data_SMA
# 
_chem_comp.id                                    SMA 
_chem_comp.name                                  "STIGMATELLIN A" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H42 O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2011-09-20 
_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                        514.650 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SMA 
_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        3H1I 
_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 
SMA C2  C2  C 0 1 N N N 6.038  129.962 81.538 -2.283 0.507  0.575  C2  SMA 1  
SMA C3  C3  C 0 1 N N N 4.801  130.052 82.121 -2.694 -0.183 1.653  C3  SMA 2  
SMA C3M C3M C 0 1 N N N 4.118  128.889 82.733 -1.688 -0.732 2.631  C3M SMA 3  
SMA C4  C4  C 0 1 N N N 4.067  131.345 82.155 -4.084 -0.391 1.865  C4  SMA 4  
SMA C4A C4A C 0 1 Y N N 4.765  132.487 81.529 -5.010 0.174  0.869  C4A SMA 5  
SMA C5  C5  C 0 1 Y N N 4.196  133.810 81.447 -6.396 0.021  0.992  C5  SMA 6  
SMA C5M C5M C 0 1 N N N 2.322  135.219 81.920 -8.342 -0.772 2.102  C5M SMA 7  
SMA C6  C6  C 0 1 Y N N 4.912  134.887 80.838 -7.229 0.568  0.034  C6  SMA 8  
SMA C7  C7  C 0 1 Y N N 6.205  134.673 80.299 -6.694 1.265  -1.044 C7  SMA 9  
SMA C7M C7M C 0 1 N N N 6.544  136.095 78.374 -8.926 1.602  -1.789 C7M SMA 10 
SMA C8  C8  C 0 1 Y N N 6.805  133.336 80.362 -5.320 1.420  -1.174 C8  SMA 11 
SMA C8A C8A C 0 1 Y N N 6.055  132.290 80.967 -4.468 0.877  -0.221 C8A SMA 12 
SMA C9  C9  C 0 1 N N N 6.922  128.746 81.367 -0.803 0.713  0.372  C9  SMA 13 
SMA C10 C10 C 0 1 N N N 7.643  128.230 82.593 -0.259 -0.373 -0.557 C10 SMA 14 
SMA C11 C11 C 0 1 N N S 8.808  127.329 82.184 1.243  -0.164 -0.762 C11 SMA 15 
SMA C12 C12 C 0 1 N N S 9.588  126.771 83.412 1.811  -1.319 -1.588 C12 SMA 16 
SMA C13 C13 C 0 1 N N S 10.440 127.861 84.142 3.325  -1.148 -1.731 C13 SMA 17 
SMA C14 C14 C 0 1 N N S 11.103 127.309 85.433 3.983  -1.263 -0.354 C14 SMA 18 
SMA C15 C15 C 0 1 N N N 10.976 128.298 86.507 5.450  -0.937 -0.470 C15 SMA 19 
SMA C16 C16 C 0 1 N N N 11.843 128.440 87.509 5.962  0.081  0.222  C16 SMA 20 
SMA C17 C17 C 0 1 N N N 12.582 129.657 87.760 7.388  0.398  0.110  C17 SMA 21 
SMA C18 C18 C 0 1 N N N 13.453 129.768 88.790 7.907  1.428  0.810  C18 SMA 22 
SMA C19 C19 C 0 1 N N N 13.926 131.021 89.361 9.332  1.745  0.698  C19 SMA 23 
SMA C20 C20 C 0 1 N N N 15.166 131.442 89.063 9.845  2.762  1.390  C20 SMA 24 
SMA C21 C21 C 0 1 N N N 15.795 132.678 89.553 11.312 3.089  1.274  C21 SMA 25 
SMA C22 C22 C 0 1 N N N 8.313  126.179 81.331 1.477  1.155  -1.501 C22 SMA 26 
SMA C23 C23 C 0 1 N N N 8.657  124.803 84.502 0.995  -3.564 -1.792 C23 SMA 27 
SMA C24 C24 C 0 1 N N N 11.494 128.441 83.190 3.876  -2.237 -2.653 C24 SMA 28 
SMA C25 C25 C 0 1 N N N 12.783 125.668 85.168 3.114  -2.682 1.372  C25 SMA 29 
SMA C26 C26 C 0 1 N N N 12.994 131.769 90.256 10.219 0.922  -0.200 C26 SMA 30 
SMA O1  O1  O 0 1 N N N 6.676  131.057 80.972 -3.129 1.012  -0.329 O1  SMA 31 
SMA O4  O4  O 0 1 N N N 2.947  131.440 82.674 -4.493 -1.012 2.832  O4  SMA 32 
SMA O5  O5  O 0 1 N N N 2.943  133.939 81.984 -6.919 -0.659 2.045  O5  SMA 33 
SMA O7  O7  O 0 1 N N N 6.957  135.686 79.696 -7.523 1.797  -1.979 O7  SMA 34 
SMA O8  O8  O 0 1 N N N 8.066  133.134 79.835 -4.810 2.105  -2.234 O8  SMA 35 
SMA O12 O12 O 0 1 N N N 8.642  126.222 84.362 1.531  -2.557 -0.931 O12 SMA 36 
SMA O14 O14 O 0 1 N N N 12.469 127.045 85.155 3.829  -2.596 0.137  O14 SMA 37 
SMA H1  H1  H 0 1 N N N 3.143  129.205 83.134 -1.494 0.009  3.406  H1  SMA 38 
SMA H2  H2  H 0 1 N N N 3.966  128.110 81.971 -2.082 -1.640 3.086  H2  SMA 39 
SMA H3  H3  H 0 1 N N N 4.737  128.488 83.549 -0.760 -0.961 2.107  H3  SMA 40 
SMA H4  H4  H 0 1 N N N 1.328  135.168 82.388 -8.626 -1.337 2.990  H4  SMA 41 
SMA H5  H5  H 0 1 N N N 2.942  135.954 82.455 -8.784 0.223  2.148  H5  SMA 42 
SMA H6  H6  H 0 1 N N N 2.217  135.523 80.868 -8.701 -1.289 1.212  H6  SMA 43 
SMA H7  H7  H 0 1 N N N 4.465  135.869 80.788 -8.300 0.454  0.123  H7  SMA 44 
SMA H8  H8  H 0 1 N N N 7.210  136.892 78.011 -9.146 0.535  -1.776 H8  SMA 45 
SMA H9  H9  H 0 1 N N N 6.597  135.234 77.691 -9.229 2.047  -0.841 H9  SMA 46 
SMA H10 H10 H 0 1 N N N 5.511  136.470 78.413 -9.472 2.076  -2.604 H10 SMA 47 
SMA H11 H11 H 0 1 N N N 6.277  127.930 81.008 -0.631 1.693  -0.074 H11 SMA 48 
SMA H12 H12 H 0 1 N N N 7.694  129.013 80.631 -0.294 0.658  1.334  H12 SMA 49 
SMA H13 H13 H 0 1 N N N 8.031  129.083 83.170 -0.431 -1.353 -0.110 H13 SMA 50 
SMA H14 H14 H 0 1 N N N 6.939  127.653 83.210 -0.768 -0.318 -1.519 H14 SMA 51 
SMA H15 H15 H 0 1 N N N 9.503  127.952 81.602 1.741  -0.131 0.207  H15 SMA 52 
SMA H16 H16 H 0 1 N N N 10.279 126.004 83.033 1.351  -1.320 -2.576 H16 SMA 53 
SMA H17 H17 H 0 1 N N N 9.758  128.668 84.448 3.541  -0.168 -2.156 H17 SMA 54 
SMA H18 H18 H 0 1 N N N 10.609 126.381 85.757 3.508  -0.565 0.335  H18 SMA 55 
SMA H19 H19 H 0 1 N N N 10.121 128.957 86.485 6.085  -1.527 -1.113 H19 SMA 56 
SMA H21 H21 H 0 1 N N N 12.002 127.600 88.169 5.327  0.671  0.865  H21 SMA 57 
SMA H22 H22 H 0 1 N N N 12.435 130.503 87.106 8.023  -0.192 -0.534 H22 SMA 58 
SMA H23 H23 H 0 1 N N N 13.828 128.853 89.224 7.271  2.018  1.453  H23 SMA 59 
SMA H25 H25 H 0 1 N N N 15.753 130.818 88.406 9.210  3.353  2.033  H25 SMA 60 
SMA H26 H26 H 0 1 N N N 16.812 132.760 89.143 11.544 3.945  1.908  H26 SMA 61 
SMA H27 H27 H 0 1 N N N 15.199 133.545 89.231 11.902 2.230  1.593  H27 SMA 62 
SMA H28 H28 H 0 1 N N N 15.843 132.654 90.652 11.550 3.329  0.238  H28 SMA 63 
SMA H29 H29 H 0 1 N N N 9.163  125.541 81.046 0.957  1.133  -2.458 H29 SMA 64 
SMA H30 H30 H 0 1 N N N 7.585  125.585 81.903 1.096  1.981  -0.900 H30 SMA 65 
SMA H31 H31 H 0 1 N N N 7.832  126.576 80.425 2.545  1.292  -1.671 H31 SMA 66 
SMA H32 H32 H 0 1 N N N 7.904  124.499 85.244 0.740  -4.446 -1.205 H32 SMA 67 
SMA H33 H33 H 0 1 N N N 8.426  124.337 83.533 0.100  -3.183 -2.283 H33 SMA 68 
SMA H34 H34 H 0 1 N N N 9.653  124.478 84.837 1.737  -3.831 -2.545 H34 SMA 69 
SMA H35 H35 H 0 1 N N N 12.084 129.205 83.717 3.682  -3.216 -2.215 H35 SMA 70 
SMA H36 H36 H 0 1 N N N 12.160 127.636 82.846 3.390  -2.170 -3.626 H36 SMA 71 
SMA H37 H37 H 0 1 N N N 10.993 128.898 82.324 4.951  -2.101 -2.774 H37 SMA 72 
SMA H38 H38 H 0 1 N N N 13.852 125.533 84.946 3.621  -2.081 2.127  H38 SMA 73 
SMA H39 H39 H 0 1 N N N 12.559 125.250 86.161 2.100  -2.309 1.231  H39 SMA 74 
SMA H40 H40 H 0 1 N N N 12.182 125.148 84.407 3.077  -3.721 1.699  H40 SMA 75 
SMA H41 H41 H 0 1 N N N 13.483 132.688 90.610 10.230 1.357  -1.199 H41 SMA 76 
SMA H42 H42 H 0 1 N N N 12.082 132.030 89.699 11.232 0.909  0.202  H42 SMA 77 
SMA H43 H43 H 0 1 N N N 12.730 131.139 91.118 9.837  -0.098 -0.253 H43 SMA 78 
SMA H44 H44 H 0 1 N N N 8.316  132.225 79.950 -4.703 3.053  -2.076 H44 SMA 79 
# 
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 
SMA C7M O7  SING N N 1  
SMA O7  C7  SING N N 2  
SMA O8  C8  SING N N 3  
SMA C7  C8  DOUB Y N 4  
SMA C7  C6  SING Y N 5  
SMA C8  C8A SING Y N 6  
SMA C6  C5  DOUB Y N 7  
SMA C8A O1  SING N N 8  
SMA C8A C4A DOUB Y N 9  
SMA O1  C2  SING N N 10 
SMA C22 C11 SING N N 11 
SMA C9  C2  SING N N 12 
SMA C9  C10 SING N N 13 
SMA C5  C4A SING Y N 14 
SMA C5  O5  SING N N 15 
SMA C4A C4  SING N N 16 
SMA C2  C3  DOUB N N 17 
SMA C5M O5  SING N N 18 
SMA C3  C4  SING N N 19 
SMA C3  C3M SING N N 20 
SMA C4  O4  DOUB N N 21 
SMA C11 C10 SING N N 22 
SMA C11 C12 SING N N 23 
SMA C24 C13 SING N N 24 
SMA C12 C13 SING N N 25 
SMA C12 O12 SING N N 26 
SMA C13 C14 SING N N 27 
SMA O12 C23 SING N N 28 
SMA O14 C25 SING N N 29 
SMA O14 C14 SING N N 30 
SMA C14 C15 SING N N 31 
SMA C15 C16 DOUB N E 32 
SMA C16 C17 SING N N 33 
SMA C17 C18 DOUB N E 34 
SMA C18 C19 SING N N 35 
SMA C20 C19 DOUB N E 36 
SMA C20 C21 SING N N 37 
SMA C19 C26 SING N N 38 
SMA C3M H1  SING N N 39 
SMA C3M H2  SING N N 40 
SMA C3M H3  SING N N 41 
SMA C5M H4  SING N N 42 
SMA C5M H5  SING N N 43 
SMA C5M H6  SING N N 44 
SMA C6  H7  SING N N 45 
SMA C7M H8  SING N N 46 
SMA C7M H9  SING N N 47 
SMA C7M H10 SING N N 48 
SMA C9  H11 SING N N 49 
SMA C9  H12 SING N N 50 
SMA C10 H13 SING N N 51 
SMA C10 H14 SING N N 52 
SMA C11 H15 SING N N 53 
SMA C12 H16 SING N N 54 
SMA C13 H17 SING N N 55 
SMA C14 H18 SING N N 56 
SMA C15 H19 SING N N 57 
SMA C16 H21 SING N N 58 
SMA C17 H22 SING N N 59 
SMA C18 H23 SING N N 60 
SMA C20 H25 SING N N 61 
SMA C21 H26 SING N N 62 
SMA C21 H27 SING N N 63 
SMA C21 H28 SING N N 64 
SMA C22 H29 SING N N 65 
SMA C22 H30 SING N N 66 
SMA C22 H31 SING N N 67 
SMA C23 H32 SING N N 68 
SMA C23 H33 SING N N 69 
SMA C23 H34 SING N N 70 
SMA C24 H35 SING N N 71 
SMA C24 H36 SING N N 72 
SMA C24 H37 SING N N 73 
SMA C25 H38 SING N N 74 
SMA C25 H39 SING N N 75 
SMA C25 H40 SING N N 76 
SMA C26 H41 SING N N 77 
SMA C26 H42 SING N N 78 
SMA C26 H43 SING N N 79 
SMA O8  H44 SING N N 80 
# 
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 
SMA InChI            InChI                1.03  
"InChI=1S/C30H42O7/c1-10-18(2)13-11-12-14-22(33-6)21(5)29(36-9)19(3)15-16-23-20(4)27(31)26-24(34-7)17-25(35-8)28(32)30(26)37-23/h10-14,17,19,21-22,29,32H,15-16H2,1-9H3/b13-11+,14-12?,18-10+/t19-,21+,22-,29-/m0/s1" 
SMA InChIKey         InChI                1.03  UZHDGDDPOPDJGM-WPPYOTIYSA-N 
SMA SMILES_CANONICAL CACTVS               3.370 "CO[C@@H](\C=C\C=C\C(C)=C\C)[C@@H](C)[C@@H](OC)[C@@H](C)CCC1=C(C)C(=O)c2c(OC)cc(OC)c(O)c2O1" 
SMA SMILES           CACTVS               3.370 "CO[CH](C=CC=CC(C)=CC)[CH](C)[CH](OC)[CH](C)CCC1=C(C)C(=O)c2c(OC)cc(OC)c(O)c2O1" 
SMA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "C/C=C(\C)/C=C/C=C[C@@H]([C@@H](C)[C@H]([C@@H](C)CCC1=C(C(=O)c2c(cc(c(c2O1)O)OC)OC)C)OC)OC" 
SMA SMILES           "OpenEye OEToolkits" 1.7.2 "CC=C(C)C=CC=CC(C(C)C(C(C)CCC1=C(C(=O)c2c(cc(c(c2O1)O)OC)OC)C)OC)OC" 
# 
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 
SMA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "2-[(3S,4S,5S,6S,9E,11E)-4,6-dimethoxy-3,5,11-trimethyl-trideca-7,9,11-trienyl]-5,7-dimethoxy-3-methyl-8-oxidanyl-chromen-4-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 
SMA "Create component"   1999-07-08 RCSB 
SMA "Modify descriptor"  2011-06-04 RCSB 
SMA "Other modification" 2011-09-20 RCSB 
# 
