data_7CA
# 
_chem_comp.id                                    7CA 
_chem_comp.name                                  "5,7-DIHYDROXY-2-(4-METHOXYPHENYL)-8-(3-METHYLBUTYL)-4-OXO-4H-CHROMEN-3-YL 6-DEOXY-ALPHA-L-MANNOPYRANOSIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H32 O10" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "ICARISID II" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-05-26 
_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                        516.537 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     7CA 
_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        2H44 
_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 
7CA C1   C1   C 0 1 N N N 76.794 27.433 27.347 2.821  5.372  -0.196 C1   7CA 1  
7CA O1   O1   O 0 1 N N N 76.098 26.173 27.413 3.213  4.424  -1.190 O1   7CA 2  
7CA C2   C2   C 0 1 Y N N 74.720 26.380 27.390 2.375  3.361  -1.070 C2   7CA 3  
7CA C3   C3   C 0 1 Y N N 74.178 27.635 27.649 2.517  2.269  -1.917 C3   7CA 4  
7CA C4   C4   C 0 1 Y N N 72.800 27.805 27.632 1.669  1.189  -1.799 C4   7CA 5  
7CA C5   C5   C 0 1 Y N N 73.873 25.304 27.095 1.382  3.368  -0.098 C5   7CA 6  
7CA C6   C6   C 0 1 Y N N 72.481 25.489 27.082 0.527  2.296  0.023  C6   7CA 7  
7CA C7   C7   C 0 1 Y N N 71.928 26.746 27.357 0.665  1.194  -0.826 C7   7CA 8  
7CA C8   C8   C 0 1 Y N N 70.553 26.980 27.391 -0.245 0.041  -0.697 C8   7CA 9  
7CA O2   O2   O 0 1 Y N N 70.119 28.030 28.187 -1.567 0.267  -0.618 O2   7CA 10 
7CA C9   C9   C 0 1 Y N N 69.581 26.130 26.774 0.287  -1.213 -0.655 C9   7CA 11 
7CA C10  C10  C 0 1 Y N N 68.211 26.378 27.010 -0.576 -2.332 -0.530 C10  7CA 12 
7CA C11  C11  C 0 1 Y N N 67.816 27.432 27.844 -2.021 -2.068 -0.451 C11  7CA 13 
7CA C12  C12  C 0 1 Y N N 68.788 28.255 28.428 -2.464 -0.735 -0.503 C12  7CA 14 
7CA O3   O3   O 0 1 N N N 67.361 25.664 26.487 -0.136 -3.470 -0.490 O3   7CA 15 
7CA C13  C13  C 0 1 Y N N 66.468 27.684 28.096 -2.946 -3.114 -0.326 C13  7CA 16 
7CA C14  C14  C 0 1 Y N N 66.099 28.752 28.921 -4.295 -2.825 -0.255 C14  7CA 17 
7CA C15  C15  C 0 1 Y N N 67.079 29.566 29.495 -4.731 -1.505 -0.307 C15  7CA 18 
7CA C16  C16  C 0 1 Y N N 68.417 29.306 29.253 -3.823 -0.465 -0.430 C16  7CA 19 
7CA O4   O4   O 0 1 N N N 65.501 26.882 27.541 -2.519 -4.401 -0.275 O4   7CA 20 
7CA O10  O10  O 0 1 N N N 66.725 30.592 30.338 -6.059 -1.232 -0.236 O10  7CA 21 
7CA C17  C17  C 0 1 N N N 69.488 30.178 29.886 -4.311 0.959  -0.484 C17  7CA 22 
7CA C18  C18  C 0 1 N N N 69.426 31.653 29.485 -4.382 1.529  0.934  C18  7CA 23 
7CA C19  C19  C 0 1 N N N 70.079 32.099 28.347 -4.878 2.975  0.879  C19  7CA 24 
7CA C20  C20  C 0 1 N N N 70.011 33.575 27.961 -6.317 3.001  0.361  C20  7CA 25 
7CA C21  C21  C 0 1 N N N 70.868 31.119 27.474 -4.830 3.584  2.282  C21  7CA 26 
7CA O5   O5   O 0 1 N N N 69.939 25.029 25.988 1.634  -1.390 -0.733 O5   7CA 27 
7CA C22  C22  C 0 1 N N S 70.396 25.377 24.675 2.044  -1.985 0.500  C22  7CA 28 
7CA O6   O6   O 0 1 N N N 69.293 25.795 23.849 2.073  -0.990 1.521  O6   7CA 29 
7CA C23  C23  C 0 1 N N R 71.064 24.123 24.067 3.437  -2.595 0.332  C23  7CA 30 
7CA O7   O7   O 0 1 N N N 71.682 24.434 22.824 3.864  -3.166 1.571  O7   7CA 31 
7CA C24  C24  C 0 1 N N R 70.015 23.013 23.875 4.417  -1.496 -0.090 C24  7CA 32 
7CA O8   O8   O 0 1 N N N 70.597 21.891 23.227 5.748  -2.016 -0.107 O8   7CA 33 
7CA C25  C25  C 0 1 N N R 68.830 23.525 23.059 4.327  -0.346 0.919  C25  7CA 34 
7CA O9   O9   O 0 1 N N N 67.828 22.521 22.993 5.121  0.752  0.466  O9   7CA 35 
7CA C26  C26  C 0 1 N N S 68.258 24.790 23.711 2.867  0.095  1.043  C26  7CA 36 
7CA C27  C27  C 0 1 N N N 67.132 25.353 22.820 2.772  1.266  2.024  C27  7CA 37 
7CA H11  1H1  H 0 1 N N N 76.184 28.160 26.790 3.469  6.247  -0.254 H11  7CA 38 
7CA H12  2H1  H 0 1 N N N 77.757 27.293 26.835 1.788  5.673  -0.368 H12  7CA 39 
7CA H13  3H1  H 0 1 N N N 76.971 27.808 28.366 2.908  4.921  0.792  H13  7CA 40 
7CA H3   H3   H 0 1 N N N 74.826 28.473 27.862 3.292  2.266  -2.668 H3   7CA 41 
7CA H4   H4   H 0 1 N N N 72.390 28.783 27.837 1.779  0.340  -2.458 H4   7CA 42 
7CA H5   H5   H 0 1 N N N 74.291 24.332 26.878 1.276  4.220  0.558  H5   7CA 43 
7CA H6   H6   H 0 1 N N N 71.832 24.655 26.858 -0.247 2.304  0.776  H6   7CA 44 
7CA H14  H14  H 0 1 N N N 65.055 28.948 29.115 -5.014 -3.625 -0.158 H14  7CA 45 
7CA HO4  HO4  H 0 1 N N N 64.832 26.697 28.190 -2.370 -4.610 0.657  HO4  7CA 46 
7CA HO10 HO10 H 0 0 N N N 66.643 30.260 31.224 -6.272 -1.119 0.700  HO10 7CA 47 
7CA H171 1H17 H 0 0 N N N 70.456 29.795 29.531 -3.623 1.557  -1.082 H171 7CA 48 
7CA H172 2H17 H 0 0 N N N 69.367 30.121 30.978 -5.303 0.986  -0.936 H172 7CA 49 
7CA H181 1H18 H 0 0 N N N 69.960 32.162 30.301 -5.070 0.931  1.532  H181 7CA 50 
7CA H182 2H18 H 0 0 N N N 68.361 31.880 29.331 -3.390 1.502  1.386  H182 7CA 51 
7CA H19  H19  H 0 1 N N N 70.193 31.066 28.707 -4.240 3.553  0.210  H19  7CA 52 
7CA H201 1H20 H 0 0 N N N 69.097 33.759 27.377 -6.955 2.423  1.030  H201 7CA 53 
7CA H202 2H20 H 0 0 N N N 70.892 33.837 27.357 -6.670 4.031  0.321  H202 7CA 54 
7CA H203 3H20 H 0 0 N N N 69.995 34.192 28.871 -6.351 2.567  -0.639 H203 7CA 55 
7CA H211 1H21 H 0 0 N N N 70.287 30.194 27.344 -3.805 3.566  2.651  H211 7CA 56 
7CA H212 2H21 H 0 0 N N N 71.827 30.885 27.960 -5.183 4.615  2.243  H212 7CA 57 
7CA H213 3H21 H 0 0 N N N 71.057 31.574 26.490 -5.468 3.007  2.951  H213 7CA 58 
7CA H22  H22  H 0 1 N N N 71.110 26.212 24.731 1.337  -2.767 0.777  H22  7CA 59 
7CA H23  H23  H 0 1 N N N 71.842 23.769 24.760 3.405  -3.369 -0.435 H23  7CA 60 
7CA HO7  HO7  H 0 1 N N N 71.018 24.503 22.148 3.226  -3.858 1.794  HO7  7CA 61 
7CA H24  H24  H 0 1 N N N 69.653 22.707 24.868 4.154  -1.133 -1.084 H24  7CA 62 
7CA HO8  HO8  H 0 1 N N N 70.727 22.088 22.307 5.759  -2.736 -0.753 HO8  7CA 63 
7CA H25  H25  H 0 1 N N N 69.168 23.768 22.041 4.690  -0.683 1.890  H25  7CA 64 
7CA HO9  HO9  H 0 1 N N N 67.604 22.356 22.085 5.030  1.454  1.126  HO9  7CA 65 
7CA H26  H26  H 0 1 N N N 67.866 24.534 24.706 2.499  0.410  0.066  H26  7CA 66 
7CA H271 1H27 H 0 0 N N N 66.929 24.650 21.998 3.137  0.951  3.001  H271 7CA 67 
7CA H272 2H27 H 0 0 N N N 67.443 26.323 22.405 3.378  2.095  1.659  H272 7CA 68 
7CA H273 3H27 H 0 0 N N N 66.221 25.487 23.421 1.733  1.585  2.109  H273 7CA 69 
# 
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 
7CA C1  O1   SING N N 1  
7CA C1  H11  SING N N 2  
7CA C1  H12  SING N N 3  
7CA C1  H13  SING N N 4  
7CA O1  C2   SING N N 5  
7CA C2  C3   DOUB Y N 6  
7CA C2  C5   SING Y N 7  
7CA C3  C4   SING Y N 8  
7CA C3  H3   SING N N 9  
7CA C4  C7   DOUB Y N 10 
7CA C4  H4   SING N N 11 
7CA C5  C6   DOUB Y N 12 
7CA C5  H5   SING N N 13 
7CA C6  C7   SING Y N 14 
7CA C6  H6   SING N N 15 
7CA C7  C8   SING N N 16 
7CA C8  O2   SING Y N 17 
7CA C8  C9   DOUB Y N 18 
7CA O2  C12  SING Y N 19 
7CA C9  C10  SING Y N 20 
7CA C9  O5   SING N N 21 
7CA C10 C11  SING Y N 22 
7CA C10 O3   DOUB N N 23 
7CA C11 C12  SING Y N 24 
7CA C11 C13  DOUB Y N 25 
7CA C12 C16  DOUB Y N 26 
7CA C13 C14  SING Y N 27 
7CA C13 O4   SING N N 28 
7CA C14 C15  DOUB Y N 29 
7CA C14 H14  SING N N 30 
7CA C15 C16  SING Y N 31 
7CA C15 O10  SING N N 32 
7CA C16 C17  SING N N 33 
7CA O4  HO4  SING N N 34 
7CA O10 HO10 SING N N 35 
7CA C17 C18  SING N N 36 
7CA C17 H171 SING N N 37 
7CA C17 H172 SING N N 38 
7CA C18 C19  SING N N 39 
7CA C18 H181 SING N N 40 
7CA C18 H182 SING N N 41 
7CA C19 C20  SING N N 42 
7CA C19 C21  SING N N 43 
7CA C19 H19  SING N N 44 
7CA C20 H201 SING N N 45 
7CA C20 H202 SING N N 46 
7CA C20 H203 SING N N 47 
7CA C21 H211 SING N N 48 
7CA C21 H212 SING N N 49 
7CA C21 H213 SING N N 50 
7CA O5  C22  SING N N 51 
7CA C22 O6   SING N N 52 
7CA C22 C23  SING N N 53 
7CA C22 H22  SING N N 54 
7CA O6  C26  SING N N 55 
7CA C23 O7   SING N N 56 
7CA C23 C24  SING N N 57 
7CA C23 H23  SING N N 58 
7CA O7  HO7  SING N N 59 
7CA C24 O8   SING N N 60 
7CA C24 C25  SING N N 61 
7CA C24 H24  SING N N 62 
7CA O8  HO8  SING N N 63 
7CA C25 O9   SING N N 64 
7CA C25 C26  SING N N 65 
7CA C25 H25  SING N N 66 
7CA O9  HO9  SING N N 67 
7CA C26 C27  SING N N 68 
7CA C26 H26  SING N N 69 
7CA C27 H271 SING N N 70 
7CA C27 H272 SING N N 71 
7CA C27 H273 SING N N 72 
# 
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 
7CA SMILES           ACDLabs              10.04 O=C2C(OC1OC(C(O)C(O)C1O)C)=C(Oc3c(c(O)cc(O)c23)CCC(C)C)c4ccc(OC)cc4                                                                                                                                           
7CA InChI            InChI                1.02b InChI=1/C27H32O10/c1-12(2)5-10-16-17(28)11-18(29)19-21(31)26(37-27-23(33)22(32)20(30)13(3)35-27)24(36-25(16)19)14-6-8-15(34-4)9-7-14/h6-9,11-13,20,22-23,27-30,32-33H,5,10H2,1-4H3/t13-,20-,22+,23+,27-/m0/s1 
7CA InChIKey         InChI                1.02b PFVZUXQCELCLBL-LVKFHIPRBH                                                                                                                                                                                     
7CA SMILES_CANONICAL CACTVS               3.341 COc1ccc(cc1)C2=C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)C(=O)c4c(O)cc(O)c(CCC(C)C)c4O2                                                                                                                    
7CA SMILES           CACTVS               3.341 COc1ccc(cc1)C2=C(O[CH]3O[CH](C)[CH](O)[CH](O)[CH]3O)C(=O)c4c(O)cc(O)c(CCC(C)C)c4O2                                                                                                                            
7CA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(Oc3c(c(cc(c3C2=O)O)O)CCC(C)C)c4ccc(cc4)OC)O)O)O                                                                                                                     
7CA SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(C(C(C(O1)OC2=C(Oc3c(c(cc(c3C2=O)O)O)CCC(C)C)c4ccc(cc4)OC)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 
7CA "SYSTEMATIC NAME" ACDLabs              10.04 "5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbutyl)-4-oxo-4H-chromen-3-yl 6-deoxy-alpha-L-mannopyranoside"                   
7CA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbutyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy-chromen-4-one 
# 
