data_GR3
# 
_chem_comp.id                                    GR3 
_chem_comp.name                                  "3-ACETOXY-17-(1-FORMYL-5-METHYL-3-OXO-HEX-4-ENYL)-16-HYDROXY-4,10,13,14-TETRAMETHYL-2,3,4,5,6,9,10,11,12,13,14,15,16,17-TETRADECAHYDRO-1H-CYCLOPENTA[A]PHENANTHRENE-4-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H46 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                    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                        542.703 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GR3 
_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        1AWH 
_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 
GR3 C1   C1   C 0 1 N N N 13.462 15.201 57.902 -1.113 -1.660 -2.639 C1   GR3 1  
GR3 C2   C2   C 0 1 N N N 13.451 16.620 58.475 -1.401 -1.822 -4.128 C2   GR3 2  
GR3 C3   C3   C 0 1 N N R 14.522 17.468 57.792 -1.173 -0.494 -4.842 C3   GR3 3  
GR3 C4   C4   C 0 1 N N S 14.229 17.590 56.309 0.275  -0.029 -4.674 C4   GR3 4  
GR3 C5   C5   C 0 1 N N R 14.106 16.179 55.649 0.685  0.006  -3.217 C5   GR3 5  
GR3 C6   C6   C 0 1 N N N 13.796 16.201 54.120 2.165  0.343  -3.044 C6   GR3 6  
GR3 C7   C7   C 0 1 N N N 13.448 14.824 53.569 2.551  0.309  -1.591 C7   GR3 7  
GR3 C8   C8   C 0 1 N N N 13.368 13.717 54.331 1.835  -0.246 -0.662 C8   GR3 8  
GR3 C9   C9   C 0 1 N N S 13.575 13.749 55.834 0.485  -0.858 -0.932 C9   GR3 9  
GR3 C10  C10  C 0 1 N N R 13.184 15.159 56.396 0.337  -1.238 -2.409 C10  GR3 10 
GR3 C11  C11  C 0 1 N N N 12.857 12.632 56.538 0.206  -2.009 0.015  C11  GR3 11 
GR3 C12  C12  C 0 1 N N N 13.065 11.258 55.927 0.259  -1.573 1.487  C12  GR3 12 
GR3 C13  C13  C 0 1 N N S 13.604 11.252 54.502 1.085  -0.336 1.684  C13  GR3 13 
GR3 C14  C14  C 0 1 N N R 12.986 12.415 53.735 2.324  -0.319 0.755  C14  GR3 14 
GR3 C15  C15  C 0 1 N N N 13.340 12.078 52.285 3.069  0.924  1.265  C15  GR3 15 
GR3 C16  C16  C 0 1 N N S 13.356 10.517 52.187 2.879  0.852  2.804  C16  GR3 16 
GR3 C17  C17  C 0 1 N N S 13.151 10.030 53.644 1.741  -0.166 3.065  C17  GR3 17 
GR3 C18  C18  C 0 1 N N N 15.141 11.273 54.525 0.219  0.910  1.469  C18  GR3 18 
GR3 C19  C19  C 0 1 N N N 11.682 15.475 56.170 1.275  -2.400 -2.713 C19  GR3 19 
GR3 C22  C22  C 0 1 N N N 13.398 8.122  55.309 -0.296 -0.663 4.421  C22  GR3 20 
GR3 C23  C23  C 0 1 N N N 14.562 7.837  56.197 -1.361 -0.062 5.302  C23  GR3 21 
GR3 C24  C24  C 0 1 N N N 14.320 7.154  57.493 -2.458 -0.895 5.795  C24  GR3 22 
GR3 C25  C25  C 0 1 N N N 15.211 7.018  58.500 -3.491 -0.334 6.425  C25  GR3 23 
GR3 C26  C26  C 0 1 N N N 14.833 6.202  59.704 -4.537 -1.200 7.079  C26  GR3 24 
GR3 C27  C27  C 0 1 N N N 16.576 7.674  58.580 -3.613 1.167  6.483  C27  GR3 25 
GR3 C28  C28  C 0 1 N N N 11.460 12.503 53.753 3.208  -1.562 0.951  C28  GR3 26 
GR3 C29  C29  C 0 1 N N N 15.381 18.382 55.666 0.348  1.386  -5.228 C29  GR3 27 
GR3 C30  C30  C 0 1 N N N 12.977 18.487 56.090 1.190  -0.901 -5.531 C30  GR3 28 
GR3 O31  O31  O 0 1 N N N 16.371 18.663 56.290 0.685  2.298  -4.511 O31  GR3 29 
GR3 O32  O32  O 0 1 N N N 12.409 9.984  51.233 4.086  0.415  3.432  O32  GR3 30 
GR3 O33  O33  O 0 1 N N N 14.387 6.899  52.533 1.374  2.041  5.623  O33  GR3 31 
GR3 O34  O34  O 0 1 N N N 15.222 18.870 54.560 0.037  1.621  -6.513 O34  GR3 32 
GR3 O35  O35  O 0 1 N N N 15.688 8.139  55.864 -1.309 1.111  5.603  O35  GR3 33 
GR3 O36  O36  O 0 1 N N N 15.813 16.831 58.027 -2.067 0.514  -4.300 O36  GR3 34 
GR3 C37  C37  C 0 1 N N N 16.774 17.313 58.889 -3.283 0.694  -4.840 C37  GR3 35 
GR3 C38  C38  C 0 1 N N N 16.487 18.712 59.438 -4.210 1.740  -4.277 C38  GR3 36 
GR3 O39  O39  O 0 1 N N N 17.780 16.719 59.294 -3.634 0.016  -5.777 O39  GR3 37 
GR3 C20  C20  C 0 1 N N R 13.823 8.695  53.955 0.724  0.414  4.048  C20  GR3 38 
GR3 C21  C21  C 0 1 N N N 13.498 7.539  53.059 1.436  0.881  5.291  C21  GR3 39 
GR3 H11  1H1  H 0 1 N N N 14.418 14.682 58.144 -1.299 -2.609 -2.132 H11  GR3 40 
GR3 H12  2H1  H 0 1 N N N 12.752 14.543 58.455 -1.779 -0.903 -2.220 H12  GR3 41 
GR3 H21A 1H2  H 0 0 N N N 12.441 17.089 58.409 -0.778 -2.603 -4.557 H21A GR3 42 
GR3 H22  2H2  H 0 1 N N N 13.560 16.623 59.584 -2.451 -2.116 -4.253 H22  GR3 43 
GR3 H3   H3   H 0 1 N N N 14.532 18.501 58.210 -1.384 -0.615 -5.909 H3   GR3 44 
GR3 H5   H5   H 0 1 N N N 15.144 15.790 55.766 0.119  0.847  -2.745 H5   GR3 45 
GR3 H61  1H6  H 0 1 N N N 12.994 16.939 53.885 2.357  1.354  -3.418 H61  GR3 46 
GR3 H62  2H6  H 0 1 N N N 14.636 16.659 53.548 2.800  -0.351 -3.587 H62  GR3 47 
GR3 H7   H7   H 0 1 N N N 13.231 14.606 52.509 3.482  0.776  -1.305 H7   GR3 48 
GR3 H9   H9   H 0 1 N N N 14.657 13.579 56.039 -0.275 -0.087 -0.769 H9   GR3 49 
GR3 H111 1H11 H 0 0 N N N 13.128 12.619 57.619 -0.792 -2.412 -0.189 H111 GR3 50 
GR3 H112 2H11 H 0 0 N N N 11.768 12.860 56.614 0.925  -2.816 -0.133 H112 GR3 51 
GR3 H121 1H12 H 0 0 N N N 13.719 10.641 56.586 -0.764 -1.382 1.832  H121 GR3 52 
GR3 H122 2H12 H 0 0 N N N 12.120 10.668 55.981 0.665  -2.391 2.090  H122 GR3 53 
GR3 H151 1H15 H 0 0 N N N 12.664 12.561 51.540 2.648  1.838  0.855  H151 GR3 54 
GR3 H152 2H15 H 0 0 N N N 14.287 12.552 51.939 4.130  0.854  1.011  H152 GR3 55 
GR3 H16  H16  H 0 1 N N N 14.318 10.136 51.772 2.596  1.832  3.191  H16  GR3 56 
GR3 H17  H17  H 0 1 N N N 12.094 9.757  53.872 2.128  -1.110 3.423  H17  GR3 57 
GR3 H181 1H18 H 0 0 N N N 15.535 11.268 53.482 -0.663 0.853  2.106  H181 GR3 58 
GR3 H182 2H18 H 0 0 N N N 15.539 12.127 55.119 0.794  1.800  1.722  H182 GR3 59 
GR3 H183 3H18 H 0 0 N N N 15.562 10.440 55.135 -0.090 0.962  0.425  H183 GR3 60 
GR3 H191 1H19 H 0 0 N N N 11.479 15.444 55.073 2.291  -2.133 -2.422 H191 GR3 61 
GR3 H192 2H19 H 0 0 N N N 11.009 14.801 56.750 0.957  -3.280 -2.154 H192 GR3 62 
GR3 H193 3H19 H 0 0 N N N 11.370 16.438 56.637 1.249  -2.619 -3.780 H193 GR3 63 
GR3 H221 1H22 H 0 0 N N N 12.760 7.216  55.179 0.205  -1.469 4.955  H221 GR3 64 
GR3 H222 2H22 H 0 0 N N N 12.661 8.789  55.814 -0.755 -1.058 3.514  H222 GR3 65 
GR3 H24  H24  H 0 1 N N N 13.351 6.686  57.739 -2.431 -1.965 5.649  H24  GR3 66 
GR3 H261 1H26 H 0 0 N N N 15.568 6.089  60.534 -5.296 -0.568 7.540  H261 GR3 67 
GR3 H262 2H26 H 0 0 N N N 13.878 6.599  60.121 -5.002 -1.838 6.327  H262 GR3 68 
GR3 H263 3H26 H 0 0 N N N 14.517 5.187  59.365 -4.068 -1.821 7.843  H263 GR3 69 
GR3 H271 1H27 H 0 0 N N N 17.311 7.561  59.410 -2.855 1.618  5.843  H271 GR3 70 
GR3 H272 2H27 H 0 0 N N N 17.114 7.394  57.644 -4.603 1.464  6.140  H272 GR3 71 
GR3 H273 3H27 H 0 0 N N N 16.405 8.769  58.456 -3.468 1.503  7.510  H273 GR3 72 
GR3 H281 1H28 H 0 0 N N N 11.172 11.523 53.304 4.125  -1.451 0.372  H281 GR3 73 
GR3 H282 2H28 H 0 0 N N N 11.008 12.719 54.749 3.456  -1.669 2.007  H282 GR3 74 
GR3 H283 3H28 H 0 0 N N N 11.030 13.400 53.249 2.670  -2.448 0.613  H283 GR3 75 
GR3 H301 1H30 H 0 0 N N N 12.761 18.576 54.999 0.996  -0.705 -6.586 H301 GR3 76 
GR3 H302 2H30 H 0 0 N N N 12.093 18.120 56.662 2.231  -0.669 -5.304 H302 GR3 77 
GR3 H303 3H30 H 0 0 N N N 13.084 19.483 56.579 0.998  -1.952 -5.315 H303 GR3 78 
GR3 HO3  HO3  H 0 1 N N N 12.418 9.035  51.173 4.759  1.082  3.240  HO3  GR3 79 
GR3 HO4  HO4  H 0 1 N N N 15.933 19.359 54.163 0.083  2.521  -6.864 HO4  GR3 80 
GR3 H381 1H38 H 0 0 N N N 17.264 19.102 60.135 -5.144 1.738  -4.841 H381 GR3 81 
GR3 H382 2H38 H 0 0 N N N 16.319 19.430 58.602 -4.417 1.517  -3.231 H382 GR3 82 
GR3 H383 3H38 H 0 0 N N N 15.482 18.741 59.920 -3.741 2.721  -4.354 H383 GR3 83 
GR3 H20  H20  H 0 1 N N N 14.889 9.004  53.860 0.210  1.256  3.585  H20  GR3 84 
GR3 H21  H21  H 0 1 N N N 12.520 7.123  52.761 2.003  0.180  5.885  H21  GR3 85 
# 
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 
GR3 C1  C2   SING N N 1  
GR3 C1  C10  SING N N 2  
GR3 C1  H11  SING N N 3  
GR3 C1  H12  SING N N 4  
GR3 C2  C3   SING N N 5  
GR3 C2  H21A SING N N 6  
GR3 C2  H22  SING N N 7  
GR3 C3  C4   SING N N 8  
GR3 C3  O36  SING N N 9  
GR3 C3  H3   SING N N 10 
GR3 C4  C5   SING N N 11 
GR3 C4  C29  SING N N 12 
GR3 C4  C30  SING N N 13 
GR3 C5  C6   SING N N 14 
GR3 C5  C10  SING N N 15 
GR3 C5  H5   SING N N 16 
GR3 C6  C7   SING N N 17 
GR3 C6  H61  SING N N 18 
GR3 C6  H62  SING N N 19 
GR3 C7  C8   DOUB N N 20 
GR3 C7  H7   SING N N 21 
GR3 C8  C9   SING N N 22 
GR3 C8  C14  SING N N 23 
GR3 C9  C10  SING N N 24 
GR3 C9  C11  SING N N 25 
GR3 C9  H9   SING N N 26 
GR3 C10 C19  SING N N 27 
GR3 C11 C12  SING N N 28 
GR3 C11 H111 SING N N 29 
GR3 C11 H112 SING N N 30 
GR3 C12 C13  SING N N 31 
GR3 C12 H121 SING N N 32 
GR3 C12 H122 SING N N 33 
GR3 C13 C14  SING N N 34 
GR3 C13 C17  SING N N 35 
GR3 C13 C18  SING N N 36 
GR3 C14 C15  SING N N 37 
GR3 C14 C28  SING N N 38 
GR3 C15 C16  SING N N 39 
GR3 C15 H151 SING N N 40 
GR3 C15 H152 SING N N 41 
GR3 C16 C17  SING N N 42 
GR3 C16 O32  SING N N 43 
GR3 C16 H16  SING N N 44 
GR3 C17 C20  SING N N 45 
GR3 C17 H17  SING N N 46 
GR3 C18 H181 SING N N 47 
GR3 C18 H182 SING N N 48 
GR3 C18 H183 SING N N 49 
GR3 C19 H191 SING N N 50 
GR3 C19 H192 SING N N 51 
GR3 C19 H193 SING N N 52 
GR3 C22 C23  SING N N 53 
GR3 C22 C20  SING N N 54 
GR3 C22 H221 SING N N 55 
GR3 C22 H222 SING N N 56 
GR3 C23 C24  SING N N 57 
GR3 C23 O35  DOUB N N 58 
GR3 C24 C25  DOUB N N 59 
GR3 C24 H24  SING N N 60 
GR3 C25 C26  SING N N 61 
GR3 C25 C27  SING N N 62 
GR3 C26 H261 SING N N 63 
GR3 C26 H262 SING N N 64 
GR3 C26 H263 SING N N 65 
GR3 C27 H271 SING N N 66 
GR3 C27 H272 SING N N 67 
GR3 C27 H273 SING N N 68 
GR3 C28 H281 SING N N 69 
GR3 C28 H282 SING N N 70 
GR3 C28 H283 SING N N 71 
GR3 C29 O31  DOUB N N 72 
GR3 C29 O34  SING N N 73 
GR3 C30 H301 SING N N 74 
GR3 C30 H302 SING N N 75 
GR3 C30 H303 SING N N 76 
GR3 O32 HO3  SING N N 77 
GR3 O33 C21  DOUB N N 78 
GR3 O34 HO4  SING N N 79 
GR3 O36 C37  SING N N 80 
GR3 C37 C38  SING N N 81 
GR3 C37 O39  DOUB N N 82 
GR3 C38 H381 SING N N 83 
GR3 C38 H382 SING N N 84 
GR3 C38 H383 SING N N 85 
GR3 C20 C21  SING N N 86 
GR3 C20 H20  SING N N 87 
GR3 C21 H21  SING N N 88 
# 
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 
GR3 SMILES           ACDLabs              10.04 O=C(\C=C(/C)C)CC(C=O)C4C3(CCC1C(=CCC2C1(C)CCC(OC(=O)C)C2(C(=O)O)C)C3(C)CC4O)C 
GR3 InChI            InChI                1.02b 
InChI=1/C32H46O7/c1-18(2)14-21(35)15-20(17-33)27-24(36)16-31(6)23-8-9-25-29(4,22(23)10-13-30(27,31)5)12-11-26(39-19(3)34)32(25,7)28(37)38/h8,14,17,20,22,24-27,36H,9-13,15-16H2,1-7H3,(H,37,38)/t20-,22-,24-,25+,26+,27+,29+,30-,31+,32-/m0/s1/f/h37H 
GR3 InChIKey         InChI                1.02b MKGUGMKLWZNKQT-SXDYIZOXDG 
GR3 SMILES_CANONICAL CACTVS               3.341 CC(C)=CC(=O)C[C@@H](C=O)[C@@H]1[C@@H](O)C[C@]2(C)C3=CC[C@@H]4[C@](C)(CC[C@@H](OC(C)=O)[C@@]4(C)C(O)=O)[C@H]3CC[C@@]12C 
GR3 SMILES           CACTVS               3.341 CC(C)=CC(=O)C[CH](C=O)[CH]1[CH](O)C[C]2(C)C3=CC[CH]4[C](C)(CC[CH](OC(C)=O)[C]4(C)C(O)=O)[CH]3CC[C]12C 
GR3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=CC(=O)C[C@@H](C=O)[C@@H]1[C@H](C[C@]2([C@]1(CC[C@H]3C2=CC[C@@H]4[C@@]3(CC[C@H]([C@@]4(C)C(=O)O)OC(=O)C)C)C)C)O)C 
GR3 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=CC(=O)CC(C=O)C1C(CC2(C1(CCC3C2=CCC4C3(CCC(C4(C)C(=O)O)OC(=O)C)C)C)C)O)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 
GR3 "SYSTEMATIC NAME" ACDLabs              10.04 "(3alpha,5beta,14beta,16alpha,17alpha)-3-(acetyloxy)-16-hydroxy-21,23-dioxolanosta-7,24-dien-28-oic acid" 
GR3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 
"(3R,4S,5R,9R,10R,13S,14S,16S,17S)-3-acetyloxy-16-hydroxy-4,10,13,14-tetramethyl-17-[(2R)-6-methyl-1,4-dioxo-hept-5-en-2-yl]-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-4-carboxylic acid" 
# 
