data_3H1 # _chem_comp.id 3H1 _chem_comp.name "3-chloro-4,6-dihydroxy-2-methyl-5-{(2E,4E)-3-methyl-5-[(1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]penta-2,4-dien-1-yl}benzaldehyde" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H29 Cl O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ASCOCHLORIN _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-04-13 _chem_comp.pdbx_modified_date 2021-03-01 _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 404.927 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3H1 _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 3H1L _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 3H1 C01 C01 C 0 1 Y N N 45.084 116.311 101.410 -2.979 0.806 -0.926 C01 3H1 1 3H1 C02 C02 C 0 1 Y N N 46.016 115.229 101.378 -4.003 1.459 -0.216 C02 3H1 2 3H1 C03 C03 C 0 1 Y N N 46.222 114.523 100.122 -4.861 0.714 0.605 C03 3H1 3 3H1 C04 C04 C 0 1 Y N N 45.478 114.921 98.958 -4.701 -0.637 0.714 C04 3H1 4 3H1 C05 C05 C 0 1 Y N N 44.568 115.987 99.032 -3.687 -1.286 0.012 C05 3H1 5 3H1 C06 C06 C 0 1 Y N N 44.358 116.686 100.248 -2.830 -0.565 -0.806 C06 3H1 6 3H1 C07 C07 C 0 1 N N N 46.765 114.863 102.651 -4.172 2.909 -0.335 C07 3H1 7 3H1 C08 C08 C 0 1 N N N 47.213 113.337 99.992 -5.960 1.406 1.369 C08 3H1 8 3H1 O09 O09 O 0 1 N N N 44.860 117.010 102.572 -2.147 1.515 -1.728 O09 3H1 9 3H1 O10 O10 O 0 1 N N N 46.654 115.407 103.753 -3.427 3.550 -1.046 O10 3H1 10 3H1 O11 O11 O 0 1 N N N 43.873 116.339 97.897 -3.538 -2.629 0.129 O11 3H1 11 3H1 CL12 CL12 CL 0 0 N N N 45.664 114.122 97.386 -5.768 -1.553 1.733 CL12 3H1 12 3H1 C13 C13 C 0 1 N N N 43.352 117.850 100.259 -1.736 -1.273 -1.563 C13 3H1 13 3H1 C14 C14 C 0 1 N N N 42.162 117.677 101.181 -0.488 -1.317 -0.719 C14 3H1 14 3H1 C15 C15 C 0 1 N N N 41.055 118.428 101.230 0.658 -0.852 -1.204 C15 3H1 15 3H1 C16 C16 C 0 1 N N N 40.902 119.621 100.262 0.743 -0.404 -2.640 C16 3H1 16 3H1 C17 C17 C 0 1 N N N 40.106 118.119 102.140 1.845 -0.774 -0.338 C17 3H1 17 3H1 C18 C18 C 0 1 N N N 38.957 118.782 102.309 2.991 -0.308 -0.823 C18 3H1 18 3H1 C19 C19 C 0 1 N N S 37.764 118.603 103.286 4.207 -0.228 0.064 C19 3H1 19 3H1 C20 C20 C 0 1 N N R 37.075 117.128 103.160 5.326 -1.088 -0.526 C20 3H1 20 3H1 C21 C21 C 0 1 N N N 36.001 116.853 104.310 6.534 -1.084 0.414 C21 3H1 21 3H1 C22 C22 C 0 1 N N N 36.331 117.392 105.743 7.092 0.339 0.518 C22 3H1 22 3H1 C23 C23 C 0 1 N N N 37.070 118.754 105.697 5.972 1.265 0.938 C23 3H1 23 3H1 C24 C24 C 0 1 N N R 38.299 118.853 104.772 4.678 1.227 0.155 C24 3H1 24 3H1 C25 C25 C 0 1 N N N 36.344 116.836 101.803 4.825 -2.523 -0.703 C25 3H1 25 3H1 O26 O26 O 0 1 N N N 36.641 119.734 106.302 6.108 2.017 1.874 O26 3H1 26 3H1 C27 C27 C 0 1 N N N 38.993 120.224 105.070 3.618 2.066 0.873 C27 3H1 27 3H1 C28 C28 C 0 1 N N N 36.784 119.762 102.830 3.854 -0.739 1.462 C28 3H1 28 3H1 H07 H07 H 0 1 N N N 47.465 114.044 102.583 -4.959 3.407 0.212 H07 3H1 29 3H1 H08 H08 H 0 1 N N N 47.448 113.169 98.930 -6.864 1.434 0.761 H08 3H1 30 3H1 H08A H08A H 0 0 N N N 48.138 113.571 100.539 -6.160 0.861 2.292 H08A 3H1 31 3H1 H08B H08B H 0 0 N N N 46.756 112.430 100.414 -5.652 2.424 1.608 H08B 3H1 32 3H1 HO09 HO09 H 0 0 N N N 44.808 116.404 103.302 -1.355 1.844 -1.281 HO09 3H1 33 3H1 HO11 HO11 H 0 0 N N N 42.949 116.420 98.103 -4.044 -3.139 -0.519 HO11 3H1 34 3H1 H13 H13 H 0 1 N N N 43.893 118.751 100.583 -2.054 -2.290 -1.794 H13 3H1 35 3H1 H13A H13A H 0 0 N N N 42.942 117.908 99.240 -1.530 -0.738 -2.490 H13A 3H1 36 3H1 H14 H14 H 0 1 N N N 42.213 116.854 101.878 -0.526 -1.726 0.280 H14 3H1 37 3H1 H16 H16 H 0 1 N N N 40.866 120.558 100.837 0.410 0.631 -2.719 H16 3H1 38 3H1 H16A H16A H 0 0 N N N 41.759 119.647 99.573 1.774 -0.481 -2.985 H16A 3H1 39 3H1 H16B H16B H 0 0 N N N 39.972 119.508 99.686 0.105 -1.039 -3.257 H16B 3H1 40 3H1 H18 H18 H 0 1 N N N 38.834 119.610 101.627 3.052 0.012 -1.852 H18 3H1 41 3H1 H20 H20 H 0 1 N N N 37.948 116.464 103.243 5.620 -0.686 -1.495 H20 3H1 42 3H1 H21 H21 H 0 1 N N N 35.063 117.333 103.995 6.227 -1.428 1.401 H21 3H1 43 3H1 H21A H21A H 0 0 N N N 35.966 115.759 104.415 7.303 -1.748 0.020 H21A 3H1 44 3H1 H22 H22 H 0 1 N N N 35.388 117.522 106.295 7.888 0.366 1.263 H22 3H1 45 3H1 H22A H22A H 0 0 N N N 36.990 116.663 106.237 7.482 0.652 -0.451 H22A 3H1 46 3H1 H24 H24 H 0 1 N N N 39.087 118.103 104.931 4.845 1.622 -0.847 H24 3H1 47 3H1 H25 H25 H 0 1 N N N 35.260 116.768 101.977 3.969 -2.528 -1.377 H25 3H1 48 3H1 H25A H25A H 0 0 N N N 36.550 117.650 101.093 5.622 -3.137 -1.123 H25A 3H1 49 3H1 H25B H25B H 0 0 N N N 36.709 115.885 101.387 4.528 -2.926 0.265 H25B 3H1 50 3H1 H27 H27 H 0 1 N N N 39.156 120.325 106.153 3.462 1.672 1.877 H27 3H1 51 3H1 H27A H27A H 0 0 N N N 39.961 120.266 104.548 3.956 3.100 0.936 H27A 3H1 52 3H1 H27B H27B H 0 0 N N N 38.350 121.044 104.718 2.683 2.023 0.316 H27B 3H1 53 3H1 H28 H28 H 0 1 N N N 36.557 120.410 103.689 3.519 -1.775 1.397 H28 3H1 54 3H1 H28A H28A H 0 0 N N N 37.263 120.357 102.039 4.733 -0.681 2.103 H28A 3H1 55 3H1 H28B H28B H 0 0 N N N 35.851 119.323 102.446 3.056 -0.126 1.882 H28B 3H1 56 3H1 H29 H29 H 0 1 N N N 40.289 117.270 102.782 1.785 -1.094 0.691 H29 3H1 57 # # 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 3H1 C01 C02 DOUB Y N 1 3H1 C01 C06 SING Y N 2 3H1 C01 O09 SING N N 3 3H1 C02 C03 SING Y N 4 3H1 C02 C07 SING N N 5 3H1 C03 C04 DOUB Y N 6 3H1 C03 C08 SING N N 7 3H1 C04 C05 SING Y N 8 3H1 C04 CL12 SING N N 9 3H1 C05 C06 DOUB Y N 10 3H1 C05 O11 SING N N 11 3H1 C06 C13 SING N N 12 3H1 C07 O10 DOUB N N 13 3H1 C07 H07 SING N N 14 3H1 C08 H08 SING N N 15 3H1 C08 H08A SING N N 16 3H1 C08 H08B SING N N 17 3H1 O09 HO09 SING N N 18 3H1 O11 HO11 SING N N 19 3H1 C13 C14 SING N N 20 3H1 C13 H13 SING N N 21 3H1 C13 H13A SING N N 22 3H1 C14 C15 DOUB N E 23 3H1 C14 H14 SING N N 24 3H1 C15 C16 SING N N 25 3H1 C15 C17 SING N N 26 3H1 C16 H16 SING N N 27 3H1 C16 H16A SING N N 28 3H1 C16 H16B SING N N 29 3H1 C17 C18 DOUB N E 30 3H1 C18 C19 SING N N 31 3H1 C18 H18 SING N N 32 3H1 C19 C20 SING N N 33 3H1 C19 C24 SING N N 34 3H1 C19 C28 SING N N 35 3H1 C20 C21 SING N N 36 3H1 C20 C25 SING N N 37 3H1 C20 H20 SING N N 38 3H1 C21 C22 SING N N 39 3H1 C21 H21 SING N N 40 3H1 C21 H21A SING N N 41 3H1 C22 C23 SING N N 42 3H1 C22 H22 SING N N 43 3H1 C22 H22A SING N N 44 3H1 C23 C24 SING N N 45 3H1 C23 O26 DOUB N N 46 3H1 C24 C27 SING N N 47 3H1 C24 H24 SING N N 48 3H1 C25 H25 SING N N 49 3H1 C25 H25A SING N N 50 3H1 C25 H25B SING N N 51 3H1 C27 H27 SING N N 52 3H1 C27 H27A SING N N 53 3H1 C27 H27B SING N N 54 3H1 C28 H28 SING N N 55 3H1 C28 H28A SING N N 56 3H1 C28 H28B SING N N 57 3H1 C17 H29 SING N N 58 # # 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 3H1 SMILES ACDLabs 10.04 "O=Cc1c(O)c(c(O)c(Cl)c1C)C/C=C(/C=C/C2(C)C(C(=O)CCC2C)C)C" 3H1 SMILES_CANONICAL CACTVS 3.341 "C[C@@H]1CCC(=O)[C@H](C)[C@@]1(C)/C=C/C(C)=C/Cc2c(O)c(Cl)c(C)c(C=O)c2O" 3H1 SMILES CACTVS 3.341 "C[CH]1CCC(=O)[CH](C)[C]1(C)C=CC(C)=CCc2c(O)c(Cl)c(C)c(C=O)c2O" 3H1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(c(c1Cl)O)C\C=C(/C)\C=C\[C@]2([C@@H](CCC(=O)[C@@H]2C)C)C)O)C=O" 3H1 SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c(c(c(c(c1Cl)O)CC=C(C)C=CC2(C(CCC(=O)C2C)C)C)O)C=O" 3H1 InChI InChI 1.03 "InChI=1S/C23H29ClO4/c1-13(10-11-23(5)14(2)7-9-19(26)16(23)4)6-8-17-21(27)18(12-25)15(3)20(24)22(17)28/h6,10-12,14,16,27-28H,7-9H2,1-5H3/b11-10+,13-6+/t14-,16+,23+/m1/s1" 3H1 InChIKey InChI 1.03 SETVRSKZJJWOPA-FLDGXQSCSA-N # # 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 3H1 "SYSTEMATIC NAME" ACDLabs 10.04 "3-chloro-4,6-dihydroxy-2-methyl-5-{(2E,4E)-3-methyl-5-[(1R,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]penta-2,4-dien-1-yl}benzaldehyde" 3H1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-chloro-2,4-dihydroxy-6-methyl-3-[(2E,4E)-3-methyl-5-[(1R,2R,6R)-1,2,6-trimethyl-3-oxo-cyclohexyl]penta-2,4-dienyl]benzaldehyde" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3H1 "Create component" 2009-04-13 RCSB 3H1 "Modify descriptor" 2011-06-04 RCSB 3H1 "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3H1 _pdbx_chem_comp_synonyms.name ASCOCHLORIN _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##