{"molecule_id": "Mol_15341", "chemical_properties": {"Canonical Smiles": "O[C@H]1Cc2c(O)cc(c(c2O[C@@H]1c1ccc(c(c1)O)O)[C@H]1[C@@H]2OC(=O)c3c1c(O)c(O)c(c3c1c3C(=O)O[C@H]2[C@@H]2OC(=O)c4cc(O)c(c(c4c4c(C(=O)OC[C@H]2OC(=O)c2c(c3c(c(c1O)O)O)c(O)c(c(c2)O)O)cc(c(c4O)O)O)O)O)O)O", "InChI": "InChI=1S/C56H38O31/c57-15-2-1-10(3-17(15)59)47-22(64)4-11-16(58)8-18(60)27(48(11)84-47)32-31-34-30(43(73)46(76)44(31)74)29-33-28(41(71)45(75)42(29)72)26-14(7-21(63)37(67)40(26)70)53(78)83-23-9-82-52(77)12-5-19(61)35(65)38(68)24(12)25-13(6-20(62)36(66)39(25)69)54(79)85-49(23)51(87-56(33)81)50(32)86-55(34)80/h1-3,5-8,22-23,32,47,49-51,57-76H,4,9H2/t22-,23+,32+,47+,49+,50-,51-/m0/s1", "InChIKey": "DRHVFLXLYQESEQ-DHGKJAGISA-N", "Formula": "C<sub>56</sub>H<sub>38</sub>O<sub>31</sub>", "HBA": 31, "HBD": 20, "MW": 1206.89, "Rotatable Bonds": 2, "TPSA": 545.33, "LogP": 3.28, "Number Rings": 13, "Number Aromatic Rings": 7, "Heavy Atom Count": 87, "Formal Charge": 0, "Fraction CSP3": 0.16, "Exact Mass": 1206.14, "Number of Lipinski Rule Violations": 3}, "chemical_general": {"family": "Myrtaceae", "kingdom": "Plantae"}, "classes": [{"class": "Tannin", "subclasses": ["Ellagitannin"]}], "species_info": [{"species_id": 1532, "species_name": "Eucalyptus citriodora", "family_name": "Myrtaceae", "kingdom_name": "Plantae", "ncbi_taxonomy_id": 34329}], "synonyms": ["acutissimin A", "108906-66-7", "SCHEMBL2154128", "DTXSID701029476", "(1R,2R,20R,42S,46S)-46-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-7,8,9,12,13,14,25,26,27,30,31,32,35,36,37-pentadecahydroxy-3,18,21,41,43-pentaoxanonacyclo[27.13.3.138,42.02,20.05,10.011,16.023,28.033,45.034,39]hexatetraconta-5,7,9,11,13,15,23,25,27,29(45),30,32,34(39),35,37-pentadecaene-4,17,22,40,44-pentone"], "references": [{"title": "Protective role of ellagitannins from Eucalyptus citriodora against ethanol-induced gastriculcerinrats: Impact on oxidative stress, inflammation and calcitonin-generelated peptide.", "link": "10.1016/j.phymed.2014.10.002"}], "bioactivities": [], "external_links": [{"name": "Pubchem", "value": 16132408, "url": "https://pubchem.ncbi.nlm.nih.gov/compound/16132408"}, {"name": "Cas", "value": "108906-66-7", "url": "https://commonchemistry.cas.org/detail?cas_rn=108906-66-7"}, {"name": "Nmrshiftdb2", "value": "60061637", "url": "https://nmrshiftdb.nmr.uni-koeln.de/molecule/60061637"}], "scaffolds": [{"image_name": "molecule_7552.svg", "smiles": "c1ccccc1", "level": 0, "mol_weight": 78.11}, {"image_name": "molecule_5333.svg", "smiles": "c1cccc(c12)OC(CC2)c3ccccc3", "level": 1, "mol_weight": 210.28}, {"image_name": "molecule_7325.svg", "smiles": "C1CCOc(c12)cccc2", "level": 0, "mol_weight": 134.18}, {"image_name": "molecule_5621.svg", "smiles": "c12c3c4c5c(ccc4)c6c(cccc6)C(=O)OC7C(C(OC5=O)C(OC2=O)Cc1ccc3)OC(=O)c8c(cccc8)c9c(C(=O)OC7)cccc9", "level": 0, "mol_weight": 678.65}, {"image_name": "molecule_2608.svg", "smiles": "c12c3c4c5c(ccc4)c6c(cccc6)C(=O)OC7C(OC(=O)c8c(cccc8)c9c(C(=O)OC7)cccc9)C(OC5=O)C(OC2=O)C(c1ccc3)c1cccc(c12)CCC(O2)c1ccccc1", "level": 2, "mol_weight": 886.91}, {"image_name": "molecule_3831.svg", "smiles": "c12c3c4c5c(ccc4)c6c(cccc6)C(=O)OC7C(OC(=O)c8c(cccc8)c9c(C(=O)OC7)cccc9)C(OC5=O)C(OC2=O)C(c1ccc3)c1cccc(c12)CCCO2", "level": 1, "mol_weight": 810.81}], "cpril_id": null, "epharmalib_results": [{"pharmacophore": "Histone deacetylase 4", "UniProt ID": "P56524", "Entry Name": "HDAC4_HUMAN", "Species": "Homo sapiens", "#Pharmacophore Points": 3, "tversky_score": "0.7683"}, {"pharmacophore": "Riboflavin synthase", "UniProt ID": "P0AFU8", "Entry Name": "RISA_ECOLI", "Species": "Escherichia coli", "#Pharmacophore Points": 4, "tversky_score": "0.7178"}], "nmr_tables": [{"nmr_spectra": "1H", "NMR_prediction": [{"ppm": 4.31, "multiplicity": "D.D.D"}, {"ppm": 4.45, "multiplicity": "D"}, {"ppm": 4.65, "multiplicity": "D"}, {"ppm": 4.8, "multiplicity": "D.D"}, {"ppm": 5.02, "multiplicity": "S"}, {"ppm": 5.36, "multiplicity": "T"}, {"ppm": 5.38, "multiplicity": "D"}, {"ppm": 5.41, "multiplicity": "T"}, {"ppm": 6.4, "multiplicity": "S"}, {"ppm": 6.77, "multiplicity": "S"}, {"ppm": 7.07, "multiplicity": "S"}, {"ppm": 7.08, "multiplicity": "S"}, {"ppm": 7.2, "multiplicity": "S"}, {"ppm": 7.45, "multiplicity": "S"}, {"ppm": 8.07, "multiplicity": "S"}, {"ppm": 10.72, "multiplicity": "S"}, {"ppm": 11.71, "multiplicity": "S"}]}, {"nmr_spectra": "13C", "NMR_prediction": [{"ppm": 62.64, "multiplicity": "S"}, {"ppm": 67.4, "multiplicity": "S"}, {"ppm": 68.72, "multiplicity": "S"}, {"ppm": 71.3, "multiplicity": "S"}, {"ppm": 72.6, "multiplicity": "S"}, {"ppm": 90.45, "multiplicity": "S"}, {"ppm": 109.7, "multiplicity": "S"}, {"ppm": 110.04, "multiplicity": "S"}, {"ppm": 110.2, "multiplicity": "S"}, {"ppm": 112.31, "multiplicity": "S"}, {"ppm": 115.57, "multiplicity": "S"}, {"ppm": 116.13, "multiplicity": "S"}, {"ppm": 119.16, "multiplicity": "S"}, {"ppm": 120.25, "multiplicity": "S"}, {"ppm": 120.6, "multiplicity": "S"}, {"ppm": 120.98, "multiplicity": "S"}, {"ppm": 122.43, "multiplicity": "S"}, {"ppm": 125.7, "multiplicity": "S"}, {"ppm": 136.42, "multiplicity": "S"}, {"ppm": 137.03, "multiplicity": "S"}, {"ppm": 137.1, "multiplicity": "S"}, {"ppm": 138.44, "multiplicity": "S"}, {"ppm": 139.31, "multiplicity": "S"}, {"ppm": 139.62, "multiplicity": "S"}, {"ppm": 141.0, "multiplicity": "S"}, {"ppm": 143.22, "multiplicity": "S"}, {"ppm": 146.25, "multiplicity": "S"}, {"ppm": 146.57, "multiplicity": "S"}, {"ppm": 147.51, "multiplicity": "S"}, {"ppm": 165.59, "multiplicity": "S"}, {"ppm": 166.3, "multiplicity": "S"}, {"ppm": 167.15, "multiplicity": "S"}, {"ppm": 169.2, "multiplicity": "S"}, {"ppm": 169.81, "multiplicity": "S"}]}], "ms_tables": [{"intensity_level": "10V", "peaks": [{"peak_canonical_smiles": "O=C1C=C2COC=C3OC(=[OH+])C4=CC(=O)C(=O)C(=O)C4=C4C(=O)C(=O)C(=O)C5=C4C(=O)OC(=C3OC(=O)C3=CC(=O)C(=O)C(=O)C3=C2C(=O)C1=O)C1OC(=O)C2=C5C(=O)C(=O)C(O)C2C1C1C(O)CC(O)C2CC(O)C(C3CCC(O)C(O)C3)OC21", "m/z": 1189.1364199999998, "intensity": 8.21, "score": 1.2594}, {"peak_canonical_smiles": "O=C1OC2C(COC(=[OH+])c3cc(O)c(O)c(O)c3-c3c1cc(O)c(O)c3O)OC(=O)c1cc(O)c(O)c(O)c1-c1c(O)c(O)c(O)c3c1C(=O)OC2C1OC(=O)c2c-3c(O)c(O)c(O)c2C1c1c(O)cc(O)c2c1OC(c1ccc(O)c(O)c1)C(O)C2", "m/z": 1207.14698, "intensity": 100.0, "score": 77.97800000000001}]}, {"intensity_level": "20V", "peaks": [{"peak_canonical_smiles": "O=C1C=C2C(=O)OC3=C4OC(=O)C5=C(C(=O)C(=O)C(=O)C5=C5C(=O)C(=O)C(=O)C=C5C(=O)OC3=COC(=[OH+])C3=CC(=O)C(=O)C(=O)C3=C2C(=O)C1=O)C1C(O)C(O)C(O)C2C1C(=O)OC4C2C1C(O)CC(O)C2CCCOC21", "m/z": 1079.09964, "intensity": 7.68, "score": 3.4597}, {"peak_canonical_smiles": "O=C1C=C2C(=O)OC3=C4OC(=O)C5=C(C(=O)C(=O)C(=O)C5=C5C(=O)C(=O)C(=O)C=C5C(=O)OC3=COC(=[OH+])C3=CC(=O)C(=O)C(=O)C3=C2C(=O)C1=O)C1C(O)C(O)C(O)C2C1C(O)OC4C2C1C(O)CC(O)C(CCO)C1O", "m/z": 1085.1102, "intensity": 11.95, "score": 5.3818}, {"peak_canonical_smiles": "O=C1C=C2C(=O)OC3=C4OC(=O)C5=C(C(=O)C(=O)C(=O)C5=C5C(=O)C(=O)C(=O)C=C5C(=O)OC3=COC(=[OH+])C3=CC(=O)C(=O)C(=O)C3=C2C(=O)C1=O)C1C(O)C(O)C(O)C2C1C(O)OC4C2C1C(O)CC(O)C2CC(O)COC21", "m/z": 1097.1102, "intensity": 6.75, "score": 2.9286}, {"peak_canonical_smiles": "O=C1C=C2C(=O)OC3=C4OC(=O)C5=C(C(=O)C(=O)C(=O)C5=C5C(=O)C(=O)C(=O)C=C5C(=O)OC3=COC(=[OH+])C3=CC(=O)C(=O)C(=O)C3=C2C(=O)C1=O)C1=C2C(=O)OC4C(C3C(O)CC(O)C4CCC(C5CCC(O)C(O)C5)OC43)C2C(O)C(O)C1=O", "m/z": 1189.1364199999998, "intensity": 13.51, "score": 1.6387}, {"peak_canonical_smiles": "O=C1OC2C(COC(=[OH+])c3cc(O)c(O)c(O)c3-c3c1cc(O)c(O)c3O)OC(=O)c1cc(O)c(O)c(O)c1-c1c(O)c(O)c(O)c3c1C(=O)OC2C1OC(=O)c2c-3c(O)c(O)c(O)c2C1c1c(O)cc(O)c2c1OC(c1ccc(O)c(O)c1)C(O)C2", "m/z": 1207.14698, "intensity": 100.0, "score": 26.944000000000003}]}, {"intensity_level": "40V", "peaks": [{"peak_canonical_smiles": "[CH+]=C(C=C)CC(O)=C=O", "m/z": 123.04406000000002, "intensity": 100.0, "score": 3.9057}, {"peak_canonical_smiles": "C=CC(=C=[OH+])CC(O)=C=O", "m/z": 139.03897, "intensity": 60.28, "score": 1.2557}, {"peak_canonical_smiles": "O=CC1C2=CC3=C4C(=O)OC(=C5OC(=O)C6=CC(=O)C(=O)C(=O)C6=C6C(=O)C(=O)C(=O)C=C6C(=[OH+])OC=C5OC(=O)C5=CC(=O)C(=O)C(=O)C5=C4C(=O)C(=O)C3=O)C(OC2=O)C1C1CC(CC(O)C(O)C2CCC(O)C(O)C2)C(O)CC1O", "m/z": 1149.1415, "intensity": 56.21, "score": 0.73324}, {"peak_canonical_smiles": "C=C1C(=O)OC2=COC(=[OH+])C3=CC(=O)C(=O)C(=O)C3=C3C(=O)C(=O)C(=O)C=C3C(=O)OC2=C2OC(=O)C3=C(C(=O)C(=O)C(O)=C3C1=C=O)C1=C3C(=O)OC2C(C2C(O)CC(O)C4CC(O)C(C5CCC(O)C(O)C5)OC42)C3C(O)C(O)C1=O", "m/z": 1151.15715, "intensity": 55.67, "score": 1.0295}, {"peak_canonical_smiles": "O=C=C1C2=C(O)OC(=C3OC(=O)C4=CC(=O)C(=O)C(=O)C4=C4C(=O)C(=O)C(=O)C=C4C(=[OH+])OC=C3OC(=O)C3=CC(=O)C(=O)C(=O)C3=C2C=O)C2OC(=O)C3=C1C(=O)C(O)C(O)C3C2C1C(O)CC(O)C2CC(O)C(C3CCC(O)C(O)C3)OC21", "m/z": 1179.15207, "intensity": 47.47, "score": 0.69276}]}], "Predicted ADMET Properties": {"toxicity_id": 9055, "molecule": "Mol_15341", "absorption_caco2_logpaap": "-6.09", "absorption_human_oral_bioavailability_20": "Non-Bioavailable", "absorption_human_intestinal_absorption": "Non-Absorbed", "absorption_madin_darby_canine_kidney": "51848382555.72", "absorption_human_oral_bioavailability_50": "Non-Bioavailable", "absorption_p_glycoprotein_inhibitor": "Inhibitor", "absorption_p_glycoprotein_substrate": "Non-Substrate", "absorption_skin_permeability": "6775981089899.96", "distribution_blood_brain_barrier_central_nervous": "-1.43", "distribution_blood_brain_barrier": "Non-Penetrable", "distribution_fraction_unbound_human": "0.02", "distribution_plasma_protein_binding": "17.39", "distribution_steady_state_volume_distribution": "0.76", "metabolism_breast_cancer_resistance_protein": "Non-Inhibitor", "metabolism_cyp_1a2_inhibitor": "Non-Inhibitor", "metabolism_cyp_1a2_substrate": "Non-Substrate", "metabolism_cyp_2c19_inhibitor": "Non-Inhibitor", "metabolism_cyp_2c19_substrate": "Non-Substrate", "metabolism_cyp_2c9_inhibitor": "Non-Inhibitor", "metabolism_cyp_2c9_substrate": "Non-Substrate", "metabolism_cyp_2d6_inhibitor": "Non-Inhibitor", "metabolism_cyp_2d6_substrate": "Non-Substrate", "metabolism_cyp_3a4_inhibitor": "Non-Inhibitor", "metabolism_cyp_3a4_substrate": "Non-Substrate", "metabolism_oatp1b1": "Non-Inhibitor", "metabolism_oatp1b3": "Inhibitor", "excretion_clearance": "10.46", "excretion_organic_cation_transporter_2": "Inhibitor", "excretion_half_life_drug": "Half-Life < 3hs", "toxicity_ames_mutagenesis": "Safe", "toxicity_avian": "Toxic", "toxicity_bee": "Safe", "toxicity_bioconcentration_factor": "-157594001674.03", "toxicity_biodegradation": "Toxic", "toxicity_carcinogenesis": "Safe", "toxicity_crustacean": "Toxic", "toxicity_liver_injury_i": "Toxic", "toxicity_eye_corrosion": "Safe", "toxicity_eye_irritation": "Safe", "toxicity_maximum_tolerated_dose": "-64348.99", "toxicity_liver_injury_ii": "Toxic", "toxicity_herg_blockers": "Toxic", "toxicity_daphnia_maga": "4.05", "toxicity_micronucleos": "Toxic", "toxicity_nr_ahr": "Toxic", "toxicity_nr_ar": "Safe", "toxicity_nr_ar_lbd": "Toxic", "toxicity_nr_aromatase": "Safe", "toxicity_nr_er": "Safe", "toxicity_nr_er_lbd": "Safe", "toxicity_nr_gr": "Safe", "toxicity_nr_ppar_gamma": "Safe", "toxicity_nr_tr": "Safe", "toxicity_t_pyriformis": "-12298078748319320", "toxicity_rat_acute": "2.58", "toxicity_rat_chronic_oral": "26378296.0", "toxicity_fathead_minnow": "15523699014875.38", "toxicity_respiratory_disease": "Toxic", "toxicity_skin_sensitisation": "Safe", "toxicity_sr_are": "Toxic", "toxicity_sr_atad5": "Safe", "toxicity_sr_hse": "Safe", "toxicity_sr_mmp": "Toxic", "toxicity_sr_p53": "Toxic", "general_properties_boiling_point": "1383192928970692.2", "general_properties_hydration_free_energy": "-2.92", "general_properties_logd_at_ph74": "-768917240.55", "general_properties_logp": "-89510.07", "general_properties_logs": "-10.36", "general_properties_log_vapor_pressure": "-45547852750922.03", "general_properties_melting_point": "-13835430.0", "general_properties_pka_acid": "-331887797262.83", "general_properties_pka_basic": "-2670028035.73"}}