data_SPH
# 
_chem_comp.id                                    SPH 
_chem_comp.name                                  SPHINGOSINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H37 N O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_chem_comp.pdbx_modified_date                    2008-12-05 
_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                        299.492 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SPH 
_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        1AR7 
_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 
SPH C1   C1   C 0 1 N N N 33.447 50.105 114.851 -7.253 -1.988 -0.040 C1   SPH 1  
SPH O1   O1   O 0 1 N N N 34.340 50.814 113.960 -8.586 -2.330 0.345  O1   SPH 2  
SPH C2   C2   C 0 1 N N R 32.528 50.980 115.685 -7.087 -0.467 -0.007 C2   SPH 3  
SPH N2   N2   N 0 1 N N N 33.358 51.748 116.609 -7.227 0.011  1.375  N2   SPH 4  
SPH C3   C3   C 0 1 N N S 31.683 51.811 114.648 -5.702 -0.094 -0.538 C3   SPH 5  
SPH O3   O3   O 0 1 N N N 31.065 50.864 113.788 -5.565 -0.559 -1.882 O3   SPH 6  
SPH C4   C4   C 0 1 N N N 30.509 52.608 115.123 -5.538 1.404  -0.505 C4   SPH 7  
SPH C5   C5   C 0 1 N N N 29.302 52.755 114.510 -4.493 1.936  0.078  C5   SPH 8  
SPH C6   C6   C 0 1 N N N 29.010 53.355 113.178 -3.369 1.055  0.559  C6   SPH 9  
SPH C7   C7   C 0 1 N N N 29.147 54.843 113.247 -2.042 1.568  -0.004 C7   SPH 10 
SPH C8   C8   C 0 1 N N N 28.968 55.455 111.870 -0.901 0.674  0.485  C8   SPH 11 
SPH C9   C9   C 0 1 N N N 29.184 56.955 111.960 0.426  1.187  -0.078 C9   SPH 12 
SPH C10  C10  C 0 1 N N N 28.114 57.764 111.281 1.567  0.293  0.411  C10  SPH 13 
SPH C11  C11  C 0 1 N N N 28.536 59.208 111.165 2.894  0.805  -0.152 C11  SPH 14 
SPH C12  C12  C 0 1 N N N 27.448 60.019 110.482 4.036  -0.089 0.337  C12  SPH 15 
SPH C13  C13  C 0 1 N N N 26.348 60.531 111.393 5.363  0.424  -0.226 C13  SPH 16 
SPH C14  C14  C 0 1 N N N 25.572 61.558 110.587 6.504  -0.470 0.263  C14  SPH 17 
SPH C15  C15  C 0 1 N N N 24.497 62.260 111.405 7.831  0.043  -0.300 C15  SPH 18 
SPH C16  C16  C 0 1 N N N 23.866 63.364 110.563 8.972  -0.852 0.189  C16  SPH 19 
SPH C17  C17  C 0 1 N N N 22.886 64.234 111.350 10.299 -0.339 -0.374 C17  SPH 20 
SPH C18  C18  C 0 1 N N N 22.394 65.466 110.544 11.440 -1.233 0.115  C18  SPH 21 
SPH H11  1H1  H 0 1 N N N 32.848 49.359 114.278 -7.062 -2.352 -1.049 H11  SPH 22 
SPH H12  2H1  H 0 1 N N N 34.029 49.423 115.513 -6.546 -2.446 0.652  H12  SPH 23 
SPH HO1  HO1  H 0 1 N N N 34.915 50.266 113.438 -8.648 -3.295 0.311  HO1  SPH 24 
SPH H2   H2   H 0 1 N N N 31.804 50.438 116.337 -7.852 -0.005 -0.631 H2   SPH 25 
SPH HN21 1HN2 H 0 0 N N N 32.740 52.335 117.169 -8.107 -0.345 1.717  HN21 SPH 26 
SPH HN22 2HN2 H 0 0 N N N 34.088 52.279 116.135 -6.503 -0.441 1.913  HN22 SPH 27 
SPH H3   H3   H 0 1 N N N 32.429 52.533 114.243 -4.937 -0.556 0.086  H3   SPH 28 
SPH HO3  HO3  H 0 1 N N N 30.555 51.365 113.162 -6.259 -0.126 -2.399 HO3  SPH 29 
SPH H4   H4   H 0 1 N N N 30.537 53.173 116.069 -6.283 2.039  -0.962 H4   SPH 30 
SPH H5   H5   H 0 1 N N N 28.493 52.354 115.145 -4.436 3.006  0.213  H5   SPH 31 
SPH H61  1H6  H 0 1 N N N 29.642 52.913 112.372 -3.537 0.033  0.220  H61  SPH 32 
SPH H62  2H6  H 0 1 N N N 28.012 53.044 112.789 -3.333 1.075  1.648  H62  SPH 33 
SPH H71  1H7  H 0 1 N N N 28.450 55.290 113.993 -1.874 2.590  0.336  H71  SPH 34 
SPH H72  2H7  H 0 1 N N N 30.111 55.150 113.715 -2.077 1.549  -1.093 H72  SPH 35 
SPH H81  1H8  H 0 1 N N N 29.624 54.977 111.105 -1.069 -0.348 0.145  H81  SPH 36 
SPH H82  2H8  H 0 1 N N N 27.983 55.195 111.415 -0.865 0.694  1.574  H82  SPH 37 
SPH H91  1H9  H 0 1 N N N 29.301 57.271 113.022 0.595  2.209  0.262  H91  SPH 38 
SPH H92  2H9  H 0 1 N N N 30.191 57.230 111.570 0.391  1.167  -1.167 H92  SPH 39 
SPH H101 1H10 H 0 0 N N N 27.834 57.333 110.291 1.399  -0.729 0.071  H101 SPH 40 
SPH H102 2H10 H 0 0 N N N 27.128 57.660 111.792 1.603  0.312  1.500  H102 SPH 41 
SPH H111 1H11 H 0 0 N N N 28.819 59.639 112.153 3.063  1.827  0.188  H111 SPH 42 
SPH H112 2H11 H 0 0 N N N 29.519 59.314 110.651 2.859  0.786  -1.241 H112 SPH 43 
SPH H121 1H12 H 0 0 N N N 27.901 60.866 109.916 3.867  -1.111 -0.003 H121 SPH 44 
SPH H122 2H12 H 0 0 N N N 27.006 59.434 109.641 4.071  -0.069 1.426  H122 SPH 45 
SPH H131 1H13 H 0 0 N N N 25.707 59.720 111.812 5.531  1.446  0.114  H131 SPH 46 
SPH H132 2H13 H 0 0 N N N 26.725 60.924 112.365 5.327  0.404  -1.315 H132 SPH 47 
SPH H141 1H14 H 0 0 N N N 26.259 62.296 110.113 6.336  -1.492 -0.077 H141 SPH 48 
SPH H142 2H14 H 0 0 N N N 25.138 61.099 109.667 6.539  -0.451 1.352  H142 SPH 49 
SPH H151 1H15 H 0 0 N N N 23.738 61.548 111.806 7.999  1.065  0.040  H151 SPH 50 
SPH H152 2H15 H 0 0 N N N 24.886 62.640 112.378 7.795  0.023  -1.389 H152 SPH 51 
SPH H161 1H16 H 0 0 N N N 24.650 63.989 110.076 8.804  -1.874 -0.151 H161 SPH 52 
SPH H162 2H16 H 0 0 N N N 23.379 62.940 109.653 9.007  -0.832 1.278  H162 SPH 53 
SPH H171 1H17 H 0 0 N N N 22.025 63.630 111.721 10.467 0.683  -0.034 H171 SPH 54 
SPH H172 2H17 H 0 0 N N N 23.323 64.545 112.327 10.263 -0.358 -1.463 H172 SPH 55 
SPH H181 1H18 H 0 0 N N N 21.679 66.100 111.118 11.476 -1.213 1.204  H181 SPH 56 
SPH H182 2H18 H 0 0 N N N 23.254 66.069 110.172 11.272 -2.255 -0.225 H182 SPH 57 
SPH H183 3H18 H 0 0 N N N 21.956 65.155 109.566 12.385 -0.868 -0.286 H183 SPH 58 
# 
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 
SPH C1  O1   SING N N 1  
SPH C1  C2   SING N N 2  
SPH C1  H11  SING N N 3  
SPH C1  H12  SING N N 4  
SPH O1  HO1  SING N N 5  
SPH C2  N2   SING N N 6  
SPH C2  C3   SING N N 7  
SPH C2  H2   SING N N 8  
SPH N2  HN21 SING N N 9  
SPH N2  HN22 SING N N 10 
SPH C3  O3   SING N N 11 
SPH C3  C4   SING N N 12 
SPH C3  H3   SING N N 13 
SPH O3  HO3  SING N N 14 
SPH C4  C5   DOUB N Z 15 
SPH C4  H4   SING N N 16 
SPH C5  C6   SING N N 17 
SPH C5  H5   SING N N 18 
SPH C6  C7   SING N N 19 
SPH C6  H61  SING N N 20 
SPH C6  H62  SING N N 21 
SPH C7  C8   SING N N 22 
SPH C7  H71  SING N N 23 
SPH C7  H72  SING N N 24 
SPH C8  C9   SING N N 25 
SPH C8  H81  SING N N 26 
SPH C8  H82  SING N N 27 
SPH C9  C10  SING N N 28 
SPH C9  H91  SING N N 29 
SPH C9  H92  SING N N 30 
SPH C10 C11  SING N N 31 
SPH C10 H101 SING N N 32 
SPH C10 H102 SING N N 33 
SPH C11 C12  SING N N 34 
SPH C11 H111 SING N N 35 
SPH C11 H112 SING N N 36 
SPH C12 C13  SING N N 37 
SPH C12 H121 SING N N 38 
SPH C12 H122 SING N N 39 
SPH C13 C14  SING N N 40 
SPH C13 H131 SING N N 41 
SPH C13 H132 SING N N 42 
SPH C14 C15  SING N N 43 
SPH C14 H141 SING N N 44 
SPH C14 H142 SING N N 45 
SPH C15 C16  SING N N 46 
SPH C15 H151 SING N N 47 
SPH C15 H152 SING N N 48 
SPH C16 C17  SING N N 49 
SPH C16 H161 SING N N 50 
SPH C16 H162 SING N N 51 
SPH C17 C18  SING N N 52 
SPH C17 H171 SING N N 53 
SPH C17 H172 SING N N 54 
SPH C18 H181 SING N N 55 
SPH C18 H182 SING N N 56 
SPH C18 H183 SING N N 57 
# 
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 
SPH SMILES           ACDLabs              10.04 OCC(N)C(O)\C=C/CCCCCCCCCCCCC                                                                                                 
SPH InChI            InChI                1.02b InChI=1/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/t17-,18+/m1/s1 
SPH InChIKey         InChI                1.02b WWUZIQQURGPMPG-MSOLQXFVBC                                                                                                    
SPH SMILES_CANONICAL CACTVS               3.341 CCCCCCCCCCCCC\C=C/[C@H](O)[C@H](N)CO                                                                                         
SPH SMILES           CACTVS               3.341 CCCCCCCCCCCCCC=C[CH](O)[CH](N)CO                                                                                             
SPH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCC=C[C@@H]([C@@H](CO)N)O                                                                                         
SPH SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCCCCCCCCCC=CC(C(CO)N)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 
SPH "SYSTEMATIC NAME" ACDLabs              10.04 (2R,3S,4Z)-2-aminooctadec-4-ene-1,3-diol 
SPH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R,3S)-2-aminooctadec-4-ene-1,3-diol    
# 
