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Isosorbide Dinitrate

AlkaPlorer ID: AK325375

Synonym: None

IUPAC Name: [(3S,3aS,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate

Structure

SMILES: O=[N+]([O-])O[C@H]1CO[C@H]2[C@@H]1OC[C@H]2O[N+](=O)[O-]

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InChI: InChI=1S/C6H8N2O8/c9-7(10)15-3-1-13-6-4(16-8(11)12)2-14-5(3)6/h3-6H,1-2H2/t3-,4+,5-,6-/m1/s1

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InChIKey: MOYKHGMNXAOIAT-JGWLITMVSA-N

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Reference

PubChem CID: 6883

CAS: 6659-58-1

SuperNatural Ⅲ: SN0231447-01

NPASS: NPC85078

Source

Species Genus Family Order Class Phylum Kingdom Domain
Lygodium japonicum Lygodium Lygodiaceae Schizaeales Polypodiopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 236.136

TPSA？: 123.20000000000002

MolLogP？: -1.0622000000000005

Number of H-Donors: 0

Number of H-Acceptors: 8

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Canis lupus familiaris Canis familiaris MED 0.3 mg kg-1 10.1016/S0960-894X(00)80211-5
Electrophorus electricus Acetylcholinesterase IC50 nan None 10.1021/jm300106z
Equus caballus Cholinesterase IC50 nan None 10.1021/jm300106z
Escherichia coli K-12 Beta-lactamase AmpC Potency 5623.4 nM None
Homo sapiens 143B CC50 600000.0 nM 10.1021/jm020299r
Homo sapiens 143B CC50 700000.0 nM 10.1021/jm020299r
Homo sapiens 143B CC50 7000000.0 nM 10.1021/jm030544m
Homo sapiens 143B CC50 7400000.0 nM 10.1021/jm030544m
Homo sapiens Acetylcholinesterase AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-1a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Androgen Receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cyclooxygenase-1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Estrogen receptor alpha AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens HERG AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histone deacetylase 6 Inhibition -63.83 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -2.04 % 10.6019/CHEMBL4808148
Homo sapiens Homo sapiens DILI_Concern nan None 10.1016/j.drudis.2016.02.015
Homo sapiens Homo sapiens DILI_severity_class 0.0 None 10.1016/j.drudis.2016.02.015
Homo sapiens Monoamine oxidase A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Mu opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Norepinephrine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Parathyroid hormone receptor Potency 100000.0 nM None
Homo sapiens Phosphodiesterase 3A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 4A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Progesterone receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 1a (5-HT1a) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2b (5-HT2b) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Skin log Kp -5.43 None 10.1016/j.bmc.2007.07.050
Homo sapiens Solute carrier organic anion transporter family member 1B1 Inhibition 86.27 % 10.1124/mol.112.084152
Homo sapiens Solute carrier organic anion transporter family member 1B3 Inhibition 114.2 % 10.1124/mol.112.084152
Homo sapiens Thrombin AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Thromboxane A2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Vascular endothelial growth factor receptor 2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Mus musculus EMT6 CC50 380000.0 nM 10.1021/jm030544m
Mus musculus KBALB cell line CC50 97000.0 nM 10.1021/jm030544m
Mus musculus KBALB cell line CC50 970000.0 nM 10.1021/jm020299r
Mus musculus Monoamine oxidase A Activity nan None 10.1021/jm800656v
Mus musculus Monoamine oxidase B Activity nan None 10.1021/jm800656v
Mus musculus Mus musculus AUC 9256.69 ng.hr.mL-1 10.1016/j.bmc.2011.11.065
Mus musculus Mus musculus IC50 nan None 10.1016/j.ejmech.2016.07.039
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC90 nan None 10.1016/j.ejmech.2016.07.039
Oryctolagus cuniculus Oryctolagus cuniculus ED30 0.08 mg kg-1 10.1016/S0960-894X(01)81166-5
Pseudomonas aeruginosa Pseudomonas aeruginosa Activity nan None 10.1021/jm400951f
Rattus norvegicus Aorta EC50 25200.0 nM 10.1021/jm300106z
Rattus norvegicus Rattus norvegicus EC50 4700.0 nM 10.1021/jm0607247
Rattus norvegicus Rattus norvegicus EC50 55000.0 nM 10.1021/jm0607247
Rattus norvegicus Rattus norvegicus EC50 100000.0 nM 10.1021/jm0607247
Rattus norvegicus Rattus norvegicus NO release 1.9 % 10.1021/jm020299r
Rattus norvegicus Rattus norvegicus NO release 2.6 % 10.1021/jm020299r
Rattus norvegicus Rattus norvegicus Reduction -75.0 % 10.1016/S0960-894X(01)81166-5
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 33.0 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -9.77 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.11 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition index 0.07718 None 10.1101/2020.04.03.023846
Sus scrofa Artery EC50 420.0 nM 10.1021/jm701491k
None ADMET CL 3.6 mL.min-1.kg-1 10.1002/jps.20373
None ADMET CL 31.0 mL.min-1.kg-1 10.1124/dmd.108.020479
None ADMET CL 59.0 mL.min-1.kg-1 10.1002/jps.20373
None ADMET CL 118.0 mL.min-1.kg-1 10.1002/jps.20373
None ADMET CL 180.0 mL.min-1.kg-1 10.1002/jps.20373
None ADMET MRT 1.0 hr 10.1124/dmd.108.020479
None ADMET T1/2 1.69 hr 10.1124/dmd.108.020479
None ADMET Vdss 0.05 L.kg-1 10.1002/jps.20373
None ADMET Vdss 1.7 L.kg-1 10.1002/jps.20373
None ADMET Vdss 1.9 L.kg-1 10.1124/dmd.108.020479
None ADMET Vdss 3.0 L.kg-1 10.1002/jps.20373
None ADMET Vdss 4.9 mL/min/kg 10.1002/jps.20373
None Hepatotoxicity Hepatotoxicity nan None 10.1021/tx1000865
None Hepatotoxicity Hepatotoxicity nan None 10.1021/tx900326k
None Hepatotoxicity Hepatotoxicity nan None 10.1124/dmd.110.035113
None Hepatotoxicity HepSE_bilirubinemia 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_cholecystitis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_cholelithiasis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_cirrhosis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_Combined Scores 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_elevated liver function tests 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_hepatic failure 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_hepatic necrosis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_hepatitis 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_hepatomegaly 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_jaundice 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_liver disease 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_liver fatty 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_liver function tests abnormal 0.0 None 10.1371/journal.pcbi.1002310
None KBALB-STK CC50 10000.0 nM 10.1021/jm030544m
None KBALB-STK CC50 650000.0 nM 10.1021/jm020299r
None Molecular identity unknown EC50 424.0 nM 10.1016/j.bmcl.2007.08.046
None Molecular identity unknown pD2 6.37 None 10.1016/j.bmcl.2007.08.046
None NON-PROTEIN TARGET Fu 0.72 None 10.1124/dmd.108.020479
None NON-PROTEIN TARGET Hepatotoxicity (acute) 0.0 % 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (animal toxicity known) nan None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (benign tumour) 0.0 None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (granulomatous hepatitis) 0.0 None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (mechanism) nan None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (moderate) 0.0 % 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (moderate) 1.0 None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (time to onset) nan None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET IC50 nan None 10.1016/j.ejmech.2016.07.039
None No relevant target Activity 0.382 ug ml-1 10.1021/jm300106z
None No relevant target Activity 4.0 uM 10.1021/jm400951f
None No relevant target Activity 7.17 mol/mol 10.1016/j.ejmech.2016.07.039
None No relevant target Activity 11.6 % 10.1021/jm300602n
None No relevant target Drug metabolism 12.2 % 10.1016/j.ejmech.2018.05.008
None No relevant target LogP nan None 10.1016/j.ejmech.2016.07.039
None Unchecked Ac50 39.81 uM None
None Unchecked AC50 39810.7 nM None
None Unchecked Drug metabolism nan None 10.1016/j.ejmech.2020.112768
None Unchecked Hepatotoxicity (acute) 1.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (association with vascular disease) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (choleostasis) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (chronic liver disease) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (cirrhosis) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (comment) nan None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (cytolytic) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (malignant tumour) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (severe hepatitis) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (steatosis) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (successful reintroduction) nan None 10.1016/s0399-8320(04)95062-2
None Unchecked NO release 1.9 % 10.1021/jm030544m
None Unchecked NO release 2.6 % 10.1021/jm030544m
None Unchecked NO release 3.5 % 10.1021/jm020299r
None Unchecked NO release 3.5 % 10.1021/jm030544m
None Unchecked NO release 24.0 % 10.1021/jm020299r
None Unchecked NO release 24.0 % 10.1021/jm030544m
None Unchecked Potency 39810.7 nM None
None Unchecked Ratio IC50 nan None 10.1021/jm300106z
None Unchecked Selectivity Index nan None 10.1016/j.ejmech.2016.07.039

Metabolism Information