data_bmse000359 ####################### # Entry information # ####################### save_entry_information _Entry.Sf_category entry_information _Entry.Sf_framecode entry_information _Entry.ID bmse000359 _Entry.Title D-3-Phenyllactic _Entry.Version_type original _Entry.Submission_date 2008-01-08 _Entry.Accession_date 2008-01-08 _Entry.Last_release_date 2008-01-08 _Entry.Original_release_date 2008-01-08 _Entry.Origination author _Entry.NMR_STAR_version 'NMR STAR v3.1' _Entry.Original_NMR_STAR_version 'NMR STAR v3.1' _Entry.Experimental_method NMR _Entry.Experimental_method_subtype solution _Entry.DOI 10.13018/BMSE000359 _Entry.BMRB_internal_directory_name D_3_Phenyllactic_acid loop_ _Entry_author.Ordinal _Entry_author.Given_name _Entry_author.Family_name _Entry_author.Middle_initials _Entry_author.Entry_ID 1 Qiu Cui ? bmse000359 2 Ian Lewis ? bmse000359 3 Mark Anderson E. bmse000359 4 John Markley L. bmse000359 stop_ loop_ _Entry_src.Project_name _Entry_src.Organization_full_name _Entry_src.Organization_initials _Entry_src.Entry_ID metabolomics 'Madison Metabolomics Consortium' MMC bmse000359 stop_ loop_ _Data_set.Entry_ID bmse000359 stop_ loop_ _Datum.Entry_ID bmse000359 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 . . 2008-01-08 2008-01-08 original BMRB 'Original spectra from MMC' bmse000359 2 . . 2008-02-28 2008-02-28 update BMRB 'Fixed mismatch between software ids and framecodes' bmse000359 3 . . 2008-07-09 2008-07-09 update BMRB 'fixed misplaced 2D coordinates' bmse000359 4 . . 2017-10-12 2017-10-12 update BMRB 'Remediated Experiment_file loop if present and standardized mol and png file tags.' bmse000359 5 . . 2017-12-19 2017-10-12 update BMRB 'InChI numbering updated according to ALATIS' bmse000359 stop_ save_ ############### # Citations # ############### save_citations _Citation.Sf_category citations _Citation.Sf_framecode citations _Citation.Entry_ID bmse000359 _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. bmse000359 1 2 T. Barrett T. ? bmse000359 1 3 D. Benson D. A. bmse000359 1 4 S. Bryant S. H. bmse000359 1 5 K. Canese K. ? bmse000359 1 6 V. Chetvenin V. ? bmse000359 1 7 D. Church D. M. bmse000359 1 8 M. DiCuccio M. ? bmse000359 1 9 R. Edgar R. ? bmse000359 1 10 S. Federhen S. ? bmse000359 1 11 L. Geer L. Y. bmse000359 1 12 W. Helmberg W. ? bmse000359 1 13 Y. Kapustin Y. ? bmse000359 1 14 D. Kenton D. L. bmse000359 1 15 O. Khovayko O. ? bmse000359 1 16 D. Lipman D. J. bmse000359 1 17 T. Madden T. L. bmse000359 1 18 D. Maglott D. R. bmse000359 1 19 J. Ostell J. ? bmse000359 1 20 K. Pruitt K. D. bmse000359 1 21 G. Schuler G. D. bmse000359 1 22 L. Schriml L. M. bmse000359 1 23 E. Sequeira E. ? bmse000359 1 24 S. Sherry S. T. bmse000359 1 25 K. Sirotkin K. ? bmse000359 1 26 A. Souvorov A. ? bmse000359 1 27 G. Starchenko G. ? bmse000359 1 28 T. Suzek T. O. bmse000359 1 29 R. Tatusov R. ? bmse000359 1 30 T. Tatusova T. A. bmse000359 1 31 L. Bagner L. ? bmse000359 1 32 E. Yaschenko E. ? bmse000359 1 stop_ save_ #################################### # Biological polymers and ligands # #################################### save_entity _Entity.Sf_category entity _Entity.Sf_framecode entity _Entity.Entry_ID bmse000359 _Entity.ID 1 _Entity.Name 'D-3-Phenyllactic 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 bmse000359 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 bmse000359 _Chem_comp.ID 1 _Chem_comp.Name 'D-3-Phenyllactic acid' _Chem_comp.Type non-polymer _Chem_comp.BMRB_code bmse000359 _Chem_comp.InChI_code InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1 _Chem_comp.Formula 'C9 H10 O3' _Chem_comp.Formula_weight 166.1739 _Chem_comp.Formula_mono_iso_wt_nat 166.0629941873 _Chem_comp.Formula_mono_iso_wt_13C 175.0931877275 _Chem_comp.Formula_mono_iso_wt_15N 166.0629941873 _Chem_comp.Formula_mono_iso_wt_13C_15N 175.0931877275 _Chem_comp.Image_file_name bmse000359.png _Chem_comp.Image_file_format png _Chem_comp.Struct_file_name bmse000359.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 '(R)-3-Phenyllactic acid' synonym bmse000359 1 '2-hydroxy-3-phenylpropanoic acid' synonym bmse000359 1 '(R)-2-Hydroxy-3-phenylpropionic acid' synonym bmse000359 1 'D-3-phenyllactic acid' synonym bmse000359 1 'benzenepropanoic acid, alpha-hydroxy-' synonym bmse000359 1 '(R)-3-phenyllactic acid' synonym bmse000359 1 'D-(+)-3-Phenyllactic acid' synonym bmse000359 1 '(2R)-2-hydroxy-3-phenylpropanoic acid' synonym bmse000359 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=1/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1/f/h11H ; INCHI na na bmse000359 1 InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1 INCHI ALATIS 3.003 bmse000359 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 'D-3-Phenyllactic acid' PUBCHEM_IUPAC_NAME bmse000359 1 'D-3-Phenyllactic acid' PUBCHEM_IUPAC_TRADITIONAL_NAME bmse000359 1 'D-3-Phenyllactic acid' PUBCHEM_IUPAC_OPENEYE_NAME bmse000359 1 'D-3-Phenyllactic acid' PUBCHEM_IUPAC_CAS_NAME bmse000359 1 'D-3-Phenyllactic acid' PUBCHEM_IUPAC_SYSTEMATIC_NAME bmse000359 1 stop_ loop_ _Chem_comp_SMILES.Type _Chem_comp_SMILES.String _Chem_comp_SMILES.Entry_ID _Chem_comp_SMILES.Comp_ID Canonical C1=CC=C(C=C1)CC(C(=O)O)O bmse000359 1 Isomeric C1=CC=C(C=C1)C[C@H](C(=O)O)O bmse000359 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 O10 O 4.5981 0.1900 1 bmse000359 1 O11 O 4.5981 2.1900 2 bmse000359 1 O12 O 2.8660 2.1900 3 bmse000359 1 C6 C 2.8660 0.1900 4 bmse000359 1 C8 C 3.7321 0.6900 5 bmse000359 1 C7 C 2.8660 -0.8100 6 bmse000359 1 C4 C 3.7321 -1.3100 7 bmse000359 1 C5 C 2.0000 -1.3100 8 bmse000359 1 C9 C 3.7321 1.6900 9 bmse000359 1 C2 C 3.7321 -2.3100 10 bmse000359 1 C3 C 2.0000 -2.3100 11 bmse000359 1 C1 C 2.8660 -2.8100 12 bmse000359 1 H18 H 2.6540 0.7726 13 bmse000359 1 H19 H 2.2554 0.0823 14 bmse000359 1 H20 H 3.7321 0.0700 15 bmse000359 1 H16 H 4.2690 -1.0000 16 bmse000359 1 H17 H 1.4631 -1.0000 17 bmse000359 1 H14 H 4.2690 -2.6200 18 bmse000359 1 H15 H 1.4631 -2.6200 19 bmse000359 1 H13 H 2.8660 -3.4300 20 bmse000359 1 H21 H 5.1350 0.5000 21 bmse000359 1 H22 H 4.5981 2.8100 22 bmse000359 1 stop_ loop_ _Atom_nomenclature.Atom_ID _Atom_nomenclature.Atom_name _Atom_nomenclature.Naming_system _Atom_nomenclature.Entry_ID _Atom_nomenclature.Comp_ID O10 O1 BMRB bmse000359 1 O11 O2 BMRB bmse000359 1 O12 O3 BMRB bmse000359 1 C6 C4 BMRB bmse000359 1 C8 C5 BMRB bmse000359 1 C7 C6 BMRB bmse000359 1 C4 C7 BMRB bmse000359 1 C5 C8 BMRB bmse000359 1 C9 C9 BMRB bmse000359 1 C2 C10 BMRB bmse000359 1 C3 C11 BMRB bmse000359 1 C1 C12 BMRB bmse000359 1 H18 H13 BMRB bmse000359 1 H19 H14 BMRB bmse000359 1 H20 H15 BMRB bmse000359 1 H16 H16 BMRB bmse000359 1 H17 H17 BMRB bmse000359 1 H14 H18 BMRB bmse000359 1 H15 H19 BMRB bmse000359 1 H13 H20 BMRB bmse000359 1 H21 H21 BMRB bmse000359 1 H22 H22 BMRB bmse000359 1 O10 O10 ALATIS bmse000359 1 O11 O11 ALATIS bmse000359 1 O12 O12 ALATIS bmse000359 1 C6 C6 ALATIS bmse000359 1 C8 C8 ALATIS bmse000359 1 C7 C7 ALATIS bmse000359 1 C4 C4 ALATIS bmse000359 1 C5 C5 ALATIS bmse000359 1 C9 C9 ALATIS bmse000359 1 C2 C2 ALATIS bmse000359 1 C3 C3 ALATIS bmse000359 1 C1 C1 ALATIS bmse000359 1 H18 H18 ALATIS bmse000359 1 H19 H19 ALATIS bmse000359 1 H20 H20 ALATIS bmse000359 1 H16 H16 ALATIS bmse000359 1 H17 H17 ALATIS bmse000359 1 H14 H14 ALATIS bmse000359 1 H15 H15 ALATIS bmse000359 1 H13 H13 ALATIS bmse000359 1 H21 H21 ALATIS bmse000359 1 H22 H22 ALATIS bmse000359 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 C8 O10 bmse000359 1 2 covalent SING O10 H21 bmse000359 1 3 covalent SING O11 C9 bmse000359 1 4 covalent SING O11 H22 bmse000359 1 5 covalent DOUB O12 C9 bmse000359 1 6 covalent SING C6 C8 bmse000359 1 7 covalent SING C6 C7 bmse000359 1 8 covalent SING C6 H18 bmse000359 1 9 covalent SING C6 H19 bmse000359 1 10 covalent SING C8 C9 bmse000359 1 11 covalent SING C8 H20 bmse000359 1 12 covalent DOUB C7 C4 bmse000359 1 13 covalent SING C7 C5 bmse000359 1 14 covalent SING C4 C2 bmse000359 1 15 covalent SING C4 H16 bmse000359 1 16 covalent DOUB C5 C3 bmse000359 1 17 covalent SING C5 H17 bmse000359 1 18 covalent DOUB C2 C1 bmse000359 1 19 covalent SING C2 H14 bmse000359 1 20 covalent SING C3 C1 bmse000359 1 21 covalent SING C3 H15 bmse000359 1 22 covalent SING C1 H13 bmse000359 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 643327 cid 'D-3-Phenyllactic acid' 'matching entry' bmse000359 1 no PubChem 24887376 sid 'D-3-Phenyllactic acid' 'matching entry' bmse000359 1 no PubChem 8706929 sid 'D-3-Phenyllactic acid' 'matching entry' bmse000359 1 no PubChem 8147303 sid 'D-3-Phenyllactic acid' 'matching entry' bmse000359 1 no PubChem 43765170 sid 'D-3-Phenyllactic acid' 'matching entry' bmse000359 1 no PubChem 840252 sid 'D-3-Phenyllactic acid' 'matching entry' bmse000359 1 no 'CAS Registry' 828-01-3 'registry number' 'D-3-Phenyllactic acid' 'matching entry' bmse000359 1 no Sigma-Aldrich 78841_FLUKA ? 'D-3-Phenyllactic acid' 'matching entry' bmse000359 1 no ChEBI CHEBI:32978 ? 'D-3-Phenyllactic acid' 'matching entry' bmse000359 1 no ChemSpider 558480 ? 'D-3-Phenyllactic acid' 'matching entry' bmse000359 1 no DiscoveryGate 643327 ? 'D-3-Phenyllactic acid' 'matching entry' bmse000359 1 no NMRShiftDB 20033059 ? 'D-3-Phenyllactic acid' 'matching entry' bmse000359 1 stop_ loop_ _Chem_comp_citation.Citation_ID _Chem_comp_citation.Citation_label _Chem_comp_citation.Entry_ID _Chem_comp_citation.Comp_ID 1 $citations bmse000359 1 stop_ save_ ##################################### # Sample contents and methodology # ##################################### ######################## # Sample description # ######################## save_sample_1 _Sample.Sf_category sample _Sample.Sf_framecode sample_1 _Sample.Entry_ID bmse000359 _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.Entry_ID _Sample_component.Sample_ID 1 'D-3-Phenyllactic acid' 'natural abundance' 1 $entity Solute 100 mM Sigma 'D-3-Phenyllactic acid' bmse000359 1 2 D2O ? 1 ? Solvent 100 % ? ? bmse000359 1 3 'sodium phosphate' ? 1 ? Buffer 50 mM ? ? bmse000359 1 4 'sodium azide' ? 1 ? Cytocide 500 uM ? ? bmse000359 1 5 DSS ? 1 ? Reference 500 uM ? ? bmse000359 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 bmse000359 _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 7.4 pH bmse000359 1 temperature 298 K bmse000359 1 stop_ save_ ############################ # Computer software used # ############################ save_software_1 _Software.Sf_category software _Software.Sf_framecode software_1 _Software.Entry_ID bmse000359 _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' bmse000359 1 stop_ loop_ _Task.Task _Task.Entry_ID _Task.Software_ID Processing bmse000359 1 stop_ save_ save_software_2 _Software.Sf_category software _Software.Sf_framecode software_2 _Software.Entry_ID bmse000359 _Software.ID 2 _Software.Name XWIN-NMR _Software.Version 3.5 loop_ _Vendor.Name _Vendor.Entry_ID _Vendor.Software_ID 'Bruker Biospin' bmse000359 2 stop_ loop_ _Task.Task _Task.Entry_ID _Task.Software_ID Collection bmse000359 2 Processing bmse000359 2 'Data analysis' bmse000359 2 'Peak picking' bmse000359 2 stop_ save_ save_software_3 _Software.Sf_category software _Software.Sf_framecode software_3 _Software.Entry_ID bmse000359 _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' bmse000359 3 stop_ loop_ _Task.Task _Task.Entry_ID _Task.Software_ID 'Data analysis' bmse000359 3 'Peak picking' bmse000359 3 stop_ save_ ######################### # Experimental detail # ######################### ################################## # NMR Spectrometer definitions # ################################## save_Bruker_DMX_500 _NMR_spectrometer.Sf_category NMR_spectrometer _NMR_spectrometer.Sf_framecode Bruker_DMX_500 _NMR_spectrometer.Entry_ID bmse000359 _NMR_spectrometer.ID 1 _NMR_spectrometer.Manufacturer Bruker _NMR_spectrometer.Model DMX _NMR_spectrometer.Field_strength 500 save_ ############################# # NMR applied experiments # ############################# save_experiment_list _Experiment_list.Sf_category experiment_list _Experiment_list.Sf_framecode experiment_list _Experiment_list.Entry_ID bmse000359 _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_500 bmse000359 1 2 '2D [1H,1H]-TOCSY' yes 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_DMX_500 bmse000359 1 3 '1D 13C' yes 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_DMX_500 bmse000359 1 4 '1D DEPT90' yes 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_DMX_500 bmse000359 1 5 '1D DEPT135' yes 1 $sample_1 isotropic 1 $sample_conditions_1 1 $Bruker_DMX_500 bmse000359 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 1H text/directory nmr/set01 'NMR experiment directory' bmse000359 1 1 1H.png image/png nmr/set01/spectra 'Spectral image' bmse000359 1 2 HH_TOCSY text/directory nmr/set01 'NMR experiment directory' bmse000359 1 2 HH_TOCSY.png image/png nmr/set01/spectra 'Spectral image' bmse000359 1 3 13C text/directory nmr/set01 'NMR experiment directory' bmse000359 1 3 13C.png image/png nmr/set01/spectra 'Spectral image' bmse000359 1 4 DEPT_90 text/directory nmr/set01 'NMR experiment directory' bmse000359 1 4 DEPT_90.png image/png nmr/set01/spectra 'Spectral image' bmse000359 1 5 DEPT_135 text/directory nmr/set01 'NMR experiment directory' bmse000359 1 5 DEPT_135.png image/png nmr/set01/spectra 'Spectral image' bmse000359 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 bmse000359 _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 DSS 'methyl protons' ppm 0.00 internal direct 1.000000000 bmse000359 1 C 13 DSS 'methyl protons' ppm 0.00 ? indirect 0.251449530 bmse000359 1 stop_ save_