data_T8B # _chem_comp.id T8B _chem_comp.name Thermorubin _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAD _chem_comp.formula "C32 H24 O12" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "{12-hydroxy-9-[(2Z)-3-hydroxy-3-(2-hydroxyphenyl)prop-2-enoyl]-10,11-dimethoxy-3-(methoxycarbonyl)-1-oxo-1H-naphtho[2,3-g]isochromen-8-yl}acetic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-12-09 _chem_comp.pdbx_modified_date 2021-03-13 _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 600.526 _chem_comp.one_letter_code ? _chem_comp.three_letter_code T8B _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 3UXQ _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 T8B O1 O1 O 0 1 N N N 154.217 -128.685 -198.584 -4.566 4.688 0.321 O1 T8B 1 T8B C1 C1 C 0 1 N N N 154.263 -129.670 -199.521 -3.565 3.800 0.421 C1 T8B 2 T8B O2 O2 O 0 1 N N N 153.298 -129.982 -200.205 -2.885 3.765 1.419 O2 T8B 3 T8B C2 C2 C 0 1 N N N 155.634 -130.307 -199.599 -3.289 2.845 -0.713 C2 T8B 4 T8B C3 C3 C 0 1 Y N N 155.710 -131.429 -200.583 -2.123 1.961 -0.352 C3 T8B 5 T8B C4 C4 C 0 1 Y N N 156.607 -131.329 -201.647 -0.876 2.325 -0.730 C4 T8B 6 T8B C5 C5 C 0 1 Y N N 156.713 -132.359 -202.596 0.232 1.511 -0.399 C5 T8B 7 T8B C6 C6 C 0 1 Y N N 157.612 -132.273 -203.674 1.520 1.871 -0.786 C6 T8B 8 T8B C7 C7 C 0 1 Y N N 157.719 -133.304 -204.624 2.604 1.054 -0.449 C7 T8B 9 T8B C8 C8 C 0 1 Y N N 158.617 -133.215 -205.699 3.908 1.418 -0.844 C8 T8B 10 T8B C9 C9 C 0 1 Y N N 158.717 -134.249 -206.640 4.971 0.611 -0.510 C9 T8B 11 T8B C10 C10 C 0 1 N N N 159.648 -134.154 -207.754 6.356 0.927 -0.880 C10 T8B 12 T8B C11 C11 C 0 1 N N N 159.695 -135.174 -208.616 7.302 -0.035 -0.730 C11 T8B 13 T8B C12 C12 C 0 1 N N N 160.625 -135.098 -209.743 8.697 0.285 -1.066 C12 T8B 14 T8B O3 O3 O 0 1 N N N 161.371 -134.150 -209.945 8.985 1.395 -1.470 O3 T8B 15 T8B O4 O4 O 0 1 N N N 160.507 -136.230 -210.484 9.656 -0.652 -0.926 O4 T8B 16 T8B C13 C13 C 0 1 N N N 161.360 -136.307 -211.631 11.011 -0.266 -1.276 C13 T8B 17 T8B O5 O5 O 0 1 N N N 158.899 -136.325 -208.514 7.009 -1.278 -0.283 O5 T8B 18 T8B C14 C14 C 0 1 N N N 158.000 -136.486 -207.495 5.953 -1.429 0.553 C14 T8B 19 T8B O6 O6 O 0 1 N N N 157.320 -137.500 -207.427 5.994 -2.186 1.504 O6 T8B 20 T8B C15 C15 C 0 1 Y N N 157.910 -135.381 -206.507 4.755 -0.631 0.253 C15 T8B 21 T8B C16 C16 C 0 1 Y N N 157.012 -135.482 -205.441 3.484 -1.004 0.651 C16 T8B 22 T8B O7 O7 O 0 1 N N N 156.235 -136.604 -205.333 3.293 -2.144 1.355 O7 T8B 23 T8B C17 C17 C 0 1 Y N N 156.906 -134.450 -204.490 2.386 -0.180 0.312 C17 T8B 24 T8B C18 C18 C 0 1 Y N N 156.008 -134.536 -203.415 1.089 -0.544 0.702 C18 T8B 25 T8B O8 O8 O 0 1 N N N 155.217 -135.647 -203.280 0.884 -1.682 1.407 O8 T8B 26 T8B C19 C19 C 0 1 N N N 155.667 -136.647 -202.371 0.892 -1.573 2.832 C19 T8B 27 T8B C20 C20 C 0 1 Y N N 155.902 -133.506 -202.467 0.008 0.278 0.360 C20 T8B 28 T8B C21 C21 C 0 1 Y N N 155.003 -133.593 -201.387 -1.309 -0.063 0.735 C21 T8B 29 T8B O9 O9 O 0 1 N N N 154.189 -134.675 -201.201 -1.550 -1.197 1.435 O9 T8B 30 T8B C22 C22 C 0 1 N N N 154.702 -135.738 -200.408 -1.857 -2.372 0.682 C22 T8B 31 T8B C23 C23 C 0 1 Y N N 154.911 -132.560 -200.454 -2.358 0.780 0.376 C23 T8B 32 T8B C24 C24 C 0 1 N N N 153.973 -132.659 -199.337 -3.735 0.432 0.770 C24 T8B 33 T8B O10 O10 O 0 1 N N N 152.760 -132.507 -199.522 -4.158 0.763 1.865 O10 T8B 34 T8B C25 C25 C 0 1 N N N 154.518 -132.985 -197.975 -4.563 -0.285 -0.119 C25 T8B 35 T8B C26 C26 C 0 1 N N N 153.760 -133.110 -196.870 -5.864 -0.527 0.207 C26 T8B 36 T8B O11 O11 O 0 1 N N N 152.392 -132.923 -196.824 -6.392 0.016 1.327 O11 T8B 37 T8B C27 C27 C 0 1 Y N N 154.357 -133.438 -195.559 -6.694 -1.380 -0.660 C27 T8B 38 T8B C28 C28 C 0 1 Y N N 153.510 -133.609 -194.476 -6.284 -2.682 -0.966 C28 T8B 39 T8B C29 C29 C 0 1 Y N N 154.051 -133.920 -193.230 -7.065 -3.474 -1.778 C29 T8B 40 T8B C30 C30 C 0 1 Y N N 155.432 -134.053 -193.082 -8.256 -2.989 -2.293 C30 T8B 41 T8B C31 C31 C 0 1 Y N N 156.271 -133.877 -194.182 -8.673 -1.705 -1.999 C31 T8B 42 T8B C32 C32 C 0 1 Y N N 155.729 -133.568 -195.430 -7.903 -0.895 -1.179 C32 T8B 43 T8B O12 O12 O 0 1 N N N 156.573 -133.402 -196.488 -8.314 0.364 -0.884 O12 T8B 44 T8B H1 H1 H 0 1 N N N 153.345 -128.308 -198.563 -4.705 5.280 1.073 H1 T8B 45 T8B H2 H2 H 0 1 N N N 155.895 -130.697 -198.604 -4.170 2.230 -0.892 H2 T8B 46 T8B H3 H3 H 0 1 N N N 156.361 -129.536 -199.892 -3.050 3.411 -1.614 H3 T8B 47 T8B H4 H4 H 0 1 N N N 157.227 -130.450 -201.742 -0.727 3.238 -1.287 H4 T8B 48 T8B H5 H5 H 0 1 N N N 158.234 -131.396 -203.774 1.682 2.780 -1.345 H5 T8B 49 T8B H6 H6 H 0 1 N N N 159.239 -132.338 -205.802 4.072 2.326 -1.406 H6 T8B 50 T8B H7 H7 H 0 1 N N N 160.280 -133.288 -207.880 6.616 1.903 -1.263 H7 T8B 51 T8B H8 H8 H 0 1 N N N 161.185 -137.258 -212.156 11.682 -1.110 -1.118 H8 T8B 52 T8B H9 H9 H 0 1 N N N 161.140 -135.468 -212.308 11.044 0.033 -2.324 H9 T8B 53 T8B H10 H10 H 0 1 N N N 162.411 -136.254 -211.310 11.324 0.570 -0.650 H10 T8B 54 T8B H11 H11 H 0 1 N N N 156.431 -137.196 -206.050 3.342 -2.026 2.314 H11 T8B 55 T8B H12 H12 H 0 1 N N N 154.948 -137.479 -202.355 1.822 -1.107 3.156 H12 T8B 56 T8B H13 H13 H 0 1 N N N 156.651 -137.019 -202.693 0.049 -0.962 3.154 H13 T8B 57 T8B H14 H14 H 0 1 N N N 155.750 -136.215 -201.363 0.809 -2.566 3.273 H14 T8B 58 T8B H15 H15 H 0 1 N N N 153.952 -136.540 -200.339 -2.114 -3.183 1.363 H15 T8B 59 T8B H16 H16 H 0 1 N N N 155.618 -136.132 -200.872 -2.701 -2.170 0.022 H16 T8B 60 T8B H17 H17 H 0 1 N N N 154.933 -135.364 -199.400 -0.991 -2.658 0.086 H17 T8B 61 T8B H18 H18 H 0 1 N N N 155.584 -133.128 -197.877 -4.167 -0.641 -1.058 H18 T8B 62 T8B H19 H19 H 0 1 N N N 152.069 -132.726 -197.696 -7.320 -0.212 1.475 H19 T8B 63 T8B H20 H20 H 0 1 N N N 152.442 -133.502 -194.596 -5.356 -3.065 -0.567 H20 T8B 64 T8B H21 H21 H 0 1 N N N 153.401 -134.058 -192.379 -6.748 -4.479 -2.014 H21 T8B 65 T8B H22 H22 H 0 1 N N N 155.851 -134.292 -192.116 -8.862 -3.617 -2.929 H22 T8B 66 T8B H23 H23 H 0 1 N N N 157.340 -133.980 -194.068 -9.603 -1.334 -2.404 H23 T8B 67 T8B H24 H24 H 0 1 N N N 157.470 -133.531 -196.202 -8.071 1.023 -1.549 H24 T8B 68 # # 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 T8B C13 O4 SING N N 1 T8B O4 C12 SING N N 2 T8B O3 C12 DOUB N N 3 T8B C12 C11 SING N N 4 T8B C11 O5 SING N N 5 T8B C11 C10 DOUB N N 6 T8B O5 C14 SING N N 7 T8B C10 C9 SING N N 8 T8B C14 O6 DOUB N N 9 T8B C14 C15 SING N N 10 T8B C9 C15 SING Y N 11 T8B C9 C8 DOUB Y N 12 T8B C15 C16 DOUB Y N 13 T8B C8 C7 SING Y N 14 T8B C16 O7 SING N N 15 T8B C16 C17 SING Y N 16 T8B C7 C17 DOUB Y N 17 T8B C7 C6 SING Y N 18 T8B C17 C18 SING Y N 19 T8B C6 C5 DOUB Y N 20 T8B C18 O8 SING N N 21 T8B C18 C20 DOUB Y N 22 T8B O8 C19 SING N N 23 T8B C5 C20 SING Y N 24 T8B C5 C4 SING Y N 25 T8B C20 C21 SING Y N 26 T8B C4 C3 DOUB Y N 27 T8B C21 O9 SING N N 28 T8B C21 C23 DOUB Y N 29 T8B O9 C22 SING N N 30 T8B C3 C23 SING Y N 31 T8B C3 C2 SING N N 32 T8B C23 C24 SING N N 33 T8B O2 C1 DOUB N N 34 T8B C2 C1 SING N N 35 T8B O10 C24 DOUB N N 36 T8B C1 O1 SING N N 37 T8B C24 C25 SING N N 38 T8B C25 C26 DOUB N Z 39 T8B C26 O11 SING N N 40 T8B C26 C27 SING N N 41 T8B O12 C32 SING N N 42 T8B C27 C32 DOUB Y N 43 T8B C27 C28 SING Y N 44 T8B C32 C31 SING Y N 45 T8B C28 C29 DOUB Y N 46 T8B C31 C30 DOUB Y N 47 T8B C29 C30 SING Y N 48 T8B O1 H1 SING N N 49 T8B C2 H2 SING N N 50 T8B C2 H3 SING N N 51 T8B C4 H4 SING N N 52 T8B C6 H5 SING N N 53 T8B C8 H6 SING N N 54 T8B C10 H7 SING N N 55 T8B C13 H8 SING N N 56 T8B C13 H9 SING N N 57 T8B C13 H10 SING N N 58 T8B O7 H11 SING N N 59 T8B C19 H12 SING N N 60 T8B C19 H13 SING N N 61 T8B C19 H14 SING N N 62 T8B C22 H15 SING N N 63 T8B C22 H16 SING N N 64 T8B C22 H17 SING N N 65 T8B C25 H18 SING N N 66 T8B O11 H19 SING N N 67 T8B C28 H20 SING N N 68 T8B C29 H21 SING N N 69 T8B C30 H22 SING N N 70 T8B C31 H23 SING N N 71 T8B O12 H24 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 T8B SMILES ACDLabs 12.01 "O=C(OC)C=5OC(=O)c4c(O)c3c(OC)c2c(OC)c(C(=O)\C=C(/O)c1ccccc1O)c(cc2cc3cc4C=5)CC(=O)O" T8B InChI InChI 1.03 "InChI=1S/C32H24O12/c1-41-29-24(21(35)13-20(34)18-6-4-5-7-19(18)33)17(12-23(36)37)10-15-8-14-9-16-11-22(31(39)43-3)44-32(40)26(16)28(38)25(14)30(42-2)27(15)29/h4-11,13,33-34,38H,12H2,1-3H3,(H,36,37)/b20-13-" T8B InChIKey InChI 1.03 GGEDVBUCHDZLTH-MOSHPQCFSA-N T8B SMILES_CANONICAL CACTVS 3.370 "COC(=O)C1=Cc2cc3cc4cc(CC(O)=O)c(C(=O)\C=C(/O)c5ccccc5O)c(OC)c4c(OC)c3c(O)c2C(=O)O1" T8B SMILES CACTVS 3.370 "COC(=O)C1=Cc2cc3cc4cc(CC(O)=O)c(C(=O)C=C(O)c5ccccc5O)c(OC)c4c(OC)c3c(O)c2C(=O)O1" T8B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1c2c(cc3c1c(c(c(c3)CC(=O)O)C(=O)/C=C(/c4ccccc4O)\O)OC)cc5c(c2O)C(=O)OC(=C5)C(=O)OC" T8B SMILES "OpenEye OEToolkits" 1.7.6 "COc1c2c(cc3c1c(c(c(c3)CC(=O)O)C(=O)C=C(c4ccccc4O)O)OC)cc5c(c2O)C(=O)OC(=C5)C(=O)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 T8B "SYSTEMATIC NAME" ACDLabs 12.01 "{12-hydroxy-9-[(2Z)-3-hydroxy-3-(2-hydroxyphenyl)prop-2-enoyl]-10,11-dimethoxy-3-(methoxycarbonyl)-1-oxo-1H-naphtho[2,3-g]isochromen-8-yl}acetic acid" T8B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[9-[(Z)-3-(2-hydroxyphenyl)-3-oxidanyl-prop-2-enoyl]-10,11-dimethoxy-3-methoxycarbonyl-12-oxidanyl-1-oxidanylidene-naphtho[3,2-g]isochromen-8-yl]ethanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site T8B "Create component" 2011-12-09 RCSB T8B "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id T8B _pdbx_chem_comp_synonyms.name "{12-hydroxy-9-[(2Z)-3-hydroxy-3-(2-hydroxyphenyl)prop-2-enoyl]-10,11-dimethoxy-3-(methoxycarbonyl)-1-oxo-1H-naphtho[2,3-g]isochromen-8-yl}acetic acid" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##