data_3ON # _chem_comp.id 3ON _chem_comp.name "(3R)-3-HYDROXY-8'-APOCAROTENOL" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H42 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(1R)-4-[(1E,3E,5E,7Z,9E,11Z,13E,15E)-17-HYDROXY-3,7,12,16-TETRAMETHYLHEPTADECA-1,3,5,7,9,11,13,15-OCTAEN-1-YL]-3,5,5-TRIMETHYLCYCLOHEX-3-EN-1-OL" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2005-01-26 _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 434.653 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3ON _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "not provided" _chem_comp.pdbx_ideal_coordinates_missing_flag Y _chem_comp.pdbx_model_coordinates_db_code 2BIW _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 3ON O1 O1 O 0 1 N N N 8.039 -3.748 86.509 ? ? ? O1 3ON 1 3ON C5 C5 C 0 1 N N R 8.759 -4.920 86.969 ? ? ? C5 3ON 2 3ON C4 C4 C 0 1 N N N 8.926 -4.955 88.514 ? ? ? C4 3ON 3 3ON C3 C3 C 0 1 N N N 10.100 -5.837 88.909 ? ? ? C3 3ON 4 3ON C11 C11 C 0 1 N N N 9.878 -7.034 89.761 ? ? ? C11 3ON 5 3ON C6 C6 C 0 1 N N N 10.089 -5.102 86.183 ? ? ? C6 3ON 6 3ON C1 C1 C 0 1 N N N 11.456 -5.325 86.914 ? ? ? C1 3ON 7 3ON C9 C9 C 0 1 N N N 12.138 -6.527 86.199 ? ? ? C9 3ON 8 3ON C8 C8 C 0 1 N N N 12.280 -4.041 86.680 ? ? ? C8 3ON 9 3ON C2 C2 C 0 1 N N N 11.323 -5.536 88.458 ? ? ? C2 3ON 10 3ON C7 C7 C 0 1 N N N 12.436 -5.343 89.458 ? ? ? C7 3ON 11 3ON C12 C12 C 0 1 N N N 13.723 -5.344 89.094 ? ? ? C12 3ON 12 3ON C13 C13 C 0 1 N N N 14.881 -5.129 89.983 ? ? ? C13 3ON 13 3ON C14 C14 C 0 1 N N N 14.615 -4.721 91.383 ? ? ? C14 3ON 14 3ON C15 C15 C 0 1 N N N 16.146 -5.230 89.551 ? ? ? C15 3ON 15 3ON C16 C16 C 0 1 N N N 17.343 -5.008 90.378 ? ? ? C16 3ON 16 3ON C17 C17 C 0 1 N N N 18.535 -4.904 89.758 ? ? ? C17 3ON 17 3ON C18 C18 C 0 1 N N N 19.815 -4.689 90.465 ? ? ? C18 3ON 18 3ON C19 C19 C 0 1 N N N 19.794 -5.071 91.889 ? ? ? C19 3ON 19 3ON C20 C20 C 0 1 N N N 20.982 -4.197 89.934 ? ? ? C20 3ON 20 3ON C21 C21 C 0 1 N N N 21.158 -3.832 88.519 ? ? ? C21 3ON 21 3ON C22 C22 C 0 1 N N N 22.360 -4.165 88.053 ? ? ? C22 3ON 22 3ON C23 C23 C 0 1 N N N 22.964 -4.101 86.718 ? ? ? C23 3ON 23 3ON C24 C24 C 0 1 N N N 24.288 -4.297 86.460 ? ? ? C24 3ON 24 3ON C26 C26 C 0 1 N N N 24.771 -4.283 85.053 ? ? ? C26 3ON 25 3ON C25 C25 C 0 1 N N N 25.426 -4.328 87.391 ? ? ? C25 3ON 26 3ON C27 C27 C 0 1 N N N 26.628 -4.598 86.885 ? ? ? C27 3ON 27 3ON C28 C28 C 0 1 N N N 27.865 -4.636 87.681 ? ? ? C28 3ON 28 3ON C29 C29 C 0 1 N N N 29.056 -4.963 87.113 ? ? ? C29 3ON 29 3ON C30 C30 C 0 1 N N N 29.116 -5.316 85.637 ? ? ? C30 3ON 30 3ON C31 C31 C 0 1 N N N 30.353 -5.002 87.908 ? ? ? C31 3ON 31 3ON O2 O2 O 0 1 N N N 31.455 -4.968 86.971 ? ? ? O2 3ON 32 3ON H1 H1 H 0 1 N N N 7.937 -3.727 85.565 ? ? ? H1 3ON 33 3ON H5 H5 H 0 1 N N N 8.122 -5.797 86.707 ? ? ? H5 3ON 34 3ON H4C1 1H4C H 0 0 N N N 7.985 -5.267 89.024 ? ? ? H4C1 3ON 35 3ON H4C2 2H4C H 0 0 N N N 9.017 -3.930 88.943 ? ? ? H4C2 3ON 36 3ON H111 1H11 H 0 0 N N N 10.739 -7.681 90.051 ? ? ? H111 3ON 37 3ON H112 2H11 H 0 0 N N N 9.105 -7.674 89.275 ? ? ? H112 3ON 38 3ON H113 3H11 H 0 0 N N N 9.351 -6.713 90.689 ? ? ? H113 3ON 39 3ON H6C1 1H6C H 0 0 N N N 10.205 -4.227 85.502 ? ? ? H6C1 3ON 40 3ON H6C2 2H6C H 0 0 N N N 9.947 -5.940 85.462 ? ? ? H6C2 3ON 41 3ON H9C1 1H9C H 0 0 N N N 13.111 -6.686 86.719 ? ? ? H9C1 3ON 42 3ON H9C2 2H9C H 0 0 N N N 12.241 -6.388 85.098 ? ? ? H9C2 3ON 43 3ON H9C3 3H9C H 0 0 N N N 11.500 -7.441 86.161 ? ? ? H9C3 3ON 44 3ON H8C1 1H8C H 0 0 N N N 13.253 -4.200 87.200 ? ? ? H8C1 3ON 45 3ON H8C2 2H8C H 0 0 N N N 11.753 -3.111 86.997 ? ? ? H8C2 3ON 46 3ON H8C3 3H8C H 0 0 N N N 12.390 -3.774 85.603 ? ? ? H8C3 3ON 47 3ON H7 H7 H 0 1 N N N 12.181 -5.197 90.521 ? ? ? H7 3ON 48 3ON H12 H12 H 0 1 N N N 13.939 -5.523 88.027 ? ? ? H12 3ON 49 3ON H141 1H14 H 0 0 N N N 15.490 -4.558 92.055 ? ? ? H141 3ON 50 3ON H142 2H14 H 0 0 N N N 13.924 -5.458 91.854 ? ? ? H142 3ON 51 3ON H143 3H14 H 0 0 N N N 13.979 -3.805 91.383 ? ? ? H143 3ON 52 3ON H15 H15 H 0 1 N N N 16.302 -5.501 88.493 ? ? ? H15 3ON 53 3ON H16 H16 H 0 1 N N N 17.267 -4.929 91.476 ? ? ? H16 3ON 54 3ON H17 H17 H 0 1 N N N 18.557 -4.984 88.658 ? ? ? H17 3ON 55 3ON H191 1H19 H 0 0 N N N 20.760 -4.909 92.422 ? ? ? H191 3ON 56 3ON H192 2H19 H 0 0 N N N 19.459 -6.128 92.004 ? ? ? H192 3ON 57 3ON H193 3H19 H 0 0 N N N 18.964 -4.549 92.420 ? ? ? H193 3ON 58 3ON H20 H20 H 0 1 N N N 21.843 -4.067 90.611 ? ? ? H20 3ON 59 3ON H21 H21 H 0 1 N N N 20.381 -3.338 87.912 ? ? ? H21 3ON 60 3ON H22 H22 H 0 1 N N N 23.036 -4.570 88.825 ? ? ? H22 3ON 61 3ON H23 H23 H 0 1 N N N 22.302 -3.879 85.865 ? ? ? H23 3ON 62 3ON H261 1H26 H 0 0 N N N 25.854 -4.443 84.842 ? ? ? H261 3ON 63 3ON H262 2H26 H 0 0 N N N 24.454 -3.325 84.578 ? ? ? H262 3ON 64 3ON H263 3H26 H 0 0 N N N 24.181 -5.026 84.467 ? ? ? H263 3ON 65 3ON H25 H25 H 0 1 N N N 25.289 -4.135 88.468 ? ? ? H25 3ON 66 3ON H27 H27 H 0 1 N N N 26.701 -4.806 85.804 ? ? ? H27 3ON 67 3ON H28 H28 H 0 1 N N N 27.825 -4.395 88.757 ? ? ? H28 3ON 68 3ON H301 1H30 H 0 0 N N N 30.093 -5.584 85.171 ? ? ? H301 3ON 69 3ON H302 2H30 H 0 0 N N N 28.664 -4.480 85.054 ? ? ? H302 3ON 70 3ON H303 3H30 H 0 0 N N N 28.392 -6.141 85.440 ? ? ? H303 3ON 71 3ON H311 1H31 H 0 0 N N N 30.406 -5.872 88.604 ? ? ? H311 3ON 72 3ON H312 2H31 H 0 0 N N N 30.413 -4.194 88.674 ? ? ? H312 3ON 73 3ON H2 H2 H 0 1 N N N 32.265 -4.992 87.467 ? ? ? H2 3ON 74 # # 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 3ON O1 C5 SING N N 1 3ON O1 H1 SING N N 2 3ON C5 C4 SING N N 3 3ON C5 C6 SING N N 4 3ON C5 H5 SING N N 5 3ON C4 C3 SING N N 6 3ON C4 H4C1 SING N N 7 3ON C4 H4C2 SING N N 8 3ON C3 C11 SING N N 9 3ON C3 C2 DOUB N N 10 3ON C11 H111 SING N N 11 3ON C11 H112 SING N N 12 3ON C11 H113 SING N N 13 3ON C6 C1 SING N N 14 3ON C6 H6C1 SING N N 15 3ON C6 H6C2 SING N N 16 3ON C1 C9 SING N N 17 3ON C1 C8 SING N N 18 3ON C1 C2 SING N N 19 3ON C9 H9C1 SING N N 20 3ON C9 H9C2 SING N N 21 3ON C9 H9C3 SING N N 22 3ON C8 H8C1 SING N N 23 3ON C8 H8C2 SING N N 24 3ON C8 H8C3 SING N N 25 3ON C2 C7 SING N N 26 3ON C7 C12 DOUB N E 27 3ON C7 H7 SING N N 28 3ON C12 C13 SING N N 29 3ON C12 H12 SING N N 30 3ON C13 C14 SING N N 31 3ON C13 C15 DOUB N E 32 3ON C14 H141 SING N N 33 3ON C14 H142 SING N N 34 3ON C14 H143 SING N N 35 3ON C15 C16 SING N N 36 3ON C15 H15 SING N N 37 3ON C16 C17 DOUB N E 38 3ON C16 H16 SING N N 39 3ON C17 C18 SING N N 40 3ON C17 H17 SING N N 41 3ON C18 C19 SING N N 42 3ON C18 C20 DOUB N Z 43 3ON C19 H191 SING N N 44 3ON C19 H192 SING N N 45 3ON C19 H193 SING N N 46 3ON C20 C21 SING N N 47 3ON C20 H20 SING N N 48 3ON C21 C22 DOUB N E 49 3ON C21 H21 SING N N 50 3ON C22 C23 SING N N 51 3ON C22 H22 SING N N 52 3ON C23 C24 DOUB N Z 53 3ON C23 H23 SING N N 54 3ON C24 C26 SING N N 55 3ON C24 C25 SING N N 56 3ON C26 H261 SING N N 57 3ON C26 H262 SING N N 58 3ON C26 H263 SING N N 59 3ON C25 C27 DOUB N E 60 3ON C25 H25 SING N N 61 3ON C27 C28 SING N N 62 3ON C27 H27 SING N N 63 3ON C28 C29 DOUB N E 64 3ON C28 H28 SING N N 65 3ON C29 C30 SING N N 66 3ON C29 C31 SING N N 67 3ON C30 H301 SING N N 68 3ON C30 H302 SING N N 69 3ON C30 H303 SING N N 70 3ON C31 O2 SING N N 71 3ON C31 H311 SING N N 72 3ON C31 H312 SING N N 73 3ON O2 H2 SING N N 74 # # 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 3ON SMILES ACDLabs 10.04 "OC1CC(=C(\C=C\C(=C\C=C\C(=C/C=C/C=C(\C=C\C=C(/C)CO)C)C)C)C(C)(C)C1)C" 3ON SMILES_CANONICAL CACTVS 3.341 "C\C(CO)=C/C=C/C(C)=C\C=C\C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C" 3ON SMILES CACTVS 3.341 "CC(CO)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC1=C(C)C[CH](O)CC1(C)C" 3ON SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=C(C(C[C@@H](C1)O)(C)C)\C=C\C(=C\C=C\C(=C/C=C/C=C(/C)\C=C\C=C(/C)\CO)\C)\C" 3ON SMILES "OpenEye OEToolkits" 1.5.0 "CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)CO)C)C" 3ON InChI InChI 1.03 "InChI=1S/C30H42O2/c1-23(12-8-9-13-24(2)15-11-17-26(4)22-31)14-10-16-25(3)18-19-29-27(5)20-28(32)21-30(29,6)7/h8-19,28,31-32H,20-22H2,1-7H3/b9-8+,14-10+,15-11+,19-18+,23-12-,24-13-,25-16+,26-17+/t28-/m1/s1" 3ON InChIKey InChI 1.03 FNAJVVMDXCOSFY-VFGOXHQXSA-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 3ON "SYSTEMATIC NAME" ACDLabs 10.04 "(1R)-4-[(1E,3E,5E,7Z,9E,11Z,13E,15E)-17-hydroxy-3,7,12,16-tetramethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol" 3ON "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R)-4-[(1E,3E,5E,7Z,9E,11Z,13E,15E)-17-hydroxy-3,7,12,16-tetramethyl-heptadeca-1,3,5,7,9,11,13,15-octaenyl]-3,5,5-trimethyl-cyclohex-3-en-1-ol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3ON "Create component" 2005-01-26 EBI 3ON "Modify descriptor" 2011-06-04 RCSB 3ON "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 3ON _pdbx_chem_comp_synonyms.name "(1R)-4-[(1E,3E,5E,7Z,9E,11Z,13E,15E)-17-HYDROXY-3,7,12,16-TETRAMETHYLHEPTADECA-1,3,5,7,9,11,13,15-OCTAEN-1-YL]-3,5,5-TRIMETHYLCYCLOHEX-3-EN-1-OL" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##