data_9OH # _chem_comp.id 9OH _chem_comp.name "(TRANS-12,13-EPOXY)-9-HYDROXY-10(E)-OCTADECENOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H32 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-05-07 _chem_comp.pdbx_modified_date 2011-06-04 _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 312.444 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9OH _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1IK3 _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 9OH C1 C1 C 0 1 N N N 20.131 -5.521 22.618 1.265 0.115 -8.981 C1 9OH 1 9OH C2 C2 C 0 1 N N N 19.357 -4.230 22.856 1.423 -0.486 -7.608 C2 9OH 2 9OH C3 C3 C 0 1 N N N 20.146 -2.951 22.504 0.388 0.125 -6.662 C3 9OH 3 9OH C4 C4 C 0 1 N N N 19.393 -2.067 21.493 0.548 -0.485 -5.268 C4 9OH 4 9OH C5 C5 C 0 1 N N N 19.354 -0.590 21.929 -0.486 0.126 -4.321 C5 9OH 5 9OH C6 C6 C 0 1 N N N 20.714 0.109 21.743 -0.326 -0.484 -2.928 C6 9OH 6 9OH C7 C7 C 0 1 N N N 20.692 1.564 22.246 -1.361 0.126 -1.981 C7 9OH 7 9OH C8 C8 C 0 1 N N N 20.737 2.586 21.086 -1.201 -0.483 -0.587 C8 9OH 8 9OH C9 C9 C 0 1 N N S 21.771 3.733 21.241 -2.236 0.127 0.358 C9 9OH 9 9OH C10 C10 C 0 1 N N N 22.103 4.307 19.868 -2.078 -0.473 1.731 C10 9OH 10 9OH C11 C11 C 0 1 N N N 21.219 4.898 19.054 -1.801 0.295 2.755 C11 9OH 11 9OH C12 C12 C 0 1 N N R 21.595 5.452 17.704 -1.643 -0.305 4.128 C12 9OH 12 9OH C13 C13 C 0 1 N N R 20.964 4.841 16.488 -0.280 -0.179 4.811 C13 9OH 13 9OH C14 C14 C 0 1 N N N 20.133 5.754 15.573 -0.256 -0.028 6.333 C14 9OH 14 9OH C15 C15 C 0 1 N N N 18.723 5.187 15.316 1.193 0.047 6.815 C15 9OH 15 9OH C16 C16 C 0 1 N N N 17.878 6.119 14.428 1.216 0.198 8.338 C16 9OH 16 9OH C17 C17 C 0 1 N N N 17.411 5.425 13.136 2.666 0.274 8.820 C17 9OH 17 9OH C18 C18 C 0 1 N N N 16.969 6.437 12.071 2.690 0.425 10.342 C18 9OH 18 9OH O19 O19 O 0 1 N N N 21.178 -5.810 23.185 0.412 0.947 -9.182 O19 9OH 19 9OH O20 O20 O 0 1 N N N 19.527 -6.329 21.706 2.072 -0.273 -9.981 O20 9OH 20 9OH O21 O21 O 0 1 N N N 20.991 4.674 22.029 -2.039 1.541 0.432 O21 9OH 21 9OH O22 O22 O 0 1 N N N 22.417 4.825 16.624 -0.752 -1.415 4.271 O22 9OH 22 9OH H21 1H2 H 0 1 N N N 18.383 -4.251 22.312 2.425 -0.278 -7.234 H21 9OH 23 9OH H22 2H2 H 0 1 N N N 18.985 -4.184 23.906 1.272 -1.564 -7.664 H22 9OH 24 9OH H31 1H3 H 0 1 N N N 20.415 -2.376 23.421 -0.614 -0.082 -7.036 H31 9OH 25 9OH H32 2H3 H 0 1 N N N 21.171 -3.195 22.141 0.538 1.203 -6.606 H32 9OH 26 9OH H41 1H4 H 0 1 N N N 19.818 -2.174 20.467 1.550 -0.277 -4.893 H41 9OH 27 9OH H42 2H4 H 0 1 N N N 18.366 -2.458 21.300 0.397 -1.563 -5.324 H42 9OH 28 9OH H51 1H5 H 0 1 N N N 18.541 -0.036 21.404 -1.489 -0.081 -4.696 H51 9OH 29 9OH H52 2H5 H 0 1 N N N 18.989 -0.488 22.977 -0.336 1.204 -4.265 H52 9OH 30 9OH H61 1H6 H 0 1 N N N 21.535 -0.471 22.223 0.675 -0.276 -2.553 H61 9OH 31 9OH H62 2H6 H 0 1 N N N 21.054 0.053 20.682 -0.477 -1.562 -2.984 H62 9OH 32 9OH H71 1H7 H 0 1 N N N 19.815 1.747 22.910 -2.364 -0.080 -2.356 H71 9OH 33 9OH H72 2H7 H 0 1 N N N 21.512 1.749 22.978 -1.211 1.205 -1.925 H72 9OH 34 9OH H81 1H8 H 0 1 N N N 20.898 2.056 20.118 -0.199 -0.275 -0.213 H81 9OH 35 9OH H82 2H8 H 0 1 N N N 19.720 3.010 20.913 -1.352 -1.561 -0.643 H82 9OH 36 9OH H91 1H9 H 0 1 N N N 22.748 3.450 21.696 -3.238 -0.080 -0.015 H91 9OH 37 9OH H101 1H10 H 0 0 N N N 23.105 4.293 19.407 -2.194 -1.538 1.871 H101 9OH 38 9OH H111 1H11 H 0 0 N N N 20.204 4.927 19.485 -1.686 1.360 2.615 H111 9OH 39 9OH H121 1H12 H 0 0 N N N 21.693 6.431 18.226 -2.532 -0.283 4.759 H121 9OH 40 9OH H131 1H13 H 0 0 N N N 20.244 4.027 16.234 0.511 0.341 4.271 H131 9OH 41 9OH H141 1H14 H 0 0 N N N 20.083 6.792 15.975 -0.747 -0.887 6.791 H141 9OH 42 9OH H142 2H14 H 0 0 N N N 20.666 5.960 14.615 -0.782 0.883 6.616 H142 9OH 43 9OH H151 1H15 H 0 0 N N N 18.772 4.157 14.889 1.683 0.906 6.357 H151 9OH 44 9OH H152 2H15 H 0 0 N N N 18.199 4.956 16.273 1.718 -0.864 6.532 H152 9OH 45 9OH H161 1H16 H 0 0 N N N 17.015 6.541 14.993 0.726 -0.660 8.796 H161 9OH 46 9OH H162 2H16 H 0 0 N N N 18.423 7.065 14.203 0.691 1.110 8.621 H162 9OH 47 9OH H171 1H17 H 0 0 N N N 18.193 4.735 12.740 3.157 1.133 8.362 H171 9OH 48 9OH H172 2H17 H 0 0 N N N 16.609 4.678 13.343 3.192 -0.637 8.537 H172 9OH 49 9OH H181 1H18 H 0 0 N N N 16.630 5.934 11.135 3.723 0.479 10.686 H181 9OH 50 9OH H182 2H18 H 0 0 N N N 16.186 7.126 12.466 2.165 1.337 10.625 H182 9OH 51 9OH H183 3H18 H 0 0 N N N 17.771 7.183 11.863 2.199 -0.433 10.800 H183 9OH 52 9OH H201 1H20 H 0 0 N N N 20.009 -7.133 21.557 1.970 0.112 -10.862 H201 9OH 53 9OH H211 1H21 H 0 0 N N N 21.623 5.376 22.123 -1.142 1.681 0.767 H211 9OH 54 # 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 9OH C1 C2 SING N N 1 9OH C1 O19 DOUB N N 2 9OH C1 O20 SING N N 3 9OH C2 C3 SING N N 4 9OH C2 H21 SING N N 5 9OH C2 H22 SING N N 6 9OH C3 C4 SING N N 7 9OH C3 H31 SING N N 8 9OH C3 H32 SING N N 9 9OH C4 C5 SING N N 10 9OH C4 H41 SING N N 11 9OH C4 H42 SING N N 12 9OH C5 C6 SING N N 13 9OH C5 H51 SING N N 14 9OH C5 H52 SING N N 15 9OH C6 C7 SING N N 16 9OH C6 H61 SING N N 17 9OH C6 H62 SING N N 18 9OH C7 C8 SING N N 19 9OH C7 H71 SING N N 20 9OH C7 H72 SING N N 21 9OH C8 C9 SING N N 22 9OH C8 H81 SING N N 23 9OH C8 H82 SING N N 24 9OH C9 C10 SING N N 25 9OH C9 O21 SING N N 26 9OH C9 H91 SING N N 27 9OH C10 C11 DOUB N E 28 9OH C10 H101 SING N N 29 9OH C11 C12 SING N N 30 9OH C11 H111 SING N N 31 9OH C12 C13 SING N N 32 9OH C12 O22 SING N N 33 9OH C12 H121 SING N N 34 9OH C13 C14 SING N N 35 9OH C13 O22 SING N N 36 9OH C13 H131 SING N N 37 9OH C14 C15 SING N N 38 9OH C14 H141 SING N N 39 9OH C14 H142 SING N N 40 9OH C15 C16 SING N N 41 9OH C15 H151 SING N N 42 9OH C15 H152 SING N N 43 9OH C16 C17 SING N N 44 9OH C16 H161 SING N N 45 9OH C16 H162 SING N N 46 9OH C17 C18 SING N N 47 9OH C17 H171 SING N N 48 9OH C17 H172 SING N N 49 9OH C18 H181 SING N N 50 9OH C18 H182 SING N N 51 9OH C18 H183 SING N N 52 9OH O20 H201 SING N N 53 9OH O21 H211 SING N N 54 # 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 9OH SMILES ACDLabs 10.04 "O=C(O)CCCCCCCC(O)/C=C/C1OC1CCCCC" 9OH SMILES_CANONICAL CACTVS 3.341 "CCCCC[C@H]1O[C@@H]1/C=C/[C@@H](O)CCCCCCCC(O)=O" 9OH SMILES CACTVS 3.341 "CCCCC[CH]1O[CH]1C=C[CH](O)CCCCCCCC(O)=O" 9OH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCC[C@@H]1[C@H](O1)\C=C\[C@H](CCCCCCCC(=O)O)O" 9OH SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCC1C(O1)C=CC(CCCCCCCC(=O)O)O" 9OH InChI InChI 1.03 "InChI=1S/C18H32O4/c1-2-3-7-11-16-17(22-16)14-13-15(19)10-8-5-4-6-9-12-18(20)21/h13-17,19H,2-12H2,1H3,(H,20,21)/b14-13+/t15-,16+,17+/m0/s1" 9OH InChIKey InChI 1.03 WCCLYKMJXGYGEN-WFZKJPOOSA-N # 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 9OH "SYSTEMATIC NAME" ACDLabs 10.04 "(9S,10E)-9-hydroxy-11-[(2R,3R)-3-pentyloxiran-2-yl]undec-10-enoic acid" 9OH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(E,9S)-9-hydroxy-11-[(2R,3R)-3-pentyloxiran-2-yl]undec-10-enoic 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 9OH "Create component" 2001-05-07 RCSB 9OH "Modify descriptor" 2011-06-04 RCSB #