data_P1A
# 
_chem_comp.id                                    P1A 
_chem_comp.name                                  2,3,14,20,22-PENTAHYDROXYCHOLEST-7-EN-6-ONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H44 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "PONASTERONE A, 25-DEOXYECDYSTERONE, 25-DEOXY-20-HYDROXYECDYSONE," 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-09-25 
_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                        464.635 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     P1A 
_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        1R1K 
_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 
P1A C5   C5   C 0 1 N N R 4.823  28.608 253.742 0.713  0.367  -4.382 C5   P1A 1  
P1A C10  C10  C 0 1 N N R 4.244  28.552 255.216 0.165  -0.790 -3.551 C10  P1A 2  
P1A C1   C1   C 0 1 N N N 3.841  30.070 255.703 -0.980 -1.462 -4.314 C1   P1A 3  
P1A C2   C2   C 0 1 N N S 5.052  31.019 255.472 -2.090 -0.443 -4.582 C2   P1A 4  
P1A C3   C3   C 0 1 N N R 5.594  30.995 253.970 -1.534 0.713  -5.413 C3   P1A 5  
P1A C4   C4   C 0 1 N N N 5.950  29.601 253.480 -0.393 1.389  -4.649 C4   P1A 6  
P1A C9   C9   C 0 1 N N S 5.352  27.919 256.245 -0.334 -0.327 -2.194 C9   P1A 7  
P1A C19  C19  C 0 1 N N N 2.846  27.738 255.089 1.272  -1.820 -3.319 C19  P1A 8  
P1A C11  C11  C 0 1 N N N 4.739  27.778 257.707 -0.532 -1.540 -1.285 C11  P1A 9  
P1A C8   C8   C 0 1 N N N 5.986  26.545 255.581 0.531  0.726  -1.558 C8   P1A 10 
P1A C12  C12  C 0 1 N N N 5.509  26.784 258.541 -0.858 -1.135 0.160  C12  P1A 11 
P1A C14  C14  C 0 1 N N R 6.582  25.576 256.597 0.217  1.070  -0.130 C14  P1A 12 
P1A C13  C13  C 0 1 N N R 5.661  25.326 257.858 0.276  -0.266 0.662  C13  P1A 13 
P1A C18  C18  C 0 1 N N N 4.249  24.687 257.536 1.614  -0.940 0.350  C18  P1A 14 
P1A C17  C17  C 0 1 N N S 6.541  24.284 258.631 0.264  0.191  2.112  C17  P1A 15 
P1A O14  O14  O 0 1 N N N 7.811  26.262 256.854 -1.078 1.664  -0.028 O14  P1A 16 
P1A C15  C15  C 0 1 N N N 7.074  24.154 256.165 1.257  1.909  0.615  C15  P1A 17 
P1A C20  C20  C 0 1 N N R 6.162  23.545 259.946 1.046  -0.790 2.987  C20  P1A 18 
P1A C16  C16  C 0 1 N N N 7.027  23.327 257.466 0.961  1.577  2.105  C16  P1A 19 
P1A C22  C22  C 0 1 N N R 7.414  22.510 260.372 1.007  -0.321 4.442  C22  P1A 20 
P1A O20  O20  O 0 1 N N N 5.047  22.793 259.632 2.403  -0.849 2.541  O20  P1A 21 
P1A C21  C21  C 0 1 N N N 5.702  24.587 261.115 0.414  -2.180 2.882  C21  P1A 22 
P1A C6   C6   C 0 1 N N N 5.315  27.179 253.263 1.820  1.026  -3.586 C6   P1A 23 
P1A C7   C7   C 0 1 N N N 5.918  26.221 254.264 1.519  1.351  -2.187 C7   P1A 24 
P1A O3   O3   O 0 1 N N N 4.654  31.420 253.180 -1.042 0.212  -6.658 O3   P1A 25 
P1A O2   O2   O 0 1 N N N 4.749  32.335 255.855 -3.153 -1.075 -5.298 O2   P1A 26 
P1A O22  O22  O 0 1 N N N 7.074  21.727 261.519 1.778  -1.212 5.251  O22  P1A 27 
P1A C23  C23  C 0 1 N N N 8.793  23.225 260.749 -0.440 -0.308 4.935  C23  P1A 28 
P1A C24  C24  C 0 1 N N N 9.803  22.102 261.036 -0.488 0.236  6.364  C24  P1A 29 
P1A C25  C25  C 0 1 N N N 11.274 22.383 260.979 -1.936 0.249  6.857  C25  P1A 30 
P1A C26  C26  C 0 1 N N N 11.752 22.169 259.583 -1.984 0.794  8.286  C26  P1A 31 
P1A C27  C27  C 0 1 N N N 11.933 21.434 261.972 -2.778 1.141  5.943  C27  P1A 32 
P1A O6   O6   O 0 1 N N N 5.278  26.812 252.139 2.901  1.273  -4.080 O6   P1A 33 
P1A H5   H5   H 0 1 N N N 3.946  28.973 253.157 1.108  -0.006 -5.327 H5   P1A 34 
P1A H11  1H1  H 0 1 N N N 2.912  30.440 255.209 -1.378 -2.286 -3.722 H11  P1A 35 
P1A H12  2H1  H 0 1 N N N 3.479  30.094 256.757 -0.601 -1.844 -5.262 H12  P1A 36 
P1A H2   H2   H 0 1 N N N 5.870  30.628 256.120 -2.468 -0.061 -3.634 H2   P1A 37 
P1A H3   H3   H 0 1 N N N 6.510  31.630 253.958 -2.325 1.439  -5.601 H3   P1A 38 
P1A H41  1H4  H 0 1 N N N 6.912  29.249 253.918 -0.768 1.775  -3.701 H41  P1A 39 
P1A H42  2H4  H 0 1 N N N 6.242  29.610 252.404 0.006  2.211  -5.244 H42  P1A 40 
P1A H9   H9   H 0 1 N N N 6.220  28.603 256.387 -1.314 0.123  -2.347 H9   P1A 41 
P1A H191 1H19 H 0 0 N N N 2.438  27.698 256.126 1.729  -2.084 -4.273 H191 P1A 42 
P1A H192 2H19 H 0 0 N N N 2.138  28.169 254.342 2.029  -1.397 -2.658 H192 P1A 43 
P1A H193 3H19 H 0 0 N N N 2.948  26.738 254.606 0.847  -2.713 -2.860 H193 P1A 44 
P1A H111 1H11 H 0 0 N N N 4.668  28.767 258.215 0.379  -2.137 -1.289 H111 P1A 45 
P1A H112 2H11 H 0 0 N N N 3.653  27.523 257.670 -1.351 -2.145 -1.676 H112 P1A 46 
P1A H121 1H12 H 0 0 N N N 6.509  27.194 258.813 -0.950 -2.025 0.783  H121 P1A 47 
P1A H122 2H12 H 0 0 N N N 5.058  26.694 259.557 -1.787 -0.566 0.186  H122 P1A 48 
P1A H181 1H18 H 0 0 N N N 4.353  23.681 257.065 1.682  -1.133 -0.720 H181 P1A 49 
P1A H182 2H18 H 0 0 N N N 3.602  24.647 258.443 2.430  -0.285 0.654  H182 P1A 50 
P1A H183 3H18 H 0 0 N N N 3.626  25.367 256.910 1.681  -1.882 0.894  H183 P1A 51 
P1A H17  H17  H 0 1 N N N 7.278  24.898 259.198 -0.760 0.284  2.472  H17  P1A 52 
P1A H14  H14  H 0 1 N N N 8.182  25.658 257.486 -1.020 2.536  -0.443 H14  P1A 53 
P1A H151 1H15 H 0 0 N N N 6.499  23.708 255.319 1.110  2.971  0.419  H151 P1A 54 
P1A H152 2H15 H 0 0 N N N 8.065  24.148 255.655 2.267  1.601  0.344  H152 P1A 55 
P1A H161 1H16 H 0 0 N N N 7.995  22.824 257.694 0.299  2.331  2.531  H161 P1A 56 
P1A H162 2H16 H 0 0 N N N 6.402  22.408 257.372 1.891  1.532  2.670  H162 P1A 57 
P1A H22  H22  H 0 1 N N N 7.556  21.902 259.448 1.423  0.684  4.511  H22  P1A 58 
P1A H20  H20  H 0 1 N N N 4.815  22.341 260.435 2.763  0.044  2.623  H20  P1A 59 
P1A H211 1H21 H 0 0 N N N 5.430  24.057 262.057 -0.619 -2.135 3.222  H211 P1A 60 
P1A H212 2H21 H 0 0 N N N 6.480  25.364 261.295 0.442  -2.515 1.845  H212 P1A 61 
P1A H213 3H21 H 0 0 N N N 4.873  25.247 260.767 0.971  -2.880 3.505  H213 P1A 62 
P1A H7   H7   H 0 1 N N N 6.332  25.228 254.019 2.101  2.099  -1.669 H7   P1A 63 
P1A HO3  HO3  H 0 1 N N N 4.976  31.405 252.286 -1.791 -0.204 -7.106 HO3  P1A 64 
P1A HO2  HO2  H 0 1 N N N 5.488  32.914 255.713 -3.831 -0.401 -5.445 HO2  P1A 65 
P1A H1   H1   H 0 1 N N N 7.782  21.141 261.760 1.377  -2.087 5.162  H1   P1A 66 
P1A H231 1H23 H 0 0 N N N 9.142  23.945 259.973 -0.839 -1.322 4.920  H231 P1A 67 
P1A H232 2H23 H 0 0 N N N 8.696  23.956 261.585 -1.040 0.327  4.284  H232 P1A 68 
P1A H241 1H24 H 0 0 N N N 9.566  21.662 262.033 -0.090 1.251  6.380  H241 P1A 69 
P1A H242 2H24 H 0 0 N N N 9.581  21.246 260.356 0.111  -0.398 7.015  H242 P1A 70 
P1A H25  H25  H 0 1 N N N 11.525 23.434 261.250 -2.334 -0.765 6.842  H25  P1A 71 
P1A H261 1H26 H 0 0 N N N 12.846 22.378 259.540 -3.016 0.803  8.637  H261 P1A 72 
P1A H262 2H26 H 0 0 N N N 11.497 21.154 259.196 -1.384 0.158  8.937  H262 P1A 73 
P1A H263 3H26 H 0 0 N N N 11.175 22.767 258.839 -1.586 1.809  8.301  H263 P1A 74 
P1A H271 1H27 H 0 0 N N N 13.027 21.643 261.929 -2.380 2.156  5.958  H271 P1A 75 
P1A H272 2H27 H 0 0 N N N 11.508 21.506 263.000 -2.745 0.753  4.925  H272 P1A 76 
P1A H273 3H27 H 0 0 N N N 11.680 20.362 261.793 -3.810 1.151  6.294  H273 P1A 77 
# 
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 
P1A C5  C10  SING N N 1  
P1A C5  C4   SING N N 2  
P1A C5  C6   SING N N 3  
P1A C5  H5   SING N N 4  
P1A C10 C1   SING N N 5  
P1A C10 C9   SING N N 6  
P1A C10 C19  SING N N 7  
P1A C1  C2   SING N N 8  
P1A C1  H11  SING N N 9  
P1A C1  H12  SING N N 10 
P1A C2  C3   SING N N 11 
P1A C2  O2   SING N N 12 
P1A C2  H2   SING N N 13 
P1A C3  C4   SING N N 14 
P1A C3  O3   SING N N 15 
P1A C3  H3   SING N N 16 
P1A C4  H41  SING N N 17 
P1A C4  H42  SING N N 18 
P1A C9  C11  SING N N 19 
P1A C9  C8   SING N N 20 
P1A C9  H9   SING N N 21 
P1A C19 H191 SING N N 22 
P1A C19 H192 SING N N 23 
P1A C19 H193 SING N N 24 
P1A C11 C12  SING N N 25 
P1A C11 H111 SING N N 26 
P1A C11 H112 SING N N 27 
P1A C8  C14  SING N N 28 
P1A C8  C7   DOUB N N 29 
P1A C12 C13  SING N N 30 
P1A C12 H121 SING N N 31 
P1A C12 H122 SING N N 32 
P1A C14 C13  SING N N 33 
P1A C14 O14  SING N N 34 
P1A C14 C15  SING N N 35 
P1A C13 C18  SING N N 36 
P1A C13 C17  SING N N 37 
P1A C18 H181 SING N N 38 
P1A C18 H182 SING N N 39 
P1A C18 H183 SING N N 40 
P1A C17 C20  SING N N 41 
P1A C17 C16  SING N N 42 
P1A C17 H17  SING N N 43 
P1A O14 H14  SING N N 44 
P1A C15 C16  SING N N 45 
P1A C15 H151 SING N N 46 
P1A C15 H152 SING N N 47 
P1A C20 C22  SING N N 48 
P1A C20 O20  SING N N 49 
P1A C20 C21  SING N N 50 
P1A C16 H161 SING N N 51 
P1A C16 H162 SING N N 52 
P1A C22 O22  SING N N 53 
P1A C22 C23  SING N N 54 
P1A C22 H22  SING N N 55 
P1A O20 H20  SING N N 56 
P1A C21 H211 SING N N 57 
P1A C21 H212 SING N N 58 
P1A C21 H213 SING N N 59 
P1A C6  C7   SING N N 60 
P1A C6  O6   DOUB N N 61 
P1A C7  H7   SING N N 62 
P1A O3  HO3  SING N N 63 
P1A O2  HO2  SING N N 64 
P1A O22 H1   SING N N 65 
P1A C23 C24  SING N N 66 
P1A C23 H231 SING N N 67 
P1A C23 H232 SING N N 68 
P1A C24 C25  SING N N 69 
P1A C24 H241 SING N N 70 
P1A C24 H242 SING N N 71 
P1A C25 C26  SING N N 72 
P1A C25 C27  SING N N 73 
P1A C25 H25  SING N N 74 
P1A C26 H261 SING N N 75 
P1A C26 H262 SING N N 76 
P1A C26 H263 SING N N 77 
P1A C27 H271 SING N N 78 
P1A C27 H272 SING N N 79 
P1A C27 H273 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 
P1A SMILES           ACDLabs              10.04 O=C1C=C3C(C2(CC(O)C(O)CC12)C)CCC4(C)C(C(O)(C)C(O)CCC(C)C)CCC34O 
P1A InChI            InChI                1.02b 
InChI=1/C27H44O6/c1-15(2)6-7-23(31)26(5,32)22-9-11-27(33)17-12-19(28)18-13-20(29)21(30)14-24(18,3)16(17)8-10-25(22,27)4/h12,15-16,18,20-23,29-33H,6-11,13-14H2,1-5H3/t16-,18-,20+,21-,22-,23+,24+,25+,26+,27+/m0/s1 
P1A InChIKey         InChI                1.02b PJYYBCXMCWDUAZ-JJJZTNILBL 
P1A SMILES_CANONICAL CACTVS               3.341 CC(C)CC[C@@H](O)[C@](C)(O)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)[C@H]3CC[C@]12C 
P1A SMILES           CACTVS               3.341 CC(C)CC[CH](O)[C](C)(O)[CH]1CC[C]2(O)C3=CC(=O)[CH]4C[CH](O)[CH](O)C[C]4(C)[CH]3CC[C]12C 
P1A SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)CC[C@H]([C@@](C)([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)C)O)O)O 
P1A SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O 
# 
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 
P1A "SYSTEMATIC NAME" ACDLabs              10.04 (2alpha,3alpha,5alpha,22R)-2,3,14,20,22-pentahydroxycholest-7-en-6-one                                                                                                              
P1A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methyl-heptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one 
# 
