| ChEBI6449 (2840) |
| Formula | C22H26O8 |
| MW | 418.44 |
| InChIKey | PVBVYSOUXOHMEA-UHFFFAOYNA-N |
| Entry_Date | 2023-11-01 |
| Net_Charge | 0 |
| Number_Atoms | 56 |
| Number_Heavy_Atoms | 30 |
| Number_Rings | 3 |
| Number_Bonds | 58 |
| Rotat_Bonds | 7 |
| Unbranched_Chain | 2 |
| Chiral_Centers | 5 |
| ONatoms | 8 |
| HB_Donor | 1 |
| HB_Acceptor | 4 |
| OpenEye_HB_Donors | 1 |
| OpenEye_HB_Acceptors | 5 |
| Lipinski_HB_Donors | 1 |
| Lipinski_HB_Acceptors | 8 |
| Lipinski_Violations | 0 |
| XLogP3 | 0 |
| XLogP | 1.39 |
| logP | 1.8891 |
| PSA | 108.36 |
| MR | 105.808 |
| ABS | 0.55 |
| Solubility | poorly |
| Aggregator | Pass |
| PM7_Heat_of_Formation_kcal_per_mol | -290.1722 |
| PM7_Total_Energy_ev | -5414.70914 |
| PM7_Electronic_Energy_ev | -49165.82319 |
| PM7_Dipole_Debye | 6.06427 |
| PM7_Point_Group | C1 |
| PM7_HOMO_Energy_ev | -9.913 |
| PM7_LUMO_Energy_ev | -0.305 |
| PM7_COSMO_Area_square_ang | 383.96 |
| PM7_COSMO_Volue_cubic_ang | 498.54 |
| PM7_Electron_Affinity_ev | 0.305 |
| PM7_Ionization_Energy_ev | 9.913 |
| PM7_Energy_Gap_ev | 9.608 |
| PM7_Global_Hardness_ev | 4.804 |
| PM7_Global_Softness_ev | 0.20815986677768525 |
| PM7_Chemical_Potential_ev | -5.109 |
| PM7_Electronigativity_ev | 5.109 |
| PM7_Back_Donation_Energy_ev | -1.201 |
| PM7_Electrophilicity_ev | 2.716682035803497 |
| OPENEYE_Name | [(1~{R},2~{Z},4~{R},8~{R},9~{R},11~{R})-1-hydroxy-2,11-dimethyl-7-methylene-6-oxo-5,14-dioxatricyclo[9.2.1.0^{4,8}]tetradeca-2,12-dien-9-yl] (~{Z})-2-(acetoxymethyl)but-2-enoate |
| SMILES | C1=CC2(CC(C3C(=C)C(=O)OC3C=C(C1(O2)O)C)OC(=O)C(=CC)COC(=O)C)C |
| Canonical_SMILES | C/C=C(C(=O)O[C@@H]1C[C@]2(C)C=C[C@@](O2)(/C(=C[C@@H]2[C@@H]1C(=C)C(=O)O2)/C)O)/COC(=O)C |
| InChI | 1/C22H26O8/c1-6-15(11-27-14(4)23)20(25)29-17-10-21(5)7-8-22(26,30-21)12(2)9-16-18(17)13(3)19(24)28-16/h6-9,16-18,26H,3,10-11H2,1-2,4-5H3 |
| InChI_3D | 1S/C22H26O8/c1-6-15(11-27-14(4)23)20(25)29-17-10-21(5)7-8-22(26,30-21)12(2)9-16-18(17)13(3)19(24)28-16/h6-9,16-18,26H,3,10-11H2,1-2,4-5H3/b12-9-,15-6-/t16-,17-,18+,21+,22-/m1/s1 |
| AuxInfo | 1/0/N:19,18,7,20,21,8,2,1,3,12,22,4,5,11,9,13,15,14,6,10,17,16,25,23,24,28,30,26,29,27/rA:56cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;w3;;s5;d5;;w8;s9;;;s3;s5s13;s12s14;s1s4;s2s12;s4;s8;s11;s17;s9;d6;d10;d11;s6s13;s16s17;s16;s10s15;s11s22;s1;s2;s3;s7;s7;s8;s12;s12;s13;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s28;/rC:-8.2946,.9159,0;-8.3036,-.8904,0;-4.0705,2.1755,0;-5.8768,2.1847,0;-1.0545,-1.4667,0;;-.7408,-2.4162,0;-1.6624,-5.5726,0;-1.6649,-4.5726,0;-2.5321,-4.0747,0;.932,-4.0662,0;-5.8586,-2.2035,0;-2.7841,.8892,0;-2.7752,-.9169,0;-4.0523,-2.2035,0;-6.5794,1.4731,0;-6.5976,-1.4553,0;-6.2601,3.1083,0;-2.5272,-6.0747,0;.9344,-5.0662,0;-7.5208,-2.942,0;-.8001,-4.0705,0;1,.005,0;-3.3969,-4.5769,0;1.7967,-3.5641,0;-1.0691,1.4558,0;-5.5192,-.0015,0;-7.4985,2.9623,0;-2.5346,-3.0748,0;.0647,-3.5683,0;-8.6984,1.2108,0;-8.7097,-1.1821,0;-3.878,2.637,0;-1.0735,-2.7894,0;-.2512,-2.5178,0;-1.2288,-5.8215,0;-5.7302,-2.6867,0;-6.2926,-2.4517,0;-2.6686,1.3757,0;-2.6564,-1.4026,0;-4.1811,-2.6866,0;-6.7219,2.9167,0;-5.7983,3.3,0;-6.4517,3.5702,0;-2.7783,-5.6423,0;-2.2761,-6.5071,0;-2.9596,-6.3258,0;1.4344,-5.065,0;.4344,-5.0674,0;.9357,-5.5662,0;-7.096,-3.2058,0;-7.7845,-3.3668,0;-7.9455,-2.6782,0;-1.0512,-3.6381,0;-.549,-4.5029,0;-7.9983,2.9477,0; |
| Duplicates | ChEBI6449 |
| mol2_Path | /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6449.mol2 |
| pdbqt_Path | /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6449.pdbqt |
| sdf_Path | /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/ChEBI6449.sdf |