # ############################################# save_assembly _Assembly.Sf_category assembly _Assembly.Sf_framecode assembly _Assembly.Entry_ID bmse000542 _Assembly.ID 1 _Assembly.Name 'alpha-lipoic acid' _Assembly.Number_of_components 1 _Assembly.Organic_ligands 0 _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.Entry_ID _Entity_assembly.Assembly_ID 1 alpha-lipoic-acid 1 $alpha-lipoic-acid yes native no no bmse000542 1 stop_ save_ #################################### # Biological polymers and ligands # #################################### save_alpha-lipoic-acid _Entity.Sf_category entity _Entity.Sf_framecode alpha-lipoic-acid _Entity.Entry_ID bmse000542 _Entity.ID 1 _Entity.Name alpha-lipoic-acid _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 bmse000542 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 bmse000542 _Entity_natural_src_list.ID 1 loop_ _Entity_natural_src.ID _Entity_natural_src.Entity_ID _Entity_natural_src.Entity_label _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.Superkingdom _Entity_natural_src.Kingdom _Entity_natural_src.Genus _Entity_natural_src.Species _Entity_natural_src.Entry_ID _Entity_natural_src.Entity_natural_src_list_ID 1 1 $alpha-lipoic-acid n/a 'multiple natural sources' yes 'not applicable' n/a n/a n/a n/a n/a bmse000542 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 bmse000542 _Entity_experimental_src_list.ID 1 loop_ _Entity_experimental_src.ID _Entity_experimental_src.Entity_ID _Entity_experimental_src.Entity_label _Entity_experimental_src.Production_method _Entity_experimental_src.Entry_ID _Entity_experimental_src.Entity_experimental_src_list_ID 1 1 $alpha-lipoic-acid 'chemical synthesis' bmse000542 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 bmse000542 _Chem_comp.ID 1 _Chem_comp.Provenance PubChem _Chem_comp.Name 'alpha-lipoic acid' _Chem_comp.Type non-polymer _Chem_comp.BMRB_code bmse000542 _Chem_comp.InChI_code InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m0/s1 _Chem_comp.Paramagnetic no _Chem_comp.Aromatic no _Chem_comp.Formula 'C8 H14 O2 S2' _Chem_comp.Formula_weight 206.32556 _Chem_comp.Formula_mono_iso_wt_nat 206.0435210736 _Chem_comp.Formula_mono_iso_wt_13C 214.070359776 _Chem_comp.Formula_mono_iso_wt_15N 206.0435210736 _Chem_comp.Formula_mono_iso_wt_13C_15N 214.070359776 _Chem_comp.Image_file_name bmse000542.png _Chem_comp.Image_file_format png _Chem_comp.Struct_file_name bmse000542.mol _Chem_comp.Struct_file_format mol loop_ _Chem_comp_common_name.Name _Chem_comp_common_name.Type _Chem_comp_common_name.Entry_ID _Chem_comp_common_name.Comp_ID 'lipoic acid' synonym bmse000542 1 biomolipon synonym bmse000542 1 'THIOCTIC ACID' synonym bmse000542 1 'alpha-Lipoic Acid' synonym bmse000542 1 '(+/-)-1,2-Dithiolane-3-pentanoic acid' synonym bmse000542 1 Liposan synonym bmse000542 1 '1,2-Dithiolane-3-pentanoic acid, (+-)- (9CI)' synonym bmse000542 1 Thioctansaeure synonym bmse000542 1 'espa lipon' synonym bmse000542 1 '1,2-Dithiolane-3-valeric acid, (.+-.)-' synonym bmse000542 1 Lipothion synonym bmse000542 1 '5-(1,2-Dithiolan-3-yl)pentanoic acid' synonym bmse000542 1 'Alpha Lippon AL' synonym bmse000542 1 duralipon synonym bmse000542 1 lipoate synonym bmse000542 1 'Alpha-Lipon Stada' synonym bmse000542 1 'Alpha Lipon Stada' synonym bmse000542 1 '(.+-.)-.alpha.-Lipoic acid' synonym bmse000542 1 Lipoate synonym bmse000542 1 'alpha-lipoic acid' synonym bmse000542 1 Liponsaureratiopharm synonym bmse000542 1 'Thioctic acid dl-form' synonym bmse000542 1 'DL-Thioctic acid' synonym bmse000542 1 'Alpha Lipogamma' synonym bmse000542 1 Liponsaure-ratiopharm synonym bmse000542 1 'Pleomix Alpha' synonym bmse000542 1 'dl-Thioctic acid' synonym bmse000542 1 'biomo lipon' synonym bmse000542 1 'AlphaLipon Stada' synonym bmse000542 1 'Lipoic Acid' synonym bmse000542 1 'Verla Lipon' synonym bmse000542 1 '1,2-Dithiolane-3-pentanoic acid, (.+-.)-' synonym bmse000542 1 'alpha-Lipoic acid' synonym bmse000542 1 '(RS)-Lipoic acid' synonym bmse000542 1 '.alpha.-Liponic acid' synonym bmse000542 1 espa-lipon synonym bmse000542 1 '1,2-Dithiolane-3-valeric acid' synonym bmse000542 1 5-(1,2-dithiolan-3-yl)-pentanoate synonym bmse000542 1 '()-alpha-Lipoic acid' synonym bmse000542 1 alpha-Liponsaeure synonym bmse000542 1 'Thioctic acid' synonym bmse000542 1 LIPOIC-ACID synonym bmse000542 1 'DL-.alpha.-Lipoic acid' synonym bmse000542 1 '5-(Dithiolan-3-yl)valeric acid' synonym bmse000542 1 'DL-6,8-Thioctic acid' synonym bmse000542 1 '()-1,2-Dithiolane-3-pentanoic acid' synonym bmse000542 1 '1,2-dithiolane-3-pentanoic acid' synonym bmse000542 1 'alpha Lipoic Acid' synonym bmse000542 1 '(RS)-.alpha.-Lipoic acid' synonym bmse000542 1 '6-Thioctic acid' synonym bmse000542 1 'DL-6-Thioctic acid' synonym bmse000542 1 '(.+-.)-Lipoic acid' synonym bmse000542 1 '6,8-Dithiooctanoic acid' synonym bmse000542 1 AlphaLipogamma synonym bmse000542 1 'alpha-liponic acid' synonym bmse000542 1 'DL-1,2-Dithiolane-3-valeric acid' synonym bmse000542 1 '1,2-DITHIOLANE-3-VALERIC ACID, (+-)-' synonym bmse000542 1 'dl-Lipoic acid' synonym bmse000542 1 '1,2-Dithiolane-3-pentanoic acid' synonym bmse000542 1 '5-(1,2-dithiolan-3-yl)pentanoic acid' synonym bmse000542 1 '(+-)-1,2-Dithiolane-3-pentanoic acid' synonym bmse000542 1 '5-(1,2-Dithiolan-3-yl)valeric acid' synonym bmse000542 1 Alpha-Lipogamma synonym bmse000542 1 'Thioctacide T' synonym bmse000542 1 'alpha Liponsaure von ct' synonym bmse000542 1 '6,8-Thioctic acid' synonym bmse000542 1 'DL-1,2-Dithiolane 3-valeric acid' synonym bmse000542 1 Rac-lipoate synonym bmse000542 1 'DL-alpha-Lipoic acid' synonym bmse000542 1 'Thioctic Acid' synonym bmse000542 1 Thiotomin synonym bmse000542 1 'Lipoic acid' synonym bmse000542 1 stop_ loop_ _Chem_comp_descriptor.Descriptor _Chem_comp_descriptor.Type _Chem_comp_descriptor.Program _Chem_comp_descriptor.Program_version _Chem_comp_descriptor.Entry_ID _Chem_comp_descriptor.Comp_ID InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10) INCHI na na bmse000542 1 InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m0/s1 INCHI ALATIS 3.003 bmse000542 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 '5-(dithiolan-3-yl)pentanoic acid' PUBCHEM_IUPAC_NAME bmse000542 1 '5-(dithiolan-3-yl)valeric acid' PUBCHEM_IUPAC_TRADITIONAL_NAME bmse000542 1 '5-(dithiolan-3-yl)pentanoic acid' PUBCHEM_IUPAC_OPENEYE_NAME bmse000542 1 '5-(3-dithiolanyl)pentanoic acid' PUBCHEM_IUPAC_CAS_NAME bmse000542 1 '5-(1,2-dithiolan-3-yl)pentanoic acid' PUBCHEM_IUPAC_SYSTEMATIC_NAME bmse000542 1 stop_ loop_ _Chem_comp_SMILES.Type _Chem_comp_SMILES.String _Chem_comp_SMILES.Entry_ID _Chem_comp_SMILES.Comp_ID canonical C1CSSC1CCCCC(=O)O bmse000542 1 isomeric C1CSSC1CCCCC(=O)O bmse000542 1 stop_ loop_ _Chem_comp_atom.Atom_ID _Chem_comp_atom.Type_symbol _Chem_comp_atom.Drawing_2D_coord_x _Chem_comp_atom.Drawing_2D_coord_y _Chem_comp_atom.PDBX_ordinal _Chem_comp_atom.Entry_ID _Chem_comp_atom.Comp_ID S12 S 2.8090 0.9632 1 bmse000542 1 S11 S 2.0000 1.5510 2 bmse000542 1 O9 O 7.0949 -2.3105 3 bmse000542 1 O10 O 7.6302 -0.6632 4 bmse000542 1 C7 C 3.6180 1.5510 5 bmse000542 1 C3 C 4.5691 1.2420 6 bmse000542 1 C5 C 3.3090 2.5021 7 bmse000542 1 C1 C 4.7770 0.2638 8 bmse000542 1 C2 C 5.7281 -0.0452 9 bmse000542 1 C6 C 2.3090 2.5021 10 bmse000542 1 C4 C 5.9360 -1.0233 11 bmse000542 1 C8 C 6.8870 -1.3323 12 bmse000542 1 H25 H 3.7510 0.7115 13 bmse000542 1 H17 H 5.1887 1.2636 14 bmse000542 1 H18 H 4.6554 1.8560 15 bmse000542 1 H21 H 3.9155 2.6310 16 bmse000542 1 H22 H 3.2442 3.1187 17 bmse000542 1 H13 H 4.1574 0.2422 18 bmse000542 1 H14 H 4.6907 -0.3501 19 bmse000542 1 H15 H 6.3477 -0.0235 20 bmse000542 1 H16 H 5.8144 0.5688 21 bmse000542 1 H23 H 2.3738 3.1187 22 bmse000542 1 H24 H 1.7026 2.6310 23 bmse000542 1 H19 H 5.3164 -1.0450 24 bmse000542 1 H20 H 5.8497 -1.6373 25 bmse000542 1 H26 H 7.6846 -2.5021 26 bmse000542 1 stop_ loop_ _Atom_nomenclature.Atom_ID _Atom_nomenclature.Atom_name _Atom_nomenclature.Naming_system _Atom_nomenclature.Entry_ID _Atom_nomenclature.Comp_ID S12 S1 BMRB bmse000542 1 S11 S2 BMRB bmse000542 1 O9 O3 BMRB bmse000542 1 O10 O4 BMRB bmse000542 1 C7 C5 BMRB bmse000542 1 C3 C6 BMRB bmse000542 1 C5 C7 BMRB bmse000542 1 C1 C8 BMRB bmse000542 1 C2 C9 BMRB bmse000542 1 C6 C10 BMRB bmse000542 1 C4 C11 BMRB bmse000542 1 C8 C12 BMRB bmse000542 1 H25 H13 BMRB bmse000542 1 H17 H14 BMRB bmse000542 1 H18 H15 BMRB bmse000542 1 H21 H16 BMRB bmse000542 1 H22 H17 BMRB bmse000542 1 H13 H18 BMRB bmse000542 1 H14 H19 BMRB bmse000542 1 H15 H20 BMRB bmse000542 1 H16 H21 BMRB bmse000542 1 H23 H22 BMRB bmse000542 1 H24 H23 BMRB bmse000542 1 H19 H24 BMRB bmse000542 1 H20 H25 BMRB bmse000542 1 H26 H26 BMRB bmse000542 1 S12 S12 ALATIS bmse000542 1 S11 S11 ALATIS bmse000542 1 O9 O9 ALATIS bmse000542 1 O10 O10 ALATIS bmse000542 1 C7 C7 ALATIS bmse000542 1 C3 C3 ALATIS bmse000542 1 C5 C5 ALATIS bmse000542 1 C1 C1 ALATIS bmse000542 1 C2 C2 ALATIS bmse000542 1 C6 C6 ALATIS bmse000542 1 C4 C4 ALATIS bmse000542 1 C8 C8 ALATIS bmse000542 1 H25 H25 ALATIS bmse000542 1 H17 H17 ALATIS bmse000542 1 H18 H18 ALATIS bmse000542 1 H21 H21 ALATIS bmse000542 1 H22 H22 ALATIS bmse000542 1 H13 H13 ALATIS bmse000542 1 H14 H14 ALATIS bmse000542 1 H15 H15 ALATIS bmse000542 1 H16 H16 ALATIS bmse000542 1 H23 H23 ALATIS bmse000542 1 H24 H24 ALATIS bmse000542 1 H19 H19 ALATIS bmse000542 1 H20 H20 ALATIS bmse000542 1 H26 H26 ALATIS bmse000542 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.Entry_ID _Chem_comp_bond.Comp_ID 1 covalent SING S12 S11 bmse000542 1 2 covalent SING S12 C7 bmse000542 1 3 covalent SING S11 C6 bmse000542 1 4 covalent SING O9 C8 bmse000542 1 5 covalent SING O9 H26 bmse000542 1 6 covalent DOUB O10 C8 bmse000542 1 7 covalent SING C7 C3 bmse000542 1 8 covalent SING C7 C5 bmse000542 1 9 covalent SING C7 H25 bmse000542 1 10 covalent SING C3 C1 bmse000542 1 11 covalent SING C3 H17 bmse000542 1 12 covalent SING C3 H18 bmse000542 1 13 covalent SING C5 C6 bmse000542 1 14 covalent SING C5 H21 bmse000542 1 15 covalent SING C5 H22 bmse000542 1 16 covalent SING C1 C2 bmse000542 1 17 covalent SING C1 H13 bmse000542 1 18 covalent SING C1 H14 bmse000542 1 19 covalent SING C2 C4 bmse000542 1 20 covalent SING C2 H15 bmse000542 1 21 covalent SING C2 H16 bmse000542 1 22 covalent SING C6 H23 bmse000542 1 23 covalent SING C6 H24 bmse000542 1 24 covalent SING C4 C8 bmse000542 1 25 covalent SING C4 H19 bmse000542 1 26 covalent SING C4 H20 bmse000542 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_name _Chem_comp_db_link.Entry_relation_type _Chem_comp_db_link.Entry_ID _Chem_comp_db_link.Comp_ID no PubChem 85165323 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 864 cid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 53789180 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 24899963 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 8144678 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 46511124 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 613374 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 7847154 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 2913 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 3990 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 47959827 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 397475 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 5646734 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 48425684 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 11495432 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 8150087 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 10530576 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 35237138 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 157410 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PubChem 17388693 sid 'alpha-lipoic acid' 'matching entry' bmse000542 1 no 'CAS Registry' 1077-28-7 'registry number' 'alpha-lipoic acid' 'matching entry' bmse000542 1 no 'CAS Registry' 62-46-4 'registry number' 'alpha-lipoic acid' 'matching entry' bmse000542 1 no Sigma-Aldrich T1395_SIGMA ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no ChEBI CHEBI:16494 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no ChemBank BSPBio_002835 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no BioCyc LIPOIC-ACID ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no ChemIDplus 001077287 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no ChemSpider 13845409 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no EINECS 214-071-2 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no NIAID 030563 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no 'Comparative Toxicogenomics Database' D008063 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no DTP/NCI 90788 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no 'EPA DSSTox' 34047 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no BindingDB 10515 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no 'NINDS Approved Drug Screening Program' 01503941 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no KEGG D00086 'compound ID' 'alpha-lipoic acid' 'matching entry' bmse000542 1 no 'Beilstein Handbook Reference' 5-19-07-00237 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no ChemDB 3968792 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no NCGC NCGC00090872-01 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no 'NIST Chemistry WebBook' 1386776134 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 yes MMCD cq_00491 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 yes MDL MFCD00005474 ? 'alpha-lipoic acid' 'matching entry' bmse000542 1 no PDB LPA 'Chemical Component' 'alpha-lipoic acid' 'matching entry' bmse000542 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 bmse000542 1 stop_ save_ ##################################### # Sample contents and methodology # ##################################### ######################## # Sample description # ######################## save_sample_1 _Sample.Sf_category sample _Sample.Sf_framecode sample_1 _Sample.Entry_ID bmse000542 _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.Type _Sample_component.Concentration_val _Sample_component.Concentration_val_units _Sample_component.Vendor _Sample_component.Vendor_product_name _Sample_component.Vendor_product_code _Sample_component.Entry_ID _Sample_component.Sample_ID 1 'alpha-lipoic acid' 'natural abundance' 1 $alpha-lipoic-acid Solute Saturated 1 Sigma 'alpha-lipoic acid' n/a bmse000542 1 2 CDCl3 ? 1 ? Solvent 100 % ? ? ? bmse000542 1 3 TMS ? 1 ? Reference 0.5 % ? ? ? bmse000542 1 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 bmse000542 _Sample_condition_list.ID 1 loop_ _Sample_condition_variable.Type _Sample_condition_variable.Val _Sample_condition_variable.Val_units _Sample_condition_variable.Entry_ID _Sample_condition_variable.Sample_condition_list_ID pH n/a pH bmse000542 1 temperature 298 K bmse000542 1 stop_ save_ ############################ # Computer software used # ############################ save_software_1 _Software.Sf_category software _Software.Sf_framecode software_1 _Software.Entry_ID bmse000542 _Software.ID 1 _Software.Name NMRPipe loop_ _Vendor.Name _Vendor.Entry_ID _Vendor.Software_ID 'F Delaglio, S Grzesiek, GW Vuister, G Zhu, J Pfeifer and A Bax' bmse000542 1 stop_ loop_ _Task.Task _Task.Entry_ID _Task.Software_ID Processing bmse000542 1 stop_ save_ save_software_2 _Software.Sf_category software _Software.Sf_framecode software_2 _Software.Entry_ID bmse000542 _Software.ID 2 _Software.Name XWIN-NMR _Software.Version 3.5 loop_ _Vendor.Name _Vendor.Entry_ID _Vendor.Software_ID 'Bruker Biospin' bmse000542 2 stop_ loop_ _Task.Task _Task.Entry_ID _Task.Software_ID Collection bmse000542 2 Processing bmse000542 2 'Data analysis' bmse000542 2 'Peak picking' bmse000542 2 stop_ save_ save_software_3 _Software.Sf_category software _Software.Sf_framecode software_3 _Software.Entry_ID bmse000542 _Software.ID 3 _Software.Name NMRDraw _Software.Version 2.3 loop_ _Vendor.Name _Vendor.Entry_ID _Vendor.Software_ID 'F Delaglio, S Grzesiek, GW Vuister, G Zhu, J Pfeifer and A Bax' bmse000542 3 stop_ loop_ _Task.Task _Task.Entry_ID _Task.Software_ID 'Data analysis' bmse000542 3 'Peak picking' bmse000542 3 stop_ save_ save_software_4 _Software.Sf_category software _Software.Sf_framecode software_4 _Software.Entry_ID bmse000542 _Software.ID 4 _Software.Name NUTS _Software.Version '1D Version - 20060331' loop_ _Vendor.Name _Vendor.Entry_ID _Vendor.Software_ID 'Acorn NMR Inc.' bmse000542 4 stop_ loop_ _Task.Task _Task.Entry_ID _Task.Software_ID 'Data analysis' bmse000542 4 'Peak picking' bmse000542 4 stop_ save_ ######################### # Experimental detail # ######################### ################################## # NMR Spectrometer definitions # ################################## save_Bruker_DMX_400 _NMR_spectrometer.Sf_category NMR_spectrometer _NMR_spectrometer.Sf_framecode Bruker_DMX_400 _NMR_spectrometer.Entry_ID bmse000542 _NMR_spectrometer.ID 1 _NMR_spectrometer.Manufacturer Bruker _NMR_spectrometer.Model DMX _NMR_spectrometer.Field_strength 400 save_ ############################# # NMR applied experiments # ############################# save_experiment_list _Experiment_list.Sf_category experiment_list _Experiment_list.Sf_framecode experiment_list _Experiment_list.Entry_ID bmse000542 _Experiment_list.ID 1 loop_ _Experiment.ID _Experiment.Name _Experiment.Raw_data_flag _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.Entry_ID _Experiment.Experiment_list_ID 1 '1D 1H' yes 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_DMX_400 bmse000542 1 2 '2D [1H,1H]-TOCSY' yes 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_DMX_400 bmse000542 1 3 '1D 13C' yes 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_DMX_400 bmse000542 1 4 '1D DEPT90' yes 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_DMX_400 bmse000542 1 5 '1D DEPT135' yes 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_DMX_400 bmse000542 1 6 '2D [1H,13C]-HSQC' yes 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_DMX_400 bmse000542 1 7 '2D [1H,13C]-HMBC' yes 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_DMX_400 bmse000542 1 8 '2D [1H,1H]-COSY' yes 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_DMX_400 bmse000542 1 stop_ loop_ _Experiment_file.Experiment_ID _Experiment_file.Name _Experiment_file.Type _Experiment_file.Directory_path _Experiment_file.Details _Experiment_file.Entry_ID _Experiment_file.Experiment_list_ID 1 1 text/directory nmr/set01/ 'NMR experiment directory' bmse000542 1 1 1H.png image/png nmr/set01/spectra 'Spectral image' bmse000542 1 2 2 text/directory nmr/set01/ 'NMR experiment directory' bmse000542 1 2 HH_TOCSY.png image/png nmr/set01/spectra 'Spectral image' bmse000542 1 3 3 text/directory nmr/set01/ 'NMR experiment directory' bmse000542 1 3 13C.png image/png nmr/set01/spectra 'Spectral image' bmse000542 1 4 4 text/directory nmr/set01/ 'NMR experiment directory' bmse000542 1 4 DEPT_90.png image/png nmr/set01/spectra 'Spectral image' bmse000542 1 5 5 text/directory nmr/set01/ 'NMR experiment directory' bmse000542 1 5 DEPT_135.png image/png nmr/set01/spectra 'Spectral image' bmse000542 1 6 6 text/directory nmr/set01/ 'NMR experiment directory' bmse000542 1 6 1H_13C_HSQC.png image/png nmr/set01/spectra 'Spectral image' bmse000542 1 7 7 text/directory nmr/set01/ 'NMR experiment directory' bmse000542 1 7 1H_13C_HMBC.png image/png nmr/set01/spectra 'Spectral image' bmse000542 1 8 8 text/directory nmr/set01/ 'NMR experiment directory' bmse000542 1 8 HH_COSY.png image/png nmr/set01/spectra 'Spectral image' bmse000542 1 stop_ save_ #################### # NMR parameters # #################### ############################## # Assigned chemical shifts # ############################## ################################ # Chemical shift referencing # ################################ 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 bmse000542 _Chem_shift_reference.ID 1 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 internal direct 1.000000000 bmse000542 1 C 13 TMS 'methyl protons' ppm 0.00 ? indirect 1.000000000 bmse000542 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 _Assigned_chem_shift_list.Sf_category assigned_chemical_shifts _Assigned_chem_shift_list.Sf_framecode assigned_chemical_shifts _Assigned_chem_shift_list.Entry_ID bmse000542 _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 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 bmse000542 1 2 '2D [1H,1H]-TOCSY' 1 $sample_1 bmse000542 1 3 '1D 13C' 1 $sample_1 bmse000542 1 4 '1D DEPT90' 1 $sample_1 bmse000542 1 5 '1D DEPT135' 1 $sample_1 bmse000542 1 6 '2D [1H,13C]-HSQC' 1 $sample_1 bmse000542 1 7 '2D [1H,13C]-HMBC' 1 $sample_1 bmse000542 1 8 '2D [1H,1H]-COSY' 1 $sample_1 bmse000542 1 stop_ loop_ _Chem_shift_software.Software_ID _Chem_shift_software.Software_label _Chem_shift_software.Entry_ID _Chem_shift_software.Assigned_chem_shift_list_ID 1 $software_2 bmse000542 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.Ambiguity_code _Atom_chem_shift.Auth_atom_ID _Atom_chem_shift.Entry_ID _Atom_chem_shift.Assigned_chem_shift_list_ID 1 1 1 1 C7 C 13 58.923 1 C5 bmse000542 1 2 1 1 1 C3 C 13 37.224 1 C6 bmse000542 1 3 1 1 1 C5 C 13 42.867 1 C7 bmse000542 1 4 1 1 1 C1 C 13 31.307 1 C8 bmse000542 1 5 1 1 1 C2 C 13 27.019 1 C9 bmse000542 1 6 1 1 1 C6 C 13 41.15 1 C10 bmse000542 1 7 1 1 1 C4 C 13 36.465 1 C11 bmse000542 1 8 1 1 1 C8 C 13 182.506 1 C12 bmse000542 1 9 1 1 1 H25 H 1 3.548 1 H13 bmse000542 1 10 1 1 1 H17 H 1 1.663 4 H14 bmse000542 1 11 1 1 1 H18 H 1 1.663 4 H15 bmse000542 1 12 1 1 1 H21 H 1 2.443 2 H16 bmse000542 1 13 1 1 1 H22 H 1 2.443 2 H17 bmse000542 1 14 1 1 1 H13 H 1 1.472 1 H18 bmse000542 1 15 1 1 1 H14 H 1 1.472 1 H19 bmse000542 1 16 1 1 1 H15 H 1 1.663 4 H20 bmse000542 1 17 1 1 1 H16 H 1 1.663 4 H21 bmse000542 1 18 1 1 1 H23 H 1 3.121 1 H22 bmse000542 1 19 1 1 1 H24 H 1 3.121 1 H23 bmse000542 1 20 1 1 1 H19 H 1 2.351 1 H24 bmse000542 1 21 1 1 1 H20 H 1 2.361 1 H25 bmse000542 1 stop_ save_ ######################### # Spectral peak lists # ######################### save_spectral_peak_1H _Spectral_peak_list.Sf_category spectral_peak_list _Spectral_peak_list.Sf_framecode spectral_peak_1H _Spectral_peak_list.Entry_ID bmse000542 _Spectral_peak_list.ID 1 _Spectral_peak_list.Sample_ID 1 _Spectral_peak_list.Sample_label $sample_1 _Spectral_peak_list.Sample_condition_list_ID 1 _Spectral_peak_list.Sample_condition_list_label $sample_conditions_1 _Spectral_peak_list.Experiment_ID 1 _Spectral_peak_list.Experiment_name '1D 1H' _Spectral_peak_list.Number_of_spectral_dimensions 1 loop_ _Spectral_dim.ID _Spectral_dim.Atom_type _Spectral_dim.Atom_isotope_number _Spectral_dim.Spectral_region _Spectral_dim.Sweep_width _Spectral_dim.Entry_ID _Spectral_dim.Spectral_peak_list_ID 1 H 1 'Full H' 4807.69230769231 bmse000542 1 stop_ loop_ _Spectral_peak_software.Software_ID _Spectral_peak_software.Software_label _Spectral_peak_software.Entry_ID _Spectral_peak_software.Spectral_peak_list_ID 2 $software_2 bmse000542 1 4 $software_4 bmse000542 1 stop_ loop_ _Peak.ID _Peak.Entry_ID _Peak.Spectral_peak_list_ID 1 bmse000542 1 2 bmse000542 1 3 bmse000542 1 4 bmse000542 1 5 bmse000542 1 6 bmse000542 1 7 bmse000542 1 stop_ loop_ _Peak_general_char.Peak_ID _Peak_general_char.Intensity_val _Peak_general_char.Intensity_val_err _Peak_general_char.Measurement_method _Peak_general_char.Entry_ID _Peak_general_char.Spectral_peak_list_ID 1 1 0.5 integration bmse000542 1 2 2 0.5 integration bmse000542 1 3 1 0.5 integration bmse000542 1 4 2 0.5 integration bmse000542 1 5 1 0.5 integration bmse000542 1 6 4 0.5 integration bmse000542 1 7 2 0.5 integration bmse000542 1 stop_ loop_ _Peak_char.Peak_ID _Peak_char.Spectral_dim_ID _Peak_char.Chem_shift_val _Peak_char.Coupling_pattern _Peak_char.Entry_ID _Peak_char.Spectral_peak_list_ID 1 1 3.548 qn bmse000542 1 2 1 3.121 m bmse000542 1 3 1 2.443 sxt bmse000542 1 4 1 2.351 t bmse000542 1 5 1 1.886 sxt bmse000542 1 6 1 1.663 m bmse000542 1 7 1 1.472 m bmse000542 1 stop_ loop_ _Assigned_peak_chem_shift.Peak_ID _Assigned_peak_chem_shift.Spectral_dim_ID _Assigned_peak_chem_shift.Val _Assigned_peak_chem_shift.Entity_assembly_ID _Assigned_peak_chem_shift.Entity_ID _Assigned_peak_chem_shift.Comp_index_ID _Assigned_peak_chem_shift.Comp_ID _Assigned_peak_chem_shift.Atom_ID _Assigned_peak_chem_shift.Entry_ID _Assigned_peak_chem_shift.Spectral_peak_list_ID 1 1 3.548 1 1 1 1 H25 bmse000542 1 2 1 3.121 1 1 1 1 H23 bmse000542 1 2 1 3.121 1 1 1 1 H24 bmse000542 1 3 1 2.443 1 1 1 1 H21 bmse000542 1 3 1 2.443 1 1 1 1 H22 bmse000542 1 4 1 2.351 1 1 1 1 H19 bmse000542 1 4 1 2.351 1 1 1 1 H20 bmse000542 1 5 1 1.886 1 1 1 1 H21 bmse000542 1 5 1 1.886 1 1 1 1 H22 bmse000542 1 6 1 1.663 1 1 1 1 H17 bmse000542 1 6 1 1.663 1 1 1 1 H18 bmse000542 1 6 1 1.663 1 1 1 1 H15 bmse000542 1 6 1 1.663 1 1 1 1 H16 bmse000542 1 7 1 1.472 1 1 1 1 H13 bmse000542 1 7 1 1.472 1 1 1 1 H14 bmse000542 1 stop_ loop_ _Spectral_transition.ID _Spectral_transition.Entry_ID _Spectral_transition.Spectral_peak_list_ID 1 bmse000542 1 2 bmse000542 1 3 bmse000542 1 4 bmse000542 1 5 bmse000542 1 6 bmse000542 1 7 bmse000542 1 8 bmse000542 1 9 bmse000542 1 10 bmse000542 1 11 bmse000542 1 12 bmse000542 1 13 bmse000542 1 14 bmse000542 1 15 bmse000542 1 16 bmse000542 1 17 bmse000542 1 18 bmse000542 1 19 bmse000542 1 20 bmse000542 1 21 bmse000542 1 22 bmse000542 1 23 bmse000542 1 24 bmse000542 1 25 bmse000542 1 26 bmse000542 1 27 bmse000542 1 28 bmse000542 1 29 bmse000542 1 30 bmse000542 1 31 bmse000542 1 32 bmse000542 1 33 bmse000542 1 34 bmse000542 1 35 bmse000542 1 36 bmse000542 1 37 bmse000542 1 38 bmse000542 1 39 bmse000542 1 40 bmse000542 1 41 bmse000542 1 42 bmse000542 1 43 bmse000542 1 44 bmse000542 1 45 bmse000542 1 46 bmse000542 1 47 bmse000542 1 48 bmse000542 1 49 bmse000542 1 50 bmse000542 1 51 bmse000542 1 52 bmse000542 1 53 bmse000542 1 54 bmse000542 1 55 bmse000542 1 stop_ loop_ _Spectral_transition_general_char.Spectral_transition_ID _Spectral_transition_general_char.Intensity_val _Spectral_transition_general_char.Measurement_method _Spectral_transition_general_char.Entry_ID _Spectral_transition_general_char.Spectral_peak_list_ID 1 160716 Height bmse000542 1 2 472839 Height bmse000542 1 3 568551 Height bmse000542 1 4 592024 Height bmse000542 1 5 509602 Height bmse000542 1 6 184254 Height bmse000542 1 7 203326 Height bmse000542 1 8 281026 Height bmse000542 1 9 290889 Height bmse000542 1 10 549802 Height bmse000542 1 11 624355 Height bmse000542 1 12 614992 Height bmse000542 1 13 524955 Height bmse000542 1 14 532364 Height bmse000542 1 15 998659 Height bmse000542 1 16 310241 Height bmse000542 1 17 565973 Height bmse000542 1 18 476051 Height bmse000542 1 19 248153 Height bmse000542 1 20 209675 Height bmse000542 1 21 459773 Height bmse000542 1 22 620893 Height bmse000542 1 23 651234 Height bmse000542 1 24 502735 Height bmse000542 1 25 232066 Height bmse000542 1 26 1328109 Height bmse000542 1 27 2598063 Height bmse000542 1 28 1555086 Height bmse000542 1 29 224288 Height bmse000542 1 30 600409 Height bmse000542 1 31 695037 Height bmse000542 1 32 658565 Height bmse000542 1 33 546958 Height bmse000542 1 34 199003 Height bmse000542 1 35 381602 Height bmse000542 1 36 851593 Height bmse000542 1 37 871647 Height bmse000542 1 38 1390524 Height bmse000542 1 39 1335469 Height bmse000542 1 40 1511853 Height bmse000542 1 41 1018691 Height bmse000542 1 42 935851 Height bmse000542 1 43 380819 Height bmse000542 1 44 390605 Height bmse000542 1 45 300445 Height bmse000542 1 46 406584 Height bmse000542 1 47 518808 Height bmse000542 1 48 611352 Height bmse000542 1 49 688454 Height bmse000542 1 50 619946 Height bmse000542 1 51 321530 Height bmse000542 1 52 374564 Height bmse000542 1 53 202723 Height bmse000542 1 54 184286 Height bmse000542 1 55 213566 Height bmse000542 1 stop_ loop_ _Spectral_transition_char.Spectral_transition_ID _Spectral_transition_char.Spectral_dim_ID _Spectral_transition_char.Chem_shift_val _Spectral_transition_char.Entry_ID _Spectral_transition_char.Spectral_peak_list_ID 1 1 3.582 bmse000542 1 2 1 3.566 bmse000542 1 3 1 3.550 bmse000542 1 4 1 3.546 bmse000542 1 5 1 3.530 bmse000542 1 6 1 3.514 bmse000542 1 7 1 3.189 bmse000542 1 8 1 3.176 bmse000542 1 9 1 3.173 bmse000542 1 10 1 3.162 bmse000542 1 11 1 3.149 bmse000542 1 12 1 3.145 bmse000542 1 13 1 3.131 bmse000542 1 14 1 3.122 bmse000542 1 15 1 3.104 bmse000542 1 16 1 3.094 bmse000542 1 17 1 3.087 bmse000542 1 18 1 3.077 bmse000542 1 19 1 3.059 bmse000542 1 20 1 2.480 bmse000542 1 21 1 2.464 bmse000542 1 22 1 2.448 bmse000542 1 23 1 2.432 bmse000542 1 24 1 2.418 bmse000542 1 25 1 2.401 bmse000542 1 26 1 2.369 bmse000542 1 27 1 2.351 bmse000542 1 28 1 2.332 bmse000542 1 29 1 1.929 bmse000542 1 30 1 1.911 bmse000542 1 31 1 1.894 bmse000542 1 32 1 1.880 bmse000542 1 33 1 1.863 bmse000542 1 34 1 1.846 bmse000542 1 35 1 1.710 bmse000542 1 36 1 1.689 bmse000542 1 37 1 1.684 bmse000542 1 38 1 1.672 bmse000542 1 39 1 1.663 bmse000542 1 40 1 1.655 bmse000542 1 41 1 1.643 bmse000542 1 42 1 1.632 bmse000542 1 43 1 1.614 bmse000542 1 44 1 1.609 bmse000542 1 45 1 1.517 bmse000542 1 46 1 1.502 bmse000542 1 47 1 1.494 bmse000542 1 48 1 1.480 bmse000542 1 49 1 1.474 bmse000542 1 50 1 1.452 bmse000542 1 51 1 1.442 bmse000542 1 52 1 1.434 bmse000542 1 53 1 1.420 bmse000542 1 54 1 1.414 bmse000542 1 55 1 1.397 bmse000542 1 stop_ save_ save_spectral_peak_13C _Spectral_peak_list.Sf_category spectral_peak_list _Spectral_peak_list.Sf_framecode spectral_peak_13C _Spectral_peak_list.Entry_ID bmse000542 _Spectral_peak_list.ID 2 _Spectral_peak_list.Sample_ID 1 _Spectral_peak_list.Sample_label $sample_1 _Spectral_peak_list.Sample_condition_list_ID 1 _Spectral_peak_list.Sample_condition_list_label $sample_conditions_1 _Spectral_peak_list.Experiment_ID 3 _Spectral_peak_list.Experiment_name '1D 13C' _Spectral_peak_list.Number_of_spectral_dimensions 1 loop_ _Spectral_dim.ID _Spectral_dim.Atom_type _Spectral_dim.Atom_isotope_number _Spectral_dim.Spectral_region _Spectral_dim.Sweep_width _Spectral_dim.Entry_ID _Spectral_dim.Spectral_peak_list_ID 1 C 13 'Full C' 24038.4615384615 bmse000542 2 stop_ loop_ _Spectral_peak_software.Software_ID _Spectral_peak_software.Software_label _Spectral_peak_software.Entry_ID _Spectral_peak_software.Spectral_peak_list_ID 2 $software_2 bmse000542 2 4 $software_4 bmse000542 2 stop_ loop_ _Peak.ID _Peak.Entry_ID _Peak.Spectral_peak_list_ID 1 bmse000542 2 2 bmse000542 2 3 bmse000542 2 4 bmse000542 2 5 bmse000542 2 6 bmse000542 2 7 bmse000542 2 8 bmse000542 2 stop_ loop_ _Peak_char.Peak_ID _Peak_char.Spectral_dim_ID _Peak_char.Chem_shift_val _Peak_char.Coupling_pattern _Peak_char.Entry_ID _Peak_char.Spectral_peak_list_ID 1 1 182.506 s bmse000542 2 2 1 58.923 ? bmse000542 2 3 1 42.867 ? bmse000542 2 4 1 41.15 ? bmse000542 2 5 1 37.224 ? bmse000542 2 6 1 36.465 ? bmse000542 2 7 1 31.307 ? bmse000542 2 8 1 27.019 ? bmse000542 2 stop_ loop_ _Assigned_peak_chem_shift.Peak_ID _Assigned_peak_chem_shift.Spectral_dim_ID _Assigned_peak_chem_shift.Val _Assigned_peak_chem_shift.Entity_assembly_ID _Assigned_peak_chem_shift.Entity_ID _Assigned_peak_chem_shift.Comp_index_ID _Assigned_peak_chem_shift.Comp_ID _Assigned_peak_chem_shift.Atom_ID _Assigned_peak_chem_shift.Entry_ID _Assigned_peak_chem_shift.Spectral_peak_list_ID 1 1 182.506 1 1 1 1 C8 bmse000542 2 2 1 58.923 1 1 1 1 C7 bmse000542 2 3 1 42.867 1 1 1 1 C5 bmse000542 2 4 1 41.15 1 1 1 1 C6 bmse000542 2 5 1 37.224 1 1 1 1 C3 bmse000542 2 6 1 36.465 1 1 1 1 C4 bmse000542 2 7 1 31.307 1 1 1 1 C1 bmse000542 2 8 1 27.019 1 1 1 1 C2 bmse000542 2 stop_ loop_ _Spectral_transition.ID _Spectral_transition.Entry_ID _Spectral_transition.Spectral_peak_list_ID 1 bmse000542 2 2 bmse000542 2 3 bmse000542 2 4 bmse000542 2 5 bmse000542 2 6 bmse000542 2 7 bmse000542 2 8 bmse000542 2 stop_ loop_ _Spectral_transition_general_char.Spectral_transition_ID _Spectral_transition_general_char.Intensity_val _Spectral_transition_general_char.Measurement_method _Spectral_transition_general_char.Entry_ID _Spectral_transition_general_char.Spectral_peak_list_ID 1 546861952 Height bmse000542 2 2 1669143936 Height bmse000542 2 3 1533643264 Height bmse000542 2 4 1541793280 Height bmse000542 2 5 2256233984 Height bmse000542 2 6 2150656512 Height bmse000542 2 7 2119222400 Height bmse000542 2 8 2080371584 Height bmse000542 2 stop_ loop_ _Spectral_transition_char.Spectral_transition_ID _Spectral_transition_char.Spectral_dim_ID _Spectral_transition_char.Chem_shift_val _Spectral_transition_char.Entry_ID _Spectral_transition_char.Spectral_peak_list_ID 1 1 182.523 bmse000542 2 2 1 58.937 bmse000542 2 3 1 42.884 bmse000542 2 4 1 41.173 bmse000542 2 5 1 37.249 bmse000542 2 6 1 36.490 bmse000542 2 7 1 31.333 bmse000542 2 8 1 27.041 bmse000542 2 stop_ save_ save_spectral_peak_DEPT_90 _Spectral_peak_list.Sf_category spectral_peak_list _Spectral_peak_list.Sf_framecode spectral_peak_DEPT_90 _Spectral_peak_list.Entry_ID bmse000542 _Spectral_peak_list.ID 3 _Spectral_peak_list.Sample_ID 1 _Spectral_peak_list.Sample_label $sample_1 _Spectral_peak_list.Sample_condition_list_ID 1 _Spectral_peak_list.Sample_condition_list_label $sample_conditions_1 _Spectral_peak_list.Experiment_ID 4 _Spectral_peak_list.Experiment_name '1D DEPT90' _Spectral_peak_list.Number_of_spectral_dimensions 1 loop_ _Spectral_dim.ID _Spectral_dim.Atom_type _Spectral_dim.Atom_isotope_number _Spectral_dim.Spectral_region _Spectral_dim.Sweep_width _Spectral_dim.Entry_ID _Spectral_dim.Spectral_peak_list_ID 1 C 13 'Full C' 24038.4615384615 bmse000542 3 stop_ loop_ _Spectral_peak_software.Software_ID _Spectral_peak_software.Software_label _Spectral_peak_software.Entry_ID _Spectral_peak_software.Spectral_peak_list_ID 2 $software_2 bmse000542 3 4 $software_4 bmse000542 3 stop_ loop_ _Peak.ID _Peak.Entry_ID _Peak.Spectral_peak_list_ID 1 bmse000542 3 stop_ loop_ _Peak_char.Peak_ID _Peak_char.Spectral_dim_ID _Peak_char.Chem_shift_val _Peak_char.Coupling_pattern _Peak_char.Entry_ID _Peak_char.Spectral_peak_list_ID 1 1 58.923 s bmse000542 3 stop_ loop_ _Assigned_peak_chem_shift.Peak_ID _Assigned_peak_chem_shift.Spectral_dim_ID _Assigned_peak_chem_shift.Val _Assigned_peak_chem_shift.Entity_assembly_ID _Assigned_peak_chem_shift.Entity_ID _Assigned_peak_chem_shift.Comp_index_ID _Assigned_peak_chem_shift.Comp_ID _Assigned_peak_chem_shift.Atom_ID _Assigned_peak_chem_shift.Entry_ID _Assigned_peak_chem_shift.Spectral_peak_list_ID 1 1 58.923 1 1 1 1 C7 bmse000542 3 stop_ save_ save_spectral_peak_DEPT_135 _Spectral_peak_list.Sf_category spectral_peak_list _Spectral_peak_list.Sf_framecode spectral_peak_DEPT_135 _Spectral_peak_list.Entry_ID bmse000542 _Spectral_peak_list.ID 4 _Spectral_peak_list.Sample_ID 1 _Spectral_peak_list.Sample_label $sample_1 _Spectral_peak_list.Sample_condition_list_ID 1 _Spectral_peak_list.Sample_condition_list_label $sample_conditions_1 _Spectral_peak_list.Experiment_ID 5 _Spectral_peak_list.Experiment_name '1D DEPT135' _Spectral_peak_list.Number_of_spectral_dimensions 1 loop_ _Spectral_dim.ID _Spectral_dim.Atom_type _Spectral_dim.Atom_isotope_number _Spectral_dim.Spectral_region _Spectral_dim.Sweep_width _Spectral_dim.Entry_ID _Spectral_dim.Spectral_peak_list_ID 1 C 13 'Full C' 24038.4615384615 bmse000542 4 stop_ loop_ _Spectral_peak_software.Software_ID _Spectral_peak_software.Software_label _Spectral_peak_software.Entry_ID _Spectral_peak_software.Spectral_peak_list_ID 2 $software_2 bmse000542 4 4 $software_4 bmse000542 4 stop_ loop_ _Peak.ID _Peak.Entry_ID _Peak.Spectral_peak_list_ID 1 bmse000542 4 2 bmse000542 4 3 bmse000542 4 4 bmse000542 4 5 bmse000542 4 6 bmse000542 4 7 bmse000542 4 stop_ loop_ _Peak_char.Peak_ID _Peak_char.Spectral_dim_ID _Peak_char.Chem_shift_val _Peak_char.Phase_val _Peak_char.Entry_ID _Peak_char.Spectral_peak_list_ID 1 1 58.923 positive bmse000542 4 2 1 42.867 negative bmse000542 4 3 1 41.15 negative bmse000542 4 4 1 37.224 negative bmse000542 4 5 1 36.465 negative bmse000542 4 6 1 31.307 negative bmse000542 4 7 1 27.019 negative bmse000542 4 stop_ loop_ _Assigned_peak_chem_shift.Peak_ID _Assigned_peak_chem_shift.Spectral_dim_ID _Assigned_peak_chem_shift.Val _Assigned_peak_chem_shift.Entity_assembly_ID _Assigned_peak_chem_shift.Entity_ID _Assigned_peak_chem_shift.Comp_index_ID _Assigned_peak_chem_shift.Comp_ID _Assigned_peak_chem_shift.Atom_ID _Assigned_peak_chem_shift.Entry_ID _Assigned_peak_chem_shift.Spectral_peak_list_ID 1 1 58.923 1 1 1 1 C7 bmse000542 4 2 1 42.867 1 1 1 1 C5 bmse000542 4 3 1 41.15 1 1 1 1 C6 bmse000542 4 4 1 37.224 1 1 1 1 C3 bmse000542 4 5 1 36.465 1 1 1 1 C4 bmse000542 4 6 1 31.307 1 1 1 1 C1 bmse000542 4 7 1 27.019 1 1 1 1 C2 bmse000542 4 stop_ save_ save_spectral_peak_HSQC _Spectral_peak_list.Sf_category spectral_peak_list _Spectral_peak_list.Sf_framecode spectral_peak_HSQC _Spectral_peak_list.Entry_ID bmse000542 _Spectral_peak_list.ID 5 _Spectral_peak_list.Sample_ID 1 _Spectral_peak_list.Sample_label $sample_1 _Spectral_peak_list.Sample_condition_list_ID 1 _Spectral_peak_list.Sample_condition_list_label $sample_conditions_1 _Spectral_peak_list.Experiment_ID 6 _Spectral_peak_list.Experiment_name '2D [1H,13C]-HSQC' _Spectral_peak_list.Number_of_spectral_dimensions 2 loop_ _Spectral_dim.ID _Spectral_dim.Atom_type _Spectral_dim.Atom_isotope_number _Spectral_dim.Spectral_region _Spectral_dim.Sweep_width _Spectral_dim.Entry_ID _Spectral_dim.Spectral_peak_list_ID 1 H 1 'Full H' 4807.69230769231 bmse000542 5 2 C 13 'Full C' 17706.9499778663 bmse000542 5 stop_ loop_ _Spectral_peak_software.Software_ID _Spectral_peak_software.Software_label _Spectral_peak_software.Entry_ID _Spectral_peak_software.Spectral_peak_list_ID 1 $software_1 bmse000542 5 3 $software_3 bmse000542 5 stop_ loop_ _Peak.ID _Peak.Entry_ID _Peak.Spectral_peak_list_ID 1 bmse000542 5 2 bmse000542 5 3 bmse000542 5 4 bmse000542 5 5 bmse000542 5 6 bmse000542 5 7 bmse000542 5 8 bmse000542 5 stop_ loop_ _Peak_char.Peak_ID _Peak_char.Spectral_dim_ID _Peak_char.Chem_shift_val _Peak_char.Coupling_pattern _Peak_char.Entry_ID _Peak_char.Spectral_peak_list_ID 1 1 3.548 1JCH bmse000542 5 1 2 58.705 1JCH bmse000542 5 2 1 2.444 LR bmse000542 5 2 2 42.775 LR bmse000542 5 3 1 1.89 1JCH bmse000542 5 3 2 42.775 1JCH bmse000542 5 4 1 3.126 1JCH bmse000542 5 4 2 41.022 1JCH bmse000542 5 5 1 1.676 LR bmse000542 5 5 2 37.093 LR bmse000542 5 6 1 2.353 1JCH bmse000542 5 6 2 36.366 1JCH bmse000542 5 7 1 1.466 1JCH bmse000542 5 7 2 31.203 1JCH bmse000542 5 8 1 1.652 LR bmse000542 5 8 2 26.756 LR bmse000542 5 stop_ loop_ _Assigned_peak_chem_shift.Peak_ID _Assigned_peak_chem_shift.Spectral_dim_ID _Assigned_peak_chem_shift.Val _Assigned_peak_chem_shift.Entity_assembly_ID _Assigned_peak_chem_shift.Entity_ID _Assigned_peak_chem_shift.Comp_index_ID _Assigned_peak_chem_shift.Comp_ID _Assigned_peak_chem_shift.Atom_ID _Assigned_peak_chem_shift.Details _Assigned_peak_chem_shift.Entry_ID _Assigned_peak_chem_shift.Spectral_peak_list_ID 1 1 3.548 1 1 1 1 H25 1 bmse000542 5 1 2 58.705 1 1 1 1 C7 1 bmse000542 5 2 1 2.444 1 1 1 1 H21 1 bmse000542 5 2 1 2.444 1 1 1 1 H22 1 bmse000542 5 2 2 42.775 1 1 1 1 C5 1 bmse000542 5 3 1 1.89 1 1 1 1 H21 1 bmse000542 5 3 1 1.89 1 1 1 1 H22 1 bmse000542 5 3 2 42.775 1 1 1 1 C5 1 bmse000542 5 4 1 3.126 1 1 1 1 H23 1 bmse000542 5 4 1 3.126 1 1 1 1 H24 1 bmse000542 5 4 2 41.022 1 1 1 1 C6 1 bmse000542 5 5 1 1.676 1 1 1 1 H17 1 bmse000542 5 5 1 1.676 1 1 1 1 H18 1 bmse000542 5 5 1 1.676 1 1 1 1 H15 1 bmse000542 5 5 1 1.676 1 1 1 1 H16 1 bmse000542 5 5 2 37.093 1 1 1 1 C3 1 bmse000542 5 6 1 2.353 1 1 1 1 H19 1 bmse000542 5 6 1 2.353 1 1 1 1 H20 1 bmse000542 5 6 2 36.366 1 1 1 1 C4 1 bmse000542 5 7 1 1.466 1 1 1 1 H13 1 bmse000542 5 7 1 1.466 1 1 1 1 H14 1 bmse000542 5 7 2 31.203 1 1 1 1 C1 1 bmse000542 5 8 1 1.652 1 1 1 1 H17 1 bmse000542 5 8 1 1.652 1 1 1 1 H18 1 bmse000542 5 8 1 1.652 1 1 1 1 H15 1 bmse000542 5 8 1 1.652 1 1 1 1 H16 1 bmse000542 5 8 2 26.756 1 1 1 1 C2 1 bmse000542 5 stop_ save_