ISOSORBIDE DINITRATE

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC C01DA08 C05AE02
UNII IA7306519N
EPA CompTox DTXSID0045832
Parent Compound: ISOSORBIDE

Structure

InChI Key MOYKHGMNXAOIAT-JGWLITMVSA-N
Smiles O=[N+]([O-])O[C@H]1CO[C@H]2[C@@H]1OC[C@H]2O[N+](=O)[O-]
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C6H8N2O8
Molecular Weight 236.14
AlogP -1.06
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 4.0
Polar Surface Area 123.2
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 16.0

Bioactivity

Mechanism of Action Action Reference
Soluble guanylate cyclase activator ACTIVATOR DailyMed Wikipedia Wikipedia Wikipedia Wikipedia
Protein: Soluble guanylate cyclase
Description: Guanylate cyclase soluble subunit alpha-2
Organism : Homo sapiens
P33402 ENSG00000152402
Protein: Soluble guanylate cyclase
Description: Guanylate cyclase soluble subunit alpha-1
Organism : Homo sapiens
Q02108 ENSG00000164116
Protein: Soluble guanylate cyclase
Description: Guanylate cyclase soluble subunit beta-1
Organism : Homo sapiens
Q02153 ENSG00000061918
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 114
Assay Description Organism Bioactivity Reference
Vasodilatory effect in pig pulmonary artery assessed as inhibition of PGF2-alpha-induced contraction Sus scrofa 424.0 nM
Vasorelaxation activity in PGF2-alpha-precontracted pig pulmonary artery Sus scrofa 420.0 nM
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 86.27 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 114.2 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens -9.77 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 33.0 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.11 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.11 %

Cross References

Resources Reference
ChEBI 6061
ChEMBL CHEMBL6622
DrugBank DB00883
DrugCentral 1505
FDA SRS IA7306519N
Human Metabolome Database HMDB0015021
Guide to Pharmacology 7051
KEGG C07456
PharmGKB PA450125
PubChem 6883
SureChEMBL SCHEMBL8253
ZINC ZINC000018089317
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