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                    2008-10-14 
_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 InChI            InChI                1.02b 
;InChI=1/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                1.02b MQZIGYBFDRPAKN-UWFIBFSHBJ 
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 
# 
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 
# 
