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Securinine

AlkaPlorer ID: AK001920

Synonym: None

IUPAC Name: (1S,2R,8S)-14-oxa-7-azatetracyclo[6.6.1.01,11.02,7]pentadeca-9,11-dien-13-one

Structure

SMILES: O=C1C=C2C=C[C@@H]3C[C@@]2(O1)[C@H]1CCCCN31

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InChI: InChI=1S/C13H15NO2/c15-12-7-9-4-5-10-8-13(9,16-12)11-3-1-2-6-14(10)11/h4-5,7,10-11H,1-3,6,8H2/t10-,11-,13+/m1/s1

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InChIKey: SWZMSZQQJRKFBP-WZRBSPASSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Securinega suffruticosa Securinega Phyllanthaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 217.268

TPSA？: 29.54

MolLogP？: 1.405

Number of H-Donors: 0

Number of H-Acceptors: 3

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Topoisomerase I Inhibition nan % 10.1039/C6MD00563B
Electrophorus electricus Acetylcholinesterase Inhibition 7.44 % 10.1016/j.bmc.2012.09.040
Equus caballus Cholinesterase Inhibition 6.85 % 10.1016/j.bmc.2012.09.040
Homo sapiens A-375 IC50 6100.0 nM 10.1016/j.ejmech.2016.01.007
Homo sapiens A-375 IC50 6100.0 nM 10.1021/acsmedchemlett.5b00441
Homo sapiens A549 IC50 10000.0 nM 10.1016/j.ejmech.2016.01.007
Homo sapiens A549 IC50 10000.0 nM 10.1021/acs.jnatprod.9b00142
Homo sapiens A549 IC50 10000.0 nM 10.1021/acsmedchemlett.5b00441
Homo sapiens A549 IC50 25000.0 nM 10.1016/j.ejmech.2016.01.007
Homo sapiens A549 IC50 25000.0 nM 10.1021/acsmedchemlett.5b00441
Homo sapiens DNA topoisomerase I Inhibition 23.9 % 10.1016/j.ejmech.2016.06.021
Homo sapiens HCT-116 Activity 13.0 % 10.1016/j.bmc.2022.116658
Homo sapiens HCT-116 Activity 98.0 % 10.1016/j.bmc.2022.116658
Homo sapiens HCT-116 IC50 8600.0 nM 10.1016/j.bmc.2022.116658
Homo sapiens HCT-15 IC50 10000.0 nM 10.1021/acs.jnatprod.9b00142
Homo sapiens Histone deacetylase 6 Inhibition -6.73 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -3.83 % 10.6019/CHEMBL4808148
Homo sapiens HL-60 Activity 0.4 % 10.1016/j.bmc.2022.116658
Homo sapiens HL-60 Activity 8.0 % 10.1016/j.bmc.2022.116658
Homo sapiens HL-60 IC50 100.0 nM 10.1016/j.bmc.2022.116658
Homo sapiens KB IC50 2.2 ug.mL-1 10.1021/np0780102
Homo sapiens Liver microsome Stability nan % 10.1021/acsmedchemlett.5b00441
Homo sapiens MCF7 IC50 25000.0 nM 10.1016/j.ejmech.2016.01.007
Homo sapiens MCF7 IC50 25000.0 nM 10.1021/acsmedchemlett.5b00441
Homo sapiens P-glycoprotein 1 Inhibition 31.0 % 10.1016/j.ejmech.2019.111726
Homo sapiens P-glycoprotein 1 Inhibition 36.0 % 10.1016/j.ejmech.2019.111726
Homo sapiens Plasma Stability nan % 10.1016/j.ejmech.2016.01.007
Homo sapiens Plasma Stability nan % 10.1021/acsmedchemlett.5b00441
Homo sapiens SK-MEL-2 IC50 10000.0 nM 10.1021/acs.jnatprod.9b00142
Homo sapiens SK-OV-3 IC50 10000.0 nM 10.1021/acs.jnatprod.9b00142
Homo sapiens Solute carrier organic anion transporter family member 1B1 Inhibition 92.42 % 10.1124/mol.112.084152
Homo sapiens Solute carrier organic anion transporter family member 1B3 Inhibition 115.36 % 10.1124/mol.112.084152
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 7499.3 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 11885.6 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 23715.0 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 29855.4 nM None
Mus musculus BV-2 Activity 101.2 % 10.1021/acs.jnatprod.9b00142
Mus musculus BV-2 IC50 1100.0 nM 10.1021/acs.jnatprod.9b00142
Mus musculus L1210 IC50 1.9 ug.mL-1 10.1021/np0780102
Mus musculus Plasma Stability nan % 10.1016/j.ejmech.2016.01.007
Mus musculus Plasma Stability nan % 10.1021/acsmedchemlett.5b00441
Rattus norvegicus C6 Activity 101.8 % 10.1021/acs.jnatprod.9b00142
Rattus norvegicus C6 Activity 141.1 % 10.1021/acs.jnatprod.9b00142
Rattus norvegicus Liver microsome Stability nan % 10.1021/acsmedchemlett.5b00441
Rattus norvegicus Plasma Stability nan % 10.1016/j.ejmech.2016.01.007
Rattus norvegicus Plasma Stability nan % 10.1021/acsmedchemlett.5b00441
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 4.723 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.33 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 14.07 % 10.21203/rs.3.rs-23951/v1
None ADMET Stability nan % 10.1021/acsmedchemlett.5b00441
None NON-PROTEIN TARGET GI 7.6 % 10.1016/j.ejmech.2016.01.007
None NON-PROTEIN TARGET GI 7.6 % 10.1021/acsmedchemlett.5b00441
None NON-PROTEIN TARGET GI 50.6 % 10.1016/j.ejmech.2016.01.007
None NON-PROTEIN TARGET GI 50.6 % 10.1021/acsmedchemlett.5b00441
None NON-PROTEIN TARGET GI 90.7 % 10.1016/j.ejmech.2016.01.007
None NON-PROTEIN TARGET GI 90.7 % 10.1021/acsmedchemlett.5b00441
None NON-PROTEIN TARGET IC50 10000.0 nM 10.1016/j.ejmech.2016.01.007
None NON-PROTEIN TARGET IC50 10000.0 nM 10.1021/acsmedchemlett.5b00441
None NON-PROTEIN TARGET IC50 23590.0 nM 10.1016/j.ejmech.2016.06.021
None NON-PROTEIN TARGET IC50 25855.0 nM 10.1016/j.ejmech.2016.06.021
None NON-PROTEIN TARGET IC50 36870.0 nM 10.1016/j.ejmech.2016.06.021
None NON-PROTEIN TARGET IC50 50230.0 nM 10.1016/j.ejmech.2016.06.021
None NON-PROTEIN TARGET IC50 78900.0 nM 10.1016/j.ejmech.2016.06.021
None Unchecked EC50 3300.0 nM 10.1021/acs.jmedchem.2c00799
None Unchecked IC50 50000.0 nM 10.1021/jm00089a005
None Unchecked Potency 7079.5 nM None
None Unchecked Potency 11220.2 nM None
None Unchecked Potency 14125.4 nM None
None Unchecked Potency 15848.9 nM None
None Unchecked Potency 19952.6 nM None
None Unchecked Potency 25118.9 nM None
None Unchecked Potency 31622.8 nM None
None Unchecked Potency 35481.3 nM None
None Unchecked Potency 39810.7 nM None

Metabolism Information