CHEBI:28787 - nitroglycerin

Main ChEBI Ontology Automatic Xrefs
ChEBI Name nitroglycerin
ChEBI ID CHEBI:28787
Definition A nitroglycerol that is glycerol in which the hydrogen atoms of all three hydroxy groups are replaced by nitro groups. It acts as a prodrug, releasing nitric oxide to open blood vessels and so alleviate heart pain.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7595, CHEBI:25559
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Formula C3H5N3O9
Net Charge 0
Average Mass 227.08650
InChI InChI=1S/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2
InChIKey SNIOPGDIGTZGOP-UHFFFAOYSA-N
SMILES [O-][N+](=O)OCC(CO[N+]([O-])=O)O[N+]([O-])=O
Roles Classification
Chemical Role(s): nitric oxide donor
An agent, with unique chemical structure and biochemical requirements, which generates nitric oxide.
explosive
A substance capable of undergoing rapid and highly exothermic decomposition.
Biological Role(s): xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): vasodilator agent
A drug used to cause dilation of the blood vessels.
tocolytic agent
Any compound used to suppress premature labour and immature birth by suppressing uterine contractions.
muscle relaxant
A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing nitroglycerin (CHEBI:28787) has role explosive (CHEBI:63490)
nitroglycerin (CHEBI:28787) has role muscle relaxant (CHEBI:51371)
nitroglycerin (CHEBI:28787) has role nitric oxide donor (CHEBI:50566)
nitroglycerin (CHEBI:28787) has role prodrug (CHEBI:50266)
nitroglycerin (CHEBI:28787) has role tocolytic agent (CHEBI:66993)
nitroglycerin (CHEBI:28787) has role vasodilator agent (CHEBI:35620)
nitroglycerin (CHEBI:28787) has role xenobiotic (CHEBI:35703)
nitroglycerin (CHEBI:28787) is a nitroglycerol (CHEBI:25560)
IUPAC Name
1,2,3-trinitrooxypropane
Synonyms Sources
1,2,3-propanetrioltrinitrate UM-BBD
1,2,3-propanetriyl nitrate NIST Chemistry WebBook
glycerin trinitrate NIST Chemistry WebBook
glycerol trinitrate NIST Chemistry WebBook
glycerol, nitric acid triester NIST Chemistry WebBook
Glyceryl trinitrate KEGG COMPOUND
NG NIST Chemistry WebBook
Nitroglycerin KEGG COMPOUND
nitroglycerine NIST Chemistry WebBook
nitroglycerol NIST Chemistry WebBook
Nitrostat DrugBank
propane-1,2,3-triyl trinitrate IUPAC
trinitroglycerin UM-BBD
trinitroglycerol NIST Chemistry WebBook
Brand Names Sources
Minitran DrugBank
Natispray DrugBank
Nitro-Dur DrugBank
Nitrolingual DrugBank
Nitromist ChEBI
Rectogesic DrugBank
Transderm Nitro DrugBank
Database Links Databases
c0061 UM-BBD
C07455 KEGG COMPOUND
D00515 KEGG DRUG
DB00727 DrugBank
Glyceryl_trinitrate_(pharmacology) Wikipedia
Nitroglycerin Wikipedia
View more database links
Registry Numbers Types Sources
165859 Gmelin Registry Number Gmelin
1802063 Reaxys Registry Number Reaxys
1802063 Beilstein Registry Number Beilstein
55-63-0 CAS Registry Number KEGG COMPOUND
55-63-0 CAS Registry Number ChemIDplus
55-63-0 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
11016328 PubMed citation CiteXplore
11470751 PubMed citation CiteXplore
11943517 PubMed citation CiteXplore
22040938 PubMed citation CiteXplore
22675243 PubMed citation CiteXplore
23205544 PubMed citation CiteXplore
23301717 PubMed citation CiteXplore
9492718 PubMed citation CiteXplore
Last Modified
25 February 2013