Nitroglycerin (CHEM003961)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (29)XML
Record Information
Version1.0
Creation Date2016-05-19 01:30:44 UTC
Update Date2026-08-22 13:07:48 UTC
Accession NumberCHEM003961
Identification
Common NameNitroglycerin
ClassSmall Molecule
DescriptionNitroglycerin (C3H5N3O9) is a compound with an average molecular weight of 227.09 g/mol. Nitroglycerin belongs to the organic nitrates, a subclass of organic oxoanionic compounds within the organic compounds. It acts as an industrial solvent (PMC12349316) and is used in healthcare, pharmaceuticals, and veterinary products as vasoprotectives and vasodilators used in cardiac diseases. Additionally, it is a treatment for glaucoma (PMC13104097). The compound is recorded in 42 sources, including drinking water and water supply. Other sources include building and construction materials such as tents or canopies, fencing, and sunshades awnings or outside screens. It is found in food, food processing, and cookware, specifically in food preservation and fermentation processes for beer and the preparation of wine or sparkling wine. It is also associated with household cleaning and consumer products, including bleaching agents, perfumes within detergents and soaps, cigar cigarettes, non electric simulated smoking devices, and other smoking requisites. Further sources include electrical and electronic equipment such as antennas, amplifiers, auxiliary devices, colour television systems, and conductors or conductive bodies characterised by the conductive materials. Nitroglycerin has four recorded protein targets, acting as an activator, agonist, or modulator of the epidermal growth factor receptor (EGFR), atrial natriuretic peptide receptor 1 (NPR1), guanylate cyclase soluble subunit alpha-1 (GUCY1A1), and guanylate cyclase soluble subunit beta-1 (GUCY1B1). Recorded exposure routes for the compound include buccal, intramuscular, intravenous, oral, rectal, respiratory, subcutaneous, sublingual, topical, transdermal, and transmucosal.
Contaminant Sources
  • Clean Air Act Chemicals
  • Cosmetic Chemicals
  • EAFUS Chemicals
  • HMDB Contaminants - Urine
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
Contaminant Type
  • Human Neurotoxin
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1,2,3-PropanetrioltrinitrateChEBI
1,2,3-Propanetriyl nitrateChEBI
Glycerin trinitrateChEBI
Glycerol trinitrateChEBI
Glycerol, nitric acid triesterChEBI
Glyceryl trinitrateChEBI
MinitranChEBI
NatisprayChEBI
NGChEBI
Nitro-durChEBI
NitroglycerineChEBI
NitroglycerolChEBI
NitrolingualChEBI
NitromistChEBI
NitrostatChEBI
Propane-1,2,3-triyl trinitrateChEBI
RectogesicChEBI
Transderm nitroChEBI
TrinitroglycerinChEBI
TrinitroglycerolChEBI
Nitro-bidKegg
Transderm-nitroKegg
1,2,3-Propanetrioltrinitric acidGenerator
1,2,3-Propanetriyl nitric acidGenerator
Glycerin trinitric acidGenerator
Glycerol trinitric acidGenerator
Glycerol, nitrate triesterGenerator
Glyceryl trinitric acidGenerator
Propane-1,2,3-triyl trinitric acidGenerator
Nitroglycerin ointmentHMDB
NTGHMDB
TNGHMDB
NitroBidHMDB
NitroDurHMDB
NitrocardHMDB
NitrodermHMDB
NitroglynHMDB
SustakHMDB
GilustenonHMDB
Nitro bidHMDB
TridilHMDB
DynamiteHMDB
NitranginHMDB
Nitroderm TTSHMDB
NitrolanHMDB
NitrongHMDB
NitrospanHMDB
SustonitHMDB
Trinitrate, glycerylHMDB
TrinitrinHMDB
TrinitrolongHMDB
AnginineHMDB
Nitro durHMDB
NitrolHMDB
PerlinganitHMDB
SusadrinHMDB
SustacHMDB
Chemical FormulaC3H5N3O9
Average Molecular Mass227.087 g/mol
Monoisotopic Mass227.003 g/mol
CAS Registry Number55-63-0
IUPAC Name1,3-bis(nitrooxy)propan-2-yl nitrate
Traditional Namenitroglycerin
SMILES[O-][N+](=O)OCC(CO[N+]([O-])=O)O[N+]([O-])=O
InChI IdentifierInChI=1S/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2
InChI KeySNIOPGDIGTZGOP-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as alkyl nitrates. These are organic compounds containing a nitrate that is O-linked to an alkyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganic oxoanionic compounds
Sub ClassOrganic nitrates
Direct ParentAlkyl nitrates
Alternative Parents
Substituents
  • Alkyl nitrate
  • Organic nitro compound
  • Organic nitric acid or derivatives
  • Organic 1,3-dipolar compound
  • Allyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
Pathways
NameSMPDB LinkKEGG Link
Nitric Oxide Signaling PathwaySMP0063777 Not Available
Nitroglycerin Action PathwaySMP0124692 Not Available
Nitroglycerin Drug Metabolism Action PathwaySMP0143171 Not Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.2 g/LALOGPS
logP1.25ALOGPS
logP0.94ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-5.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area165.15 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity40.6 m³·mol⁻¹ChemAxon
Polarizability15.56 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-2910000000-7e0a7efb140cbfba7482Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-7b8724b54d55339884e1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0490000000-eccb5cfa311360a6d1cfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udl-7900000000-dfa7cd8533d95e3908a3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-3644f8d65b1b573fa474Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-2390000000-d5a66ecca766d2de99bdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0v09-2920000000-fe3db65c7d301a910f03Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB00727
HMDB IDHMDB0014865
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNitroglycerin
Chemspider ID4354
ChEBI ID28787
PubChem Compound ID4510
Kegg Compound IDC07455
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11016328
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11470751
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=11943517
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22040938
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22675243
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23205544
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23301717
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=9492718