data_AXT # _chem_comp.id AXT _chem_comp.name ASTAXANTHIN _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C40 H52 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3,3'-DIHYDROXY-BETA,BETA-CAROTENE-4,4'-DIONE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-08-10 _chem_comp.pdbx_modified_date 2020-06-17 _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 596.838 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AXT _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "not provided" _chem_comp.pdbx_ideal_coordinates_missing_flag Y _chem_comp.pdbx_model_coordinates_db_code 1GKA _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 AXT C1 C1 C 0 1 N N N 45.684 74.744 25.227 ? ? ? C1 AXT 1 AXT C2 C2 C 0 1 N N N 46.158 74.389 26.637 ? ? ? C2 AXT 2 AXT C3 C3 C 0 1 N N S 47.309 73.415 26.609 ? ? ? C3 AXT 3 AXT C4 C4 C 0 1 N N N 48.453 74.088 25.828 ? ? ? C4 AXT 4 AXT C5 C5 C 0 1 N N N 48.142 74.975 24.705 ? ? ? C5 AXT 5 AXT C6 C6 C 0 1 N N N 46.847 75.290 24.356 ? ? ? C6 AXT 6 AXT C7 C7 C 0 1 N N N 46.670 76.134 23.191 ? ? ? C7 AXT 7 AXT C8 C8 C 0 1 N N N 45.452 76.439 22.611 ? ? ? C8 AXT 8 AXT C9 C9 C 0 1 N N N 45.339 77.267 21.524 ? ? ? C9 AXT 9 AXT C10 C10 C 0 1 N N N 44.038 77.552 21.111 ? ? ? C10 AXT 10 AXT C11 C11 C 0 1 N N N 43.660 78.421 20.051 ? ? ? C11 AXT 11 AXT C12 C12 C 0 1 N N N 42.291 78.579 19.898 ? ? ? C12 AXT 12 AXT C13 C13 C 0 1 N N N 41.645 79.410 18.959 ? ? ? C13 AXT 13 AXT C14 C14 C 0 1 N N N 40.235 79.446 19.035 ? ? ? C14 AXT 14 AXT C15 C15 C 0 1 N N N 39.400 80.275 18.217 ? ? ? C15 AXT 15 AXT C16 C16 C 0 1 N N N 44.600 75.764 25.453 ? ? ? C16 AXT 16 AXT C17 C17 C 0 1 N N N 45.057 73.508 24.618 ? ? ? C17 AXT 17 AXT C18 C18 C 0 1 N N N 49.242 75.584 23.871 ? ? ? C18 AXT 18 AXT C19 C19 C 0 1 N N N 46.556 77.874 20.875 ? ? ? C19 AXT 19 AXT C20 C20 C 0 1 N N N 42.404 80.265 17.944 ? ? ? C20 AXT 20 AXT O3 O3 O 0 1 N N N 47.726 73.073 27.955 ? ? ? O3 AXT 21 AXT O4 O4 O 0 1 N N N 49.622 73.840 26.140 ? ? ? O4 AXT 22 AXT C21 C21 C 0 1 N N N 32.088 87.486 12.660 ? ? ? C21 AXT 23 AXT C22 C22 C 0 1 N N N 31.483 88.839 12.391 ? ? ? C22 AXT 24 AXT C23 C23 C 0 1 N N S 30.226 88.754 11.558 ? ? ? C23 AXT 25 AXT C24 C24 C 0 1 N N N 29.257 87.969 12.246 ? ? ? C24 AXT 26 AXT C25 C25 C 0 1 N N N 29.678 86.930 13.111 ? ? ? C25 AXT 27 AXT C26 C26 C 0 1 N N N 31.049 86.651 13.328 ? ? ? C26 AXT 28 AXT C27 C27 C 0 1 N N N 31.348 85.568 14.170 ? ? ? C27 AXT 29 AXT C28 C28 C 0 1 N N N 32.590 85.060 14.495 ? ? ? C28 AXT 30 AXT C29 C29 C 0 1 N N N 32.668 83.996 15.373 ? ? ? C29 AXT 31 AXT C30 C30 C 0 1 N N N 33.883 83.528 15.700 ? ? ? C30 AXT 32 AXT C31 C31 C 0 1 N N N 34.057 82.488 16.579 ? ? ? C31 AXT 33 AXT C32 C32 C 0 1 N N N 35.334 82.183 16.740 ? ? ? C32 AXT 34 AXT C33 C33 C 0 1 N N N 35.824 81.230 17.582 ? ? ? C33 AXT 35 AXT C34 C34 C 0 1 N N N 37.238 81.109 17.590 ? ? ? C34 AXT 36 AXT C35 C35 C 0 1 N N N 38.008 80.244 18.377 ? ? ? C35 AXT 37 AXT C36 C36 C 0 1 N N N 33.278 87.793 13.508 ? ? ? C36 AXT 38 AXT C37 C37 C 0 1 N N N 32.544 86.785 11.408 ? ? ? C37 AXT 39 AXT C38 C38 C 0 1 N N N 28.605 86.088 13.808 ? ? ? C38 AXT 40 AXT C39 C39 C 0 1 N N N 31.414 83.386 15.953 ? ? ? C39 AXT 41 AXT C40 C40 C 0 1 N N N 34.901 80.412 18.440 ? ? ? C40 AXT 42 AXT O24 O24 O 0 1 N N N 28.086 88.223 12.032 ? ? ? O24 AXT 43 AXT O23 O23 O 0 1 N N N 29.663 90.032 11.375 ? ? ? O23 AXT 44 AXT HC21 1HC2 H 0 0 N N N 45.319 74.009 27.265 ? ? ? HC21 AXT 45 AXT HC22 2HC2 H 0 0 N N N 46.413 75.303 27.223 ? ? ? HC22 AXT 46 AXT H3 H3 H 0 1 N N N 46.994 72.488 26.075 ? ? ? H3 AXT 47 AXT H7 H7 H 0 1 N N N 47.575 76.566 22.732 ? ? ? H7 AXT 48 AXT H8 H8 H 0 1 N N N 44.536 75.999 23.040 ? ? ? H8 AXT 49 AXT H10 H10 H 0 1 N N N 43.222 77.054 21.661 ? ? ? H10 AXT 50 AXT H11 H11 H 0 1 N N N 44.395 78.928 19.404 ? ? ? H11 AXT 51 AXT H12 H12 H 0 1 N N N 41.644 77.998 20.577 ? ? ? H12 AXT 52 AXT H14 H14 H 0 1 N N N 39.743 78.791 19.774 ? ? ? H14 AXT 53 AXT H15 H15 H 0 1 N N N 39.853 80.938 17.461 ? ? ? H15 AXT 54 AXT H161 1H16 H 0 0 N N N 44.254 76.023 24.425 ? ? ? H161 AXT 55 AXT H162 2H16 H 0 0 N N N 44.916 76.641 26.065 ? ? ? H162 AXT 56 AXT H163 3H16 H 0 0 N N N 43.788 75.426 26.138 ? ? ? H163 AXT 57 AXT H171 1H17 H 0 0 N N N 44.711 73.767 23.590 ? ? ? H171 AXT 58 AXT H172 2H17 H 0 0 N N N 44.245 73.080 25.251 ? ? ? H172 AXT 59 AXT H173 3H17 H 0 0 N N N 45.739 72.626 24.634 ? ? ? H173 AXT 60 AXT H181 1H18 H 0 0 N N N 50.290 75.329 24.153 ? ? ? H181 AXT 61 AXT H182 2H18 H 0 0 N N N 49.122 76.692 23.848 ? ? ? H182 AXT 62 AXT H183 3H18 H 0 0 N N N 49.075 75.336 22.797 ? ? ? H183 AXT 63 AXT H191 1H19 H 0 0 N N N 46.464 78.547 19.991 ? ? ? H191 AXT 64 AXT H192 2H19 H 0 0 N N N 47.253 77.046 20.607 ? ? ? H192 AXT 65 AXT H193 3H19 H 0 0 N N N 47.133 78.414 21.662 ? ? ? H193 AXT 66 AXT H201 1H20 H 0 0 N N N 41.893 80.922 17.202 ? ? ? H201 AXT 67 AXT H202 2H20 H 0 0 N N N 43.083 79.586 17.377 ? ? ? H202 AXT 68 AXT H203 3H20 H 0 0 N N N 43.122 80.900 18.513 ? ? ? H203 AXT 69 AXT HA HA H 0 1 N N N 48.451 72.459 27.937 ? ? ? HA AXT 70 AXT H221 1H22 H 0 0 N N N 32.227 89.526 11.925 ? ? ? H221 AXT 71 AXT H222 2H22 H 0 0 N N N 31.298 89.392 13.341 ? ? ? H222 AXT 72 AXT H23 H23 H 0 1 N N N 30.455 88.294 10.569 ? ? ? H23 AXT 73 AXT H27 H27 H 0 1 N N N 30.483 85.060 14.629 ? ? ? H27 AXT 74 AXT H28 H28 H 0 1 N N N 33.505 85.496 14.061 ? ? ? H28 AXT 75 AXT H30 H30 H 0 1 N N N 34.773 83.996 15.246 ? ? ? H30 AXT 76 AXT H31 H31 H 0 1 N N N 33.230 81.968 17.091 ? ? ? H31 AXT 77 AXT H32 H32 H 0 1 N N N 36.066 82.749 16.140 ? ? ? H32 AXT 78 AXT H34 H34 H 0 1 N N N 37.791 81.769 16.901 ? ? ? H34 AXT 79 AXT H35 H35 H 0 1 N N N 37.534 79.560 19.100 ? ? ? H35 AXT 80 AXT H361 1H36 H 0 0 N N N 33.726 86.791 13.707 ? ? ? H361 AXT 81 AXT H362 2H36 H 0 0 N N N 33.050 88.386 14.424 ? ? ? H362 AXT 82 AXT H363 3H36 H 0 0 N N N 33.983 88.532 13.062 ? ? ? H363 AXT 83 AXT H371 1H37 H 0 0 N N N 32.992 85.784 11.607 ? ? ? H371 AXT 84 AXT H372 2H37 H 0 0 N N N 33.247 87.426 10.826 ? ? ? H372 AXT 85 AXT H373 3H37 H 0 0 N N N 31.712 86.709 10.669 ? ? ? H373 AXT 86 AXT H381 1H38 H 0 0 N N N 27.525 86.308 13.637 ? ? ? H381 AXT 87 AXT H382 2H38 H 0 0 N N N 28.799 86.108 14.906 ? ? ? H382 AXT 88 AXT H383 3H38 H 0 0 N N N 28.788 85.015 13.568 ? ? ? H383 AXT 89 AXT H391 1H39 H 0 0 N N N 31.477 82.527 16.662 ? ? ? H391 AXT 90 AXT H392 2H39 H 0 0 N N N 30.745 83.094 15.110 ? ? ? H392 AXT 91 AXT H393 3H39 H 0 0 N N N 30.824 84.197 16.439 ? ? ? H393 AXT 92 AXT H401 1H40 H 0 0 N N N 35.302 79.632 19.129 ? ? ? H401 AXT 93 AXT H402 2H40 H 0 0 N N N 34.144 79.933 17.777 ? ? ? H402 AXT 94 AXT H403 3H40 H 0 0 N N N 34.271 81.112 19.037 ? ? ? H403 AXT 95 AXT HB HB H 0 1 N N N 28.872 89.979 10.851 ? ? ? HB AXT 96 # # 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 AXT C1 C2 SING N N 1 AXT C1 C6 SING N N 2 AXT C1 C16 SING N N 3 AXT C1 C17 SING N N 4 AXT C2 C3 SING N N 5 AXT C2 HC21 SING N N 6 AXT C2 HC22 SING N N 7 AXT C3 C4 SING N N 8 AXT C3 O3 SING N N 9 AXT C3 H3 SING N N 10 AXT C4 C5 SING N N 11 AXT C4 O4 DOUB N N 12 AXT C5 C6 DOUB N N 13 AXT C5 C18 SING N N 14 AXT C6 C7 SING N N 15 AXT C7 C8 DOUB N E 16 AXT C7 H7 SING N N 17 AXT C8 C9 SING N N 18 AXT C8 H8 SING N N 19 AXT C9 C10 DOUB N E 20 AXT C9 C19 SING N N 21 AXT C10 C11 SING N N 22 AXT C10 H10 SING N N 23 AXT C11 C12 DOUB N E 24 AXT C11 H11 SING N N 25 AXT C12 C13 SING N N 26 AXT C12 H12 SING N N 27 AXT C13 C14 DOUB N E 28 AXT C13 C20 SING N N 29 AXT C14 C15 SING N N 30 AXT C14 H14 SING N N 31 AXT C15 C35 DOUB N E 32 AXT C15 H15 SING N N 33 AXT C16 H161 SING N N 34 AXT C16 H162 SING N N 35 AXT C16 H163 SING N N 36 AXT C17 H171 SING N N 37 AXT C17 H172 SING N N 38 AXT C17 H173 SING N N 39 AXT C18 H181 SING N N 40 AXT C18 H182 SING N N 41 AXT C18 H183 SING N N 42 AXT C19 H191 SING N N 43 AXT C19 H192 SING N N 44 AXT C19 H193 SING N N 45 AXT C20 H201 SING N N 46 AXT C20 H202 SING N N 47 AXT C20 H203 SING N N 48 AXT O3 HA SING N N 49 AXT C21 C22 SING N N 50 AXT C21 C26 SING N N 51 AXT C21 C36 SING N N 52 AXT C21 C37 SING N N 53 AXT C22 C23 SING N N 54 AXT C22 H221 SING N N 55 AXT C22 H222 SING N N 56 AXT C23 C24 SING N N 57 AXT C23 O23 SING N N 58 AXT C23 H23 SING N N 59 AXT C24 C25 SING N N 60 AXT C24 O24 DOUB N N 61 AXT C25 C26 DOUB N N 62 AXT C25 C38 SING N N 63 AXT C26 C27 SING N N 64 AXT C27 C28 DOUB N E 65 AXT C27 H27 SING N N 66 AXT C28 C29 SING N N 67 AXT C28 H28 SING N N 68 AXT C29 C30 DOUB N E 69 AXT C29 C39 SING N N 70 AXT C30 C31 SING N N 71 AXT C30 H30 SING N N 72 AXT C31 C32 DOUB N E 73 AXT C31 H31 SING N N 74 AXT C32 C33 SING N N 75 AXT C32 H32 SING N N 76 AXT C33 C34 DOUB N E 77 AXT C33 C40 SING N N 78 AXT C34 C35 SING N N 79 AXT C34 H34 SING N N 80 AXT C35 H35 SING N N 81 AXT C36 H361 SING N N 82 AXT C36 H362 SING N N 83 AXT C36 H363 SING N N 84 AXT C37 H371 SING N N 85 AXT C37 H372 SING N N 86 AXT C37 H373 SING N N 87 AXT C38 H381 SING N N 88 AXT C38 H382 SING N N 89 AXT C38 H383 SING N N 90 AXT C39 H391 SING N N 91 AXT C39 H392 SING N N 92 AXT C39 H393 SING N N 93 AXT C40 H401 SING N N 94 AXT C40 H402 SING N N 95 AXT C40 H403 SING N N 96 AXT O23 HB SING N N 97 # # 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 AXT SMILES ACDLabs 10.04 "O=C2C(=C(\C=C\C(=C\C=C\C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C(=O)C(O)CC1(C)C)C)C)C)C)C)C(C)(C)CC2O)C" AXT SMILES_CANONICAL CACTVS 3.341 "CC(=C\C=C\C=C(C)\C=C\C=C(C)\C=C\C1=C(C)C(=O)[C@@H](O)CC1(C)C)/C=C/C=C(C)/C=C/C2=C(C)C(=O)[C@@H](O)CC2(C)C" AXT SMILES CACTVS 3.341 "CC(=CC=CC=C(C)C=CC=C(C)C=CC1=C(C)C(=O)[CH](O)CC1(C)C)C=CC=C(C)C=CC2=C(C)C(=O)[CH](O)CC2(C)C" AXT SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=C(C(C[C@@H](C1=O)O)(C)C)\C=C\C(=C\C=C\C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C2=C(C(=O)[C@H](CC2(C)C)O)C)\C)\C" AXT SMILES "OpenEye OEToolkits" 1.5.0 "CC1=C(C(CC(C1=O)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(C(=O)C(CC2(C)C)O)C)C)C" AXT InChI InChI 1.03 "InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-36,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36-/m0/s1" AXT InChIKey InChI 1.03 MQZIGYBFDRPAKN-UWFIBFSHSA-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 AXT "SYSTEMATIC NAME" ACDLabs 10.04 "(3S,3'S)-3,3'-dihydroxy-beta,beta-carotene-4,4'-dione" AXT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(6S)-6-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexenyl]-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,4,4-trimethyl-cyclohex-2-en-1-one" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AXT "Create component" 2001-08-10 EBI AXT "Modify descriptor" 2011-06-04 RCSB AXT "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AXT _pdbx_chem_comp_synonyms.name "3,3'-DIHYDROXY-BETA,BETA-CAROTENE-4,4'-DIONE" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##