TNG

propane-1,2,3-triyl trinitrate

Created: 2012-07-11
Last modified:  2020-06-05

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Chemical Details

Formal Charge0
Atom Count20
Chiral Atom Count0
Bond Count19
Aromatic Bond Count0
2D diagram of TNG
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Chemical Component Summary

Namepropane-1,2,3-triyl trinitrate
Synonymsnitroglycerin
Systematic Name (OpenEye OEToolkits)1,3-dinitrooxypropan-2-yl nitrate
FormulaC3 H5 N3 O9
Molecular Weight227.086
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs12.01O=[N+]([O-])OC(CO[N+]([O-])=O)CO[N+](=O)[O-]
SMILESCACTVS3.370[O-][N+](=O)OCC(CO[N+]([O-])=O)O[N+]([O-])=O
SMILESOpenEye OEToolkits1.7.6C(C(CO[N+](=O)[O-])O[N+](=O)[O-])O[N+](=O)[O-]
Canonical SMILESCACTVS3.370 [O-][N+](=O)OCC(CO[N+]([O-])=O)O[N+]([O-])=O
Canonical SMILESOpenEye OEToolkits1.7.6 C(C(CO[N+](=O)[O-])O[N+](=O)[O-])O[N+](=O)[O-]
InChIInChI1.03 InChI=1S/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2
InChIKeyInChI1.03 SNIOPGDIGTZGOP-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank IDDB00727 
NameNitroglycerin
Groups
  • approved
  • investigational
DescriptionNitroglycerin, also known as glyceryl trinitrate,[A180169] is an organic nitrate and a vasodilating agent [L38369] that was first discovered in 1847.[A249965] Originally used to dynamite, its antianginal effects were identified in the late 1860s after it produced headaches in factory workers while workers with angina pectoris or heart failure experienced relief from chest pain.[A180166,A180172] Its use as a treatment for angina dates back to 1879 and is still used to treat and prevent angina.[A249970] Nitroglycerin causes vasodilation in both arteries and veins.[A180172] Nitroglycerin is used in a variety of different conditions, including angina pectoris due to coronary artery disease,[L7102,L7141,L38369,L42320] peri-operative hypertension, congestive heart failure,[L7099] and chronic anal fissure.[L42445] It is also used to induce intraoperative hypotension.[L7099]
Synonyms
  • Glyceroli trinitratis
  • Nitroglycerin
  • Glyceroltrinitrat
  • Glycerol trinitrate
  • Trinitroglycerin
Brand Names
  • Nitroglycerin Transdermal Delivery System
  • Nitroglycerin Transdermal Infusion System
  • Deluxe Dental Emergency Kit
  • Nitroglycerin
  • Nitroglycerin Transdermal System
IndicationSublingual nitroglycerin is indicated for the acute relief of an attack or acute prophylaxis of angina pectoris due to coronary artery disease.[L7102,L38369,L42320] Transdermal nitroglycerin is indicated for the prevention of angina pectoris due to coronary artery disease.[L7141] Intravenous nitroglycerin is indicated for the treatment of peri-operative hypertension; for control of congestive heart failure in the setting of acute myocardial infarction; for treatment of angina pectoris in patients who have not responded to sublingual nitroglycerin and beta (β)-blockers; and for induction of intraoperative hypotension.[L7099] Topical nitroglycerin ointment is used to treat moderate to severe pain associated with chronic anal fissure.[L42445]
Categories
  • Agents for Treatment of Hemorrhoids and Anal Fissures for Topical Use
  • Antianginal Agents
  • Antihypertensive Agents
  • Cardiac Therapy
  • Cardiovascular Agents
ATC-Code
  • C01DA02
  • C01DA52
  • C05AE01
CAS number55-63-0

Drug Targets

NameTarget SequencePharmacological ActionActions
Atrial natriuretic peptide receptor 1MPGPRRPAGSRLRLLLLLLLPPLLLLLRGSHAGNLTVAVVLPLANTSYPW...unknownagonist
Aldehyde dehydrogenase, mitochondrialMLRAAARFGPRLGRRLLSAAATQAVPAPNQQPEVFCNQIFINNEWHDAVS...unknownsubstrate
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL730
PubChem 4510
ChEMBL CHEMBL730
ChEBI CHEBI:28787
CCDC/CSD CORYIR