DT-Web

DB01613 - Erythrityl Tetranitrate


Identification
Name Erythrityl Tetranitrate
Accession Number DB01613
Type small molecule
Description A vasodilator with general properties similar to nitroglycerin. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1020)
Structure
MOL SDF PDB SMILES InChI
Categories (*)
Molecular Weight 302.11
Groups approved
Monoisotopic Weight 301.998221676
Pharmacology
Indication For the prevention of angina.
Mechanism of action Similar to other nitrites and organic nitrates, erythrityl tetranitrate is converted to an active intermediate compound which activates the enzyme guanylate cyclase. This stimulates the synthesis of cyclic guanosine 3',5'-monophosphate (cGMP) which then activates a series of protein kinase-dependent phosphorylations in the smooth muscle cells, eventually resulting in the dephosphorylation of the myosin light chain of the smooth muscle fiber. The subsequent release of calcium ions results in the relaxation of the smooth muscle cells and vasodilation.
Absorption Not Available
Protein binding Not Available
Biotransformation Not Available
Route of elimination Not Available
Toxicity Symptoms of overdose include increased intracranial pressure, with any or all of persistent throbbing headache, confusion, and moderate fever; Vertigo; Palpitations; Visual disturbances; Nausea and vomiting (possibly with colic and even bloody diarrhea); Syncope (especially in the upright posture); Air hunger and dyspnea, later followed by reduced ventilatory effort; Diaphoresis, with the skin either flushed or cold and clammy; Heart block and bradycardia; Paralysis; Coma; Seizures; Death.
Affected organisms
  • Humans and other mammals
Interactions
Drug Interactions
Drug Mechanism of interaction
Dihydroergotamine Possible antagonism of action
Ergotamine Possible antagonism of action
Methysergide Possible antagonism of action
Food Interactions
  • Take on empty stomach: 1 hour before or 2 hours after meals.
  • Avoid alcohol.

Targets


Atrial natriuretic peptide receptor A
Name Atrial natriuretic peptide receptor A
Gene Name NPR1
Pharmacological action yes
Actions agonist
References
  • Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. - Pubmed
  • Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. - Pubmed
  • Schroder H, Noack E: Structure-activity relationship of organic nitrates for activation of guanylate cyclase. Arch Int Pharmacodyn Ther. 1987 Dec;290(2):235-46. - Pubmed
DTHybrid score 1.2519
Atrial natriuretic peptide receptor B
Name Atrial natriuretic peptide receptor B
Gene Name NPR2
Pharmacological action yes
Actions agonist
References
  • Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. - Pubmed
  • Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. - Pubmed
  • Lange K, Koenig A, Roegler C, Seeling A, Lehmann J: NO donors. Part 18: Bioactive metabolites of GTN and PETN--synthesis and vasorelaxant properties. Bioorg Med Chem Lett. 2009 Jun 1;19(11):3141-4. Epub 2008 Apr 26. - Pubmed
DTHybrid score 1.1133

Predictions


Id Partner name Gene Name Score
4193 Atrial natriuretic peptide clearance receptor NPR3 0.4018
147 Aldehyde dehydrogenase, mitochondrial ALDH2 0.1854
6024 Cytochrome P450 1A1 CYP1A1 0.0368
6013 Cytochrome P450 2E1 CYP2E1 0.0346
4200 Cytochrome P450 1A2 CYP1A2 0.0304
4512 Cytochrome P450 3A4 CYP3A4 0.0258
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