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name Structure Reference Source Properties Activities Metabolism

Isosorbide Mononitrate

AlkaPlorer ID: AK033204

Synonym: None

IUPAC Name: [(3S,3aR,6R,6aS)-3-hydroxy-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

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InChI: InChI=1S/C6H9NO6/c8-3-1-11-6-4(13-7(9)10)2-12-5(3)6/h3-6,8H,1-2H2/t3-,4+,5+,6+/m0/s1

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InChIKey: YWXYYJSYQOXTPL-SLPGGIOYSA-N

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Reference

PubChem CID: 27661

CAS: 16051-77-7

SuperNatural Ⅲ: SN0462514-01

NPASS: NPC112363

Source

Species Genus Family Order Class Phylum Kingdom Domain
Chaenomeles sinensis Chaenomeles Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 191.139

TPSA？: 91.06000000000002

MolLogP？: -1.2782000000000004

Number of H-Donors: 1

Number of H-Acceptors: 6

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Cavia porcellus Cavia porcellus ED50 0.0017 M l-1 10.1016/S0960-894X(01)81166-5
Cavia porcellus Cavia porcellus ED50 0.0036 M l-1 10.1016/S0960-894X(01)81166-5
Electrophorus electricus Acetylcholinesterase IC50 nan None 10.1016/j.bmcl.2013.04.008
Equus caballus Cholinesterase IC50 nan None 10.1016/j.bmcl.2013.04.008
Homo sapiens Acetylcholinesterase AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A2a receptor 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 10000.0 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 10000.0 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 Alpha-2b adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2c adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Androgen Receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-1 adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-2 adrenergic receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Beta-3 adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Bradykinin B1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Bradykinin B2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cannabinoid CB1 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Carbonic anhydrase I Ki nan None 10.1016/j.bmcl.2009.10.036
Homo sapiens Carbonic anhydrase II Ki nan None 10.1016/j.bmcl.2009.10.036
Homo sapiens Carbonic anhydrase IV Ki nan None 10.1016/j.bmcl.2009.10.036
Homo sapiens Cholecystokinin A receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cholecystokinin B receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Corticotropin releasing factor receptor 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Corticotropin releasing factor receptor 2 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 Cyclooxygenase-2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Delta opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D1 receptor AC50 10000.0 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 D2 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D3 receptor AC50 10000.0 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 D4 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine transporter AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Endothelin receptor ET-A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Endothelin receptor ET-B AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Equilibrative nucleoside transporter 1 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 Estrogen receptor beta AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Gastric inhibitory polypeptide receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Ghrelin receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Glucagon receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Glucocorticoid receptor 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 H1 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H2 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H3 receptor AC50 10000.0 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 -64.06 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -3.3 % 10.6019/CHEMBL4808148
Homo sapiens Homo sapiens AUC 5990.0 ng.hr.mL-1 None
Homo sapiens Homo sapiens AUC 6625.0 ng.hr.mL-1 None
Homo sapiens Homo sapiens AUC 8189.0 ng.hr.mL-1 None
Homo sapiens Homo sapiens AUC 14241.0 ng.hr.mL-1 None
Homo sapiens Homo sapiens CL 1.9 mL.min-1.kg-1 10.1021/jm901371v
Homo sapiens Homo sapiens CL 2.0 mL.min-1.kg-1 10.1021/jm900403j
Homo sapiens Homo sapiens CL 2.0 mL.min-1.kg-1 10.1021/jm901371v
Homo sapiens Homo sapiens CL/F 119.0 mL/min None
Homo sapiens Homo sapiens CL/F 120.0 mL/min None
Homo sapiens Homo sapiens CL/F 132.0 mL/min None
Homo sapiens Homo sapiens CL/F 151.0 mL/min None
Homo sapiens Homo sapiens CL_renal 0.1 mL.min-1.kg-1 10.1021/jm900403j
Homo sapiens Homo sapiens CL_renal 0.1 mL.min-1.kg-1 10.1021/jm901371v
Homo sapiens Homo sapiens Cmax 2218.27 nM None
Homo sapiens Homo sapiens Cmax 2914.09 nM None
Homo sapiens Homo sapiens Cmax 6021.76 nM None
Homo sapiens Homo sapiens Cmax 6497.85 nM None
Homo sapiens Homo sapiens Fa 1.0 None 10.1021/jm901371v
Homo sapiens Homo sapiens F_fraction 0.93 None 10.1021/jm901371v
Homo sapiens Homo sapiens Fg 1.01 None 10.1021/jm901371v
Homo sapiens Homo sapiens Fh 0.92 None 10.1021/jm901371v
Homo sapiens Homo sapiens T1/2 4.8 hr None
Homo sapiens Homo sapiens T1/2 6.2 hr None
Homo sapiens Homo sapiens T1/2 6.3 hr None
Homo sapiens Homo sapiens Tmax 0.6 hr None
Homo sapiens Homo sapiens Tmax 2.9 hr None
Homo sapiens Homo sapiens Tmax 3.1 hr None
Homo sapiens Homo sapiens Vdss 0.7 L.kg-1 10.1021/jm901371v
Homo sapiens HUVEC Activity nan None 10.1016/j.ejmech.2022.114331
Homo sapiens Hydroxycarboxylic acid receptor 2 AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Kappa opioid receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Melanocortin receptor 3 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Melanocortin receptor 4 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Monoamine oxidase A AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Monoamine oxidase A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Monoamine oxidase B Activity nan None 10.1021/jm800656v
Homo sapiens Motilin receptor AC50 10000.0 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 10000.0 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 10000.0 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 Muscarinic acetylcholine receptor M3 AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neurokinin 1 receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neuropeptide Y receptor type 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neuropeptide Y receptor type 2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Neurotensin receptor 1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Norepinephrine transporter AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Norepinephrine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
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 Phosphodiesterase 4D 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 10000.0 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 2a (5-HT2a) receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2b (5-HT2b) receptor AC50 10000.0 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 2c (5-HT2c) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 3a (5-HT3a) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin transporter AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
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 Type-1 angiotensin II receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Vasopressin V1a receptor AC50 10000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Vasopressin V2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Mus musculus Thoracic aorta Activity nan None 10.1016/j.ejmech.2022.114331
Oryctolagus cuniculus Oryctolagus cuniculus Activity -1.9 mmHg 10.1016/j.bmcl.2009.10.036
Oryctolagus cuniculus Oryctolagus cuniculus Activity 28.4 mmHg 10.1016/j.bmcl.2011.04.046
Oryctolagus cuniculus Oryctolagus cuniculus EC50 10800.0 nM 10.1016/j.bmcl.2009.10.036
Oryctolagus cuniculus Oryctolagus cuniculus ED30 0.31 mg kg-1 10.1016/S0960-894X(01)81166-5
Oryctolagus cuniculus Oryctolagus cuniculus ED30 3.43 mg kg-1 10.1016/S0960-894X(01)81166-5
Oryctolagus cuniculus Oryctolagus cuniculus TIME 0.5 hr 10.1016/j.bmcl.2011.04.046
Oryctolagus cuniculus Oryctolagus cuniculus Tmax 0.5 hr 10.1016/j.bmcl.2009.10.036
Rattus norvegicus Androgen Receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Aorta Activity 77.1 % 10.1016/j.bmc.2013.03.005
Rattus norvegicus Cyclooxygenase-1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus GABA receptor alpha-1 subunit AC50 10000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus GABA receptor alpha-1 subunit AC50 30000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Glutamate (NMDA) receptor subunit zeta 1 AC50 10000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Plasma Fu 1.0 None 10.1021/jm901371v
Rattus norvegicus Rattus norvegicus Reduction -59.0 % 10.1016/S0960-894X(01)81166-5
Rattus norvegicus Rattus norvegicus Reduction -43.0 % 10.1016/S0960-894X(01)81166-5
Rattus norvegicus Voltage-gated L-type calcium channel alpha-1C subunit AC50 10000.0 nM 10.1038/s41467-023-40064-9
Rattus norvegicus Voltage-gated N-type calcium channel alpha-1B subunit AC50 10000.0 nM 10.1038/s41467-023-40064-9
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 17.33 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Hit score 0.1018 None 10.1101/2020.04.21.054387
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 -2.1 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.08 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition index 0.4835 None 10.1101/2020.04.03.023846
None ADMET CL 1.7 mL.min-1.kg-1 10.1002/jps.20373
None ADMET CL 2.0 mL.min-1.kg-1 10.1124/dmd.108.020479
None ADMET CL 2.5 mL.min-1.kg-1 10.1002/jps.20373
None ADMET CL 6.2 mL.min-1.kg-1 10.1124/dmd.108.020479
None ADMET CL 6.9 mL.min-1.kg-1 10.1002/jps.20373
None ADMET CL 11.0 mL.min-1.kg-1 10.1002/jps.20373
None ADMET MRT 2.3 hr 10.1124/dmd.108.020479
None ADMET MRT 5.8 hr 10.1124/dmd.108.020479
None ADMET T1/2 1.9 hr 10.1124/dmd.108.020479
None ADMET T1/2 4.1 hr 10.1124/dmd.108.020479
None ADMET Vdss 0.5 L.kg-1 10.1002/jps.20373
None ADMET Vdss 0.6 L.kg-1 10.1002/jps.20373
None ADMET Vdss 0.7 L.kg-1 10.1124/dmd.108.020479
None ADMET Vdss 0.8 L.kg-1 10.1002/jps.20373
None ADMET Vdss 0.86 L.kg-1 10.1124/dmd.108.020479
None ADMET Vdss 0.97 mL/min/kg 10.1002/jps.20373
None Hepatotoxicity Alkaline Phosphatase Increase - Activity Score nan None 10.2174/1570163043334794
None Hepatotoxicity Alkaline Phosphatase Increase - Index Value 0.0 None 10.2174/1570163043334794
None Hepatotoxicity Alkaline Phosphatase Increase - Number of Reports 4.0 None 10.2174/1570163043334794
None Hepatotoxicity Composite Activity - Active 0.0 None 10.2174/1570163043334794
None Hepatotoxicity Composite Activity - Marginal 0.0 None 10.2174/1570163043334794
None Hepatotoxicity Composite Activity - Score nan None 10.2174/1570163043334794
None Hepatotoxicity GGT Increase - Activity Score nan None 10.2174/1570163043334794
None Hepatotoxicity GGT Increase - Index Value 0.0 None 10.2174/1570163043334794
None Hepatotoxicity GGT Increase - Number of Reports 4.0 None 10.2174/1570163043334794
None Hepatotoxicity Hepatotoxicity nan None 10.1021/tx900326k
None Hepatotoxicity HepSE_bilirubinemia 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity HepSE_cholecystitis 1.0 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 2.0 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 1.0 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 Hepatotoxicity LDH Increase - Activity Score nan None 10.2174/1570163043334794
None Hepatotoxicity LDH Increase - Index Value 0.2 None 10.2174/1570163043334794
None Hepatotoxicity LDH Increase - Number of Reports 4.0 None 10.2174/1570163043334794
None Hepatotoxicity SGOT Increase - Activity Score nan None 10.2174/1570163043334794
None Hepatotoxicity SGOT Increase - Index Value 0.2 None 10.2174/1570163043334794
None Hepatotoxicity SGOT Increase - Number of Reports 4.0 None 10.2174/1570163043334794
None Hepatotoxicity SGPT Increase - Activity Score nan None 10.2174/1570163043334794
None Hepatotoxicity SGPT Increase - Index Value 0.5 None 10.2174/1570163043334794
None Hepatotoxicity SGPT Increase - Number of Reports 4.0 None 10.2174/1570163043334794
None NON-PROTEIN TARGET EC50 9600.0 nM 10.1016/j.bmcl.2009.03.111
None NON-PROTEIN TARGET EC50 100000.0 nM 10.1016/j.bmcl.2009.03.111
None NON-PROTEIN TARGET Fu 1.0 None 10.1124/dmd.108.020479
None No relevant target Activity 0.412 ug ml-1 10.1016/j.bmcl.2013.04.008
None No relevant target Drug metabolism 0.412 ug ml-1 10.1016/j.bmc.2013.03.005
None No relevant target Solubility 20000.0 ug.mL-1 10.1016/j.bmcl.2009.10.036
None Phospholipidosis Phospholipidosis nan None 10.1080/15376510701857262
None Unchecked Activity nan None 10.1016/j.ejmech.2022.114331
None Unchecked Potency 10000.0 nM None
None Unchecked Ratio IC50 nan None 10.1016/j.bmcl.2013.04.008

Metabolism Information