data_LM8 # _chem_comp.id LM8 _chem_comp.name "(5Z,8Z,11Z,13S,14Z)-13-methylicosa-5,8,11,14-tetraenoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H34 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(5Z,8Z,11Z,14Z)-13S-methyl-5,8,11,14-eicosatetraenoic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-26 _chem_comp.pdbx_modified_date 2021-03-13 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 318.493 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LM8 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4RUT _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal LM8 C01 C01 C 0 1 N N N -73.121 -17.727 -2.950 1.880 0.316 1.888 C01 LM8 1 LM8 C02 C02 C 0 1 N N N -73.871 -16.730 -2.120 1.430 -0.944 1.196 C02 LM8 2 LM8 C03 C03 C 0 1 N N N -74.372 -15.503 -2.889 0.482 -1.699 2.092 C03 LM8 3 LM8 C04 C04 C 0 1 N N N -74.427 -14.158 -2.625 -0.703 -2.040 1.651 C04 LM8 4 LM8 C05 C05 C 0 1 N N N -73.859 -13.531 -1.384 -1.061 -1.822 0.204 C05 LM8 5 LM8 C06 C06 C 0 1 N N N -74.819 -12.603 -0.704 -1.533 -3.120 -0.398 C06 LM8 6 LM8 C07 C07 C 0 1 N N N -74.430 -11.701 0.201 -2.696 -3.179 -0.999 C07 LM8 7 LM8 C08 C08 C 0 1 N N S -73.003 -11.479 0.604 -3.495 -1.921 -1.219 C08 LM8 8 LM8 C09 C09 C 0 1 N N N -72.761 -12.001 1.982 -4.731 -1.953 -0.357 C09 LM8 9 LM8 C10 C10 C 0 1 N N N -71.566 -12.421 2.402 -5.013 -0.938 0.422 C10 LM8 10 LM8 C11 C11 C 0 1 N N N -71.845 -17.622 -3.325 3.157 0.595 1.977 C11 LM8 11 LM8 C12 C12 C 0 1 N N N -70.966 -16.453 -2.995 4.164 -0.237 1.227 C12 LM8 12 LM8 C13 C13 C 0 1 N N N -69.898 -16.294 -4.038 5.086 0.681 0.422 C13 LM8 13 LM8 C14 C14 C 0 1 N N N -70.344 -12.395 1.534 -4.183 0.317 0.354 C14 LM8 14 LM8 C15 C15 C 0 1 N N N -69.115 -12.121 2.359 -5.095 1.520 0.105 C15 LM8 15 LM8 C16 C16 C 0 1 N N N -67.964 -11.584 1.556 -4.252 2.795 0.036 C16 LM8 16 LM8 C17 C17 C 0 1 N N N -67.767 -10.108 1.765 -5.165 3.997 -0.214 C17 LM8 17 LM8 C18 C18 C 0 1 N N N -66.716 -9.824 2.800 -4.322 5.272 -0.283 C18 LM8 18 LM8 C19 C19 C 0 1 N N N -68.626 -15.707 -3.500 6.109 -0.165 -0.340 C19 LM8 19 LM8 C20 C20 C 0 1 N N N -67.505 -16.688 -3.321 7.017 0.739 -1.133 C20 LM8 20 LM8 O21 O21 O 0 1 N N N -66.758 -16.628 -2.327 7.998 0.214 -1.884 O21 LM8 21 LM8 O22 O22 O 0 1 N N N -67.307 -17.559 -4.161 6.862 1.937 -1.093 O22 LM8 22 LM8 C23 C23 C 0 1 N N N -72.803 -10.005 0.710 -3.902 -1.826 -2.690 C23 LM8 23 LM8 H1 H1 H 0 1 N N N -73.660 -18.606 -3.272 1.149 0.992 2.307 H1 LM8 24 LM8 H2 H2 H 0 1 N N N -74.742 -17.237 -1.679 0.924 -0.687 0.266 H2 LM8 25 LM8 H3 H3 H 0 1 N N N -73.204 -16.382 -1.317 2.297 -1.568 0.978 H3 LM8 26 LM8 H4 H4 H 0 1 N N N -74.773 -15.754 -3.860 0.780 -1.958 3.097 H4 LM8 27 LM8 H5 H5 H 0 1 N N N -74.905 -13.515 -3.349 -1.424 -2.479 2.326 H5 LM8 28 LM8 H6 H6 H 0 1 N N N -73.587 -14.331 -0.680 -1.856 -1.079 0.134 H6 LM8 29 LM8 H7 H7 H 0 1 N N N -72.958 -12.963 -1.659 -0.184 -1.468 -0.338 H7 LM8 30 LM8 H8 H8 H 0 1 N N N -75.867 -12.666 -0.956 -0.913 -4.002 -0.335 H8 LM8 31 LM8 H9 H9 H 0 1 N N N -75.190 -11.094 0.671 -3.082 -4.130 -1.336 H9 LM8 32 LM8 H10 H10 H 0 1 N N N -72.309 -11.927 -0.122 -2.889 -1.054 -0.952 H10 LM8 33 LM8 H11 H11 H 0 1 N N N -73.592 -12.040 2.671 -5.384 -2.813 -0.381 H11 LM8 34 LM8 H12 H12 H 0 1 N N N -71.475 -12.796 3.411 -5.841 -1.002 1.113 H12 LM8 35 LM8 H13 H13 H 0 1 N N N -71.419 -18.429 -3.902 3.487 1.422 2.588 H13 LM8 36 LM8 H14 H14 H 0 1 N N N -70.495 -16.619 -2.015 4.756 -0.817 1.935 H14 LM8 37 LM8 H15 H15 H 0 1 N N N -71.577 -15.539 -2.958 3.643 -0.914 0.549 H15 LM8 38 LM8 H16 H16 H 0 1 N N N -70.280 -15.634 -4.831 4.494 1.260 -0.286 H16 LM8 39 LM8 H17 H17 H 0 1 N N N -69.674 -17.284 -4.462 5.607 1.357 1.099 H17 LM8 40 LM8 H18 H18 H 0 1 N N N -70.455 -11.605 0.777 -3.652 0.454 1.297 H18 LM8 41 LM8 H19 H19 H 0 1 N N N -70.234 -13.369 1.034 -3.462 0.233 -0.459 H19 LM8 42 LM8 H20 H20 H 0 1 N N N -69.373 -11.385 3.134 -5.626 1.384 -0.838 H20 LM8 43 LM8 H21 H21 H 0 1 N N N -68.799 -13.060 2.836 -5.816 1.604 0.918 H21 LM8 44 LM8 H22 H22 H 0 1 N N N -68.160 -11.768 0.489 -3.722 2.931 0.978 H22 LM8 45 LM8 H23 H23 H 0 1 N N N -67.046 -12.110 1.857 -3.532 2.710 -0.778 H23 LM8 46 LM8 H24 H24 H 0 1 N N N -67.460 -9.652 0.812 -5.695 3.861 -1.157 H24 LM8 47 LM8 H25 H25 H 0 1 N N N -68.719 -9.665 2.094 -5.886 4.081 0.599 H25 LM8 48 LM8 H26 H26 H 0 1 N N N -66.604 -8.736 2.921 -3.601 5.187 -1.096 H26 LM8 49 LM8 H27 H27 H 0 1 N N N -67.016 -10.271 3.759 -4.972 6.128 -0.461 H27 LM8 50 LM8 H28 H28 H 0 1 N N N -65.758 -10.257 2.478 -3.792 5.408 0.660 H28 LM8 51 LM8 H29 H29 H 0 1 N N N -68.289 -14.926 -4.197 6.701 -0.744 0.368 H29 LM8 52 LM8 H30 H30 H 0 1 N N N -68.845 -15.256 -2.521 5.588 -0.841 -1.018 H30 LM8 53 LM8 H31 H31 H 0 1 N N N -66.105 -17.316 -2.379 8.554 0.834 -2.375 H31 LM8 54 LM8 H32 H32 H 0 1 N N N -71.764 -9.796 1.005 -4.480 -0.915 -2.849 H32 LM8 55 LM8 H33 H33 H 0 1 N N N -73.009 -9.536 -0.264 -3.009 -1.802 -3.314 H33 LM8 56 LM8 H34 H34 H 0 1 N N N -73.488 -9.596 1.467 -4.508 -2.692 -2.956 H34 LM8 57 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal LM8 O22 C20 DOUB N N 1 LM8 C13 C19 SING N N 2 LM8 C13 C12 SING N N 3 LM8 C19 C20 SING N N 4 LM8 C11 C12 SING N N 5 LM8 C11 C01 DOUB N Z 6 LM8 C20 O21 SING N N 7 LM8 C01 C02 SING N N 8 LM8 C03 C04 DOUB N Z 9 LM8 C03 C02 SING N N 10 LM8 C04 C05 SING N N 11 LM8 C05 C06 SING N N 12 LM8 C06 C07 DOUB N Z 13 LM8 C07 C08 SING N N 14 LM8 C08 C23 SING N N 15 LM8 C08 C09 SING N N 16 LM8 C14 C15 SING N N 17 LM8 C14 C10 SING N N 18 LM8 C16 C17 SING N N 19 LM8 C16 C15 SING N N 20 LM8 C17 C18 SING N N 21 LM8 C09 C10 DOUB N Z 22 LM8 C01 H1 SING N N 23 LM8 C02 H2 SING N N 24 LM8 C02 H3 SING N N 25 LM8 C03 H4 SING N N 26 LM8 C04 H5 SING N N 27 LM8 C05 H6 SING N N 28 LM8 C05 H7 SING N N 29 LM8 C06 H8 SING N N 30 LM8 C07 H9 SING N N 31 LM8 C08 H10 SING N N 32 LM8 C09 H11 SING N N 33 LM8 C10 H12 SING N N 34 LM8 C11 H13 SING N N 35 LM8 C12 H14 SING N N 36 LM8 C12 H15 SING N N 37 LM8 C13 H16 SING N N 38 LM8 C13 H17 SING N N 39 LM8 C14 H18 SING N N 40 LM8 C14 H19 SING N N 41 LM8 C15 H20 SING N N 42 LM8 C15 H21 SING N N 43 LM8 C16 H22 SING N N 44 LM8 C16 H23 SING N N 45 LM8 C17 H24 SING N N 46 LM8 C17 H25 SING N N 47 LM8 C18 H26 SING N N 48 LM8 C18 H27 SING N N 49 LM8 C18 H28 SING N N 50 LM8 C19 H29 SING N N 51 LM8 C19 H30 SING N N 52 LM8 O21 H31 SING N N 53 LM8 C23 H32 SING N N 54 LM8 C23 H33 SING N N 55 LM8 C23 H34 SING N N 56 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor LM8 SMILES ACDLabs 12.01 "O=C(O)CCC\C=C/C\C=C/C\C=C/C(\C=C/CCCCC)C" LM8 InChI InChI 1.03 "InChI=1S/C21H34O2/c1-3-4-5-11-14-17-20(2)18-15-12-9-7-6-8-10-13-16-19-21(22)23/h7-10,14-15,17-18,20H,3-6,11-13,16,19H2,1-2H3,(H,22,23)/b9-7-,10-8-,17-14-,18-15-/t20-/m0/s1" LM8 InChIKey InChI 1.03 PIZRMBAQQYSBSA-URRNNGNDSA-N LM8 SMILES_CANONICAL CACTVS 3.385 "CCCCC\C=C/[C@H](C)/C=C\C\C=C/C\C=C/CCCC(O)=O" LM8 SMILES CACTVS 3.385 "CCCCCC=C[CH](C)C=CCC=CCC=CCCCC(O)=O" LM8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCCCC/C=C\[C@H](C)/C=C\C/C=C\C/C=C\CCCC(=O)O" LM8 SMILES "OpenEye OEToolkits" 1.7.6 "CCCCCC=CC(C)C=CCC=CCC=CCCCC(=O)O" # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier LM8 "SYSTEMATIC NAME" ACDLabs 12.01 "(5Z,8Z,11Z,13S,14Z)-13-methylicosa-5,8,11,14-tetraenoic acid" LM8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(5Z,8Z,11Z,13S,14Z)-13-methylicosa-5,8,11,14-tetraenoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LM8 "Create component" 2014-11-26 RCSB LM8 "Initial release" 2015-02-11 RCSB LM8 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LM8 _pdbx_chem_comp_synonyms.name "(5Z,8Z,11Z,14Z)-13S-methyl-5,8,11,14-eicosatetraenoic acid" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##