data_ZHB # _chem_comp.id ZHB _chem_comp.name "(3S,7S,11E)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H24 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-03-08 _chem_comp.pdbx_modified_date 2016-12-30 _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 320.380 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ZHB _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 5IE6 _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 ZHB CAO C1 C 0 1 N N N -3.510 31.473 -16.794 4.157 0.479 -1.111 CAO ZHB 1 ZHB CAL C2 C 0 1 N N N -3.434 30.894 -18.175 3.301 1.455 -0.303 CAL ZHB 2 ZHB CAM C3 C 0 1 N N N -4.037 31.793 -19.240 1.934 1.616 -0.974 CAM ZHB 3 ZHB CAV C4 C 0 1 N N S -4.588 30.948 -20.397 1.087 2.586 -0.147 CAV ZHB 4 ZHB CAA C5 C 0 1 N N N -3.917 31.428 -21.662 1.674 2.700 1.261 CAA ZHB 5 ZHB OAP O1 O 0 1 N N N -6.045 31.073 -20.386 -0.276 2.099 -0.064 OAP ZHB 6 ZHB CAQ C6 C 0 1 N N N -6.863 31.536 -21.388 -0.471 0.764 -0.064 CAQ ZHB 7 ZHB OAB O2 O 0 1 N N N -6.631 31.291 -22.569 0.474 -0.000 -0.082 OAB ZHB 8 ZHB CAU C7 C 0 1 Y N N -7.905 32.425 -21.028 -1.849 0.250 -0.041 CAU ZHB 9 ZHB CAS C8 C 0 1 Y N N -8.496 33.181 -22.045 -2.912 1.158 0.101 CAS ZHB 10 ZHB OAD O3 O 0 1 N N N -8.128 32.991 -23.318 -2.656 2.481 0.260 OAD ZHB 11 ZHB CAH C9 C 0 1 Y N N -9.486 34.095 -21.807 -4.218 0.707 0.079 CAH ZHB 12 ZHB CAR C10 C 0 1 Y N N -9.934 34.322 -20.516 -4.488 -0.646 -0.084 CAR ZHB 13 ZHB OAC O4 O 0 1 N N N -10.894 35.253 -20.320 -5.774 -1.075 -0.130 OAC ZHB 14 ZHB CAI C11 C 0 1 Y N N -9.412 33.595 -19.486 -3.452 -1.560 -0.203 CAI ZHB 15 ZHB CAT C12 C 0 1 Y N N -8.397 32.634 -19.701 -2.124 -1.126 -0.160 CAT ZHB 16 ZHB CAG C13 C 0 1 N N N -7.889 31.926 -18.578 -1.049 -2.133 -0.191 CAG ZHB 17 ZHB CAF C14 C 0 1 N N N -8.532 31.813 -17.341 0.091 -1.948 0.457 CAF ZHB 18 ZHB CAJ C15 C 0 1 N N N -7.997 31.030 -16.330 1.164 -3.009 0.392 CAJ ZHB 19 ZHB CAK C16 C 0 1 N N N -7.106 31.725 -15.320 2.534 -2.377 0.630 CAK ZHB 20 ZHB CAN C17 C 0 1 N N N -5.839 32.224 -15.968 3.008 -1.692 -0.653 CAN ZHB 21 ZHB CAW C18 C 0 1 N N S -4.842 31.019 -16.098 4.253 -0.852 -0.359 CAW ZHB 22 ZHB OAE O5 O 0 1 N N N -4.482 30.461 -14.802 4.338 -0.601 1.045 OAE ZHB 23 ZHB H1 H1 H 0 1 N N N -2.651 31.121 -16.203 3.698 0.313 -2.086 H1 ZHB 24 ZHB H2 H2 H 0 1 N N N -3.487 32.571 -16.857 5.156 0.894 -1.244 H2 ZHB 25 ZHB H3 H3 H 0 1 N N N -3.974 29.936 -18.181 3.166 1.069 0.708 H3 ZHB 26 ZHB H4 H4 H 0 1 N N N -2.376 30.721 -18.423 3.799 2.423 -0.258 H4 ZHB 27 ZHB H5 H5 H 0 1 N N N -3.262 32.473 -19.623 2.067 2.013 -1.980 H5 ZHB 28 ZHB H6 H6 H 0 1 N N N -4.855 32.382 -18.798 1.437 0.647 -1.026 H6 ZHB 29 ZHB H7 H7 H 0 1 N N N -4.310 29.898 -20.225 1.093 3.567 -0.622 H7 ZHB 30 ZHB H8 H8 H 0 1 N N N -2.829 31.294 -21.574 1.666 1.720 1.739 H8 ZHB 31 ZHB H9 H9 H 0 1 N N N -4.290 30.847 -22.518 2.698 3.066 1.199 H9 ZHB 32 ZHB H10 H10 H 0 1 N N N -4.144 32.493 -21.816 1.074 3.396 1.849 H10 ZHB 33 ZHB H11 H11 H 0 1 N N N -7.473 32.305 -23.360 -2.558 2.755 1.182 H11 ZHB 34 ZHB H12 H12 H 0 1 N N N -9.921 34.643 -22.630 -5.031 1.408 0.191 H12 ZHB 35 ZHB H13 H13 H 0 1 N N N -11.103 35.303 -19.395 -6.152 -1.092 -1.020 H13 ZHB 36 ZHB H14 H14 H 0 1 N N N -9.782 33.757 -18.484 -3.672 -2.610 -0.328 H14 ZHB 37 ZHB H15 H15 H 0 1 N N N -6.932 31.437 -18.688 -1.191 -3.043 -0.768 H15 ZHB 38 ZHB H16 H16 H 0 1 N N N -9.458 32.343 -17.171 0.252 -1.061 1.053 H16 ZHB 39 ZHB H17 H17 H 0 1 N N N -8.836 30.581 -15.779 0.975 -3.763 1.156 H17 ZHB 40 ZHB H18 H18 H 0 1 N N N -7.403 30.235 -16.805 1.149 -3.479 -0.591 H18 ZHB 41 ZHB H19 H19 H 0 1 N N N -7.649 32.579 -14.889 2.460 -1.640 1.430 H19 ZHB 42 ZHB H20 H20 H 0 1 N N N -6.846 31.015 -14.521 3.247 -3.151 0.914 H20 ZHB 43 ZHB H21 H21 H 0 1 N N N -5.390 33.013 -15.347 3.249 -2.448 -1.400 H21 ZHB 44 ZHB H22 H22 H 0 1 N N N -6.066 32.628 -16.966 2.217 -1.046 -1.033 H22 ZHB 45 ZHB H23 H23 H 0 1 N N N -5.313 30.244 -16.721 5.142 -1.391 -0.687 H23 ZHB 46 ZHB H24 H24 H 0 1 N N N -5.267 30.175 -14.351 4.402 -1.401 1.584 H24 ZHB 47 # 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 ZHB OAD CAS SING N N 1 ZHB OAB CAQ DOUB N N 2 ZHB CAS CAH DOUB Y N 3 ZHB CAS CAU SING Y N 4 ZHB CAH CAR SING Y N 5 ZHB CAA CAV SING N N 6 ZHB CAQ CAU SING N N 7 ZHB CAQ OAP SING N N 8 ZHB CAU CAT DOUB Y N 9 ZHB CAR OAC SING N N 10 ZHB CAR CAI DOUB Y N 11 ZHB CAV OAP SING N N 12 ZHB CAV CAM SING N N 13 ZHB CAT CAI SING Y N 14 ZHB CAT CAG SING N N 15 ZHB CAM CAL SING N N 16 ZHB CAG CAF DOUB N E 17 ZHB CAL CAO SING N N 18 ZHB CAF CAJ SING N N 19 ZHB CAO CAW SING N N 20 ZHB CAJ CAK SING N N 21 ZHB CAW CAN SING N N 22 ZHB CAW OAE SING N N 23 ZHB CAN CAK SING N N 24 ZHB CAO H1 SING N N 25 ZHB CAO H2 SING N N 26 ZHB CAL H3 SING N N 27 ZHB CAL H4 SING N N 28 ZHB CAM H5 SING N N 29 ZHB CAM H6 SING N N 30 ZHB CAV H7 SING N N 31 ZHB CAA H8 SING N N 32 ZHB CAA H9 SING N N 33 ZHB CAA H10 SING N N 34 ZHB OAD H11 SING N N 35 ZHB CAH H12 SING N N 36 ZHB OAC H13 SING N N 37 ZHB CAI H14 SING N N 38 ZHB CAG H15 SING N N 39 ZHB CAF H16 SING N N 40 ZHB CAJ H17 SING N N 41 ZHB CAJ H18 SING N N 42 ZHB CAK H19 SING N N 43 ZHB CAK H20 SING N N 44 ZHB CAN H21 SING N N 45 ZHB CAN H22 SING N N 46 ZHB CAW H23 SING N N 47 ZHB OAE H24 SING N N 48 # 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 ZHB SMILES ACDLabs 12.01 "C1C(CCCC=Cc2c(C(OC(CC1)C)=O)c(cc(O)c2)O)O" ZHB InChI InChI 1.03 "InChI=1S/C18H24O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,14,19-21H,2,4-6,8-9H2,1H3/b7-3+/t12-,14-/m0/s1" ZHB InChIKey InChI 1.03 FPQFYIAXQDXNOR-PMRAARRBSA-N ZHB SMILES_CANONICAL CACTVS 3.385 "C[C@H]1CCC[C@@H](O)CCC/C=C/c2cc(O)cc(O)c2C(=O)O1" ZHB SMILES CACTVS 3.385 "C[CH]1CCC[CH](O)CCCC=Cc2cc(O)cc(O)c2C(=O)O1" ZHB SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@H]1CCC[C@H](CCC/C=C/c2cc(cc(c2C(=O)O1)O)O)O" ZHB SMILES "OpenEye OEToolkits" 2.0.4 "CC1CCCC(CCCC=Cc2cc(cc(c2C(=O)O1)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 ZHB "SYSTEMATIC NAME" ACDLabs 12.01 "(3S,7S,11E)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one" ZHB "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{E},7~{S},11~{S})-11-methyl-7,15,17-tris(oxidanyl)-12-oxabicyclo[12.4.0]octadeca-1(14),2,15,17-tetraen-13-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ZHB "Create component" 2016-03-08 RCSB ZHB "Initial release" 2017-01-04 RCSB #