Compound: nitroglycerin
SMILES: O=[N+](OC(CO[N+](=O)[O-])CO[N+](=O)[O-])[O-]
InChIKey: SNIOPGDIGTZGOP-UHFFFAOYSA-N
Synonyms: nitroglycerin, Glyceryl trinitrate, Trinitroglycerin, Nitrostat, Nitroglycerine, Nitroglycerol, 55-63-0, Trinitroglycerol, Glycerol trinitrate, Nitro-dur, Minitran, Trinitrin, Nitronet, Tridil, Nitroglyn, Nitrolingual, Nitrong, Niong, Nitora, Transderm-nitro, Nitro-Bid, Lenitral, Natispray, Nitrocine, Nitrolan, NitroMist, Glycerin trinitrate, Nitroglicerina, Angiolingual, Cardamist, Klavikordal, Myoglycerin, Niglycon, Nitrodisc, Nitrogard, Nitrolowe, Nitromel, Nitronal, Nitrorectal, Percutol, Perglottal, Rectogesic, Trinalgon, Vasoglyn, Angibid, Angorin, Deponit, Glonoin, Glytrin, Myocon, NitroBid, Soup, Blasting gelatin, Glyceryl nitrate, Nitro-lent, Nitrozell retard, Coro-Nitro, Nitrine-TDC, propane-1,2,3-triyl trinitrate, Nitrolingual Spray, Nitrogliceryna, Cardabid, Glonoinum, Nitrolin, Rectiv, Nitro-Time, Glyceroltrinitraat, Nitriderm TTS, Propanetriol Trinitrate, Deponit 5, Nitroglycerin-ACC, Transderm-N TTS, NITRO IV, 1,2,3-Propanetriol, trinitrate, 1,2,3-Propanetriyl nitrate, Nitrocontin Continus, Gonitro, Glycerol, nitric acid triester, Glycerintrinitrate, Rcra waste number P081, 1,2,3-Propanetriol trinitrate, Trinitrine, SK-106N, 1,3-dinitrooxypropan-2-yl nitrate, Glycerol(trinitrate de), NK-843, IMX-150, Diluted nitroglycerin, NITROLINGUAL PUMPSPRAY, 1,2,3-propanetrioltrinitrate, Nitroglycerin in Dextrose 5%, DTXSID1021407, Nitric acid triester of gylcerol, Nitroglycerin tablets, G59M7S0WS3, 2,3-bis(nitrooxy)propyl nitrate, C01DA02, Mechlorethamine oxide hcl, Chlormethine oxide hydrochloride, CHEBI:28787, NitroDur, Nitro Bid, Nitro Dur, Trinitrate, Glyceryl, trinitroglycerine, Trinitrin Tablets, Deponit 10, Glonoine, Natirose, Suscard buccal, Nitro-mack ret, Minitran 5, Trintek 5, Minitran 10, Minitran 15, nitroglycerin tablet, Transiderm-nitro 5, Trintek 10, Trintek 15, Lenitral 7.5, Nitroglycerin Lingual, Nitroglycerin Slocaps, Transiderm-nitro 10, RefChem:6474, Nitroglycerin In Dextrose, NITROGLYCERIN, DEXTROSE, Rxhomeo Homeopathic Family Kit, DTXCID701407, Nitroglycerin Transdermal System, CHEBI:25560, Rxhomeo Homeopathic Childrens Kit, Bestmade Natural Products Glonoine, NK 843, Nitroglycerin Sustained-release capsules, Nitroglycerin Transdermal Delivery System, Nitroglycerin Transdermal Infusion System, 200-240-8, Model 2004FAA Model 3-EEMK Model 3-EEMK-1 Model AA-8565 Model AA-8565-LATAM Model AWFAREMK Model CHAUTAUQUAEMK Model emk1000-10 Model FAREMK Model PMONTFAREMK Model SWEEMK Model SWEEMK-1 Model QXEMK Model G4FAREMK Model AA-8565 (excluding Miami Air), Anginine, Nitroderm, Nitrospan, Transderm Nitro, Nitroderm TTS, Epinitril, Millisrol, Perlinganit, Susadrin, Sustonit, Cordipatch, Corditrine, Nitroletten, Nitroplast, Nitroretard, Nitrostabilin, Nysconitrine, Temponitrin, Trinitrosan, Adesitrin, Chitamite, Nitroglin, Nitromex, Nitromint, Suscard, Triniplas, Trinitrol, Niglin, Gilucor nitro, NitroCor, Transiderm-nitro, Nitro-Span, Transderm-Nitro TTS, Nitroglycerin (NG), NG, NTG, Glycerol Nitric Acid Triester, Gilustenon, Trinitrolong, Vasolator, Nitropen, Sustak, GTN, 1,2,3-Propanetriol, 1,2,3-trinitrate, Aldonitrin, Cardiodisco, Colenitral, Discotrine, Glycerylnitrat, Lentonitrina, Nitrobukal, Nitrocerin, Nitrocontin, Nitropatch, Nitropercuten, Nitroperlinit, Nitropront, Nitroprontan, Plastranit, Ratiopharm, TNG, Trinipatch, Angiplex, Angonist, Buccard, Cardinit, Dauxona, Diafusor, Glyceryl, Herwicard, Minitram, Mionitrat, Nitradisc, Nitroard, Nitrobaat, Nitroclyn, Nitrocot, Nitrodyl, Nitroprol, Nitrorex, Nitrovis, Perganit, Polnitrin, Trinitron, Turicard, Vernies, Willong, Anglix, Herzer, Myovin, Nirmin, Nitrek, Sustac, Nitrol Ointment, Trinitrina Erba, Nitradisc Pad, Nitro-Pflaster, Nitrobid Oint, Nitrong Retard, Niong Retard, Nitro Retard, Aquo-Trimitrosan, Nitro Rorer, Nitromack Retard, Nitromint Retard, Nitronal Aqueous, Nitrogard-SR, Mi-Trates, Nitradisc TTS, Nitro-Par, Top-Nitro, Nitrocine 5, Nitrodyl TTS, Nitromint Aerosol, Nitrong-SR, Deponit-5, Neos nitro OPT, Nit-Ret, Nitro Mack Retard, Nitro-M-Bid, Nitro-Mack Retard, Gepan Nitroglicerin, Nitro Dur TTS, Nitroderm TTS-5, GTN-Pohl, Nitroderm TTS Ext, Nitro-Dur 5, Deponit TTS 5, Nitro-Gesanit Retard, Cellegesic, Deponit TTS 10, Minitro, Nitro-Dur 10, Nitrocap, NitroQuick, NitroQuik, Percutol Oint., Nitrong parenteral, NitrocapT.D., Glycerine trinitrate, Corangin Nitrokapseln, Trinitroglicerina Fabra, Anogesic, Nitriderm, Nitroject, Vascana, Buccal, Nitrogliceryna [Polish], Nitroglycerine [French], Nitrol (pharmaceutical), Tridil sublin, Trinitrine Simple Laleuf, Nitroglicerina [Italian], Nitroglicerina [Spanish], Aquo-trinitrosan, Glycerintrinitrate [Czech], Glyceroltrinitraat [Dutch], Nitromist (TN), Minitran (TN), HSDB 30, SDM No. 17, Nitro-bid (TN), Nitro-dur (TN), CCRIS 4089, nitroglycerin ointment, Transderm-nitro (TN), Glycerol(trinitrate de) [French], Glycerol (trinitrate de) [French], Glycerol (trinitrate de), EINECS 200-240-8, SK-866, SK-878, UN0143, UN1204, UN3064, UN3319, Nitroglycerin [USP:JAN], RCRA waste no. P081, BRN 1802063, UNII-G59M7S0WS3, 2,3-dinitrooxypropyl nitrate, Nitrofortin, Nitrolande, Nitrosigma, Reminitrol, Solinitrina, Corangil, Nitrolar, Nitromed, Sutonit, Myocor, trans-nitro, Nitro mack, S.N.G., MQX-503, Nitro-PRN, MED-2002, UN0144, 1,3-bis(nitrooxy)propan-2-yl nitrate, Nitroglycerin Injection, GLONOINUM [HPUS], 1,2,3-trinitrooxypropane, NITROGLYCERIN [MI], CHEMBL730, EC 200-240-8, Nitroglycerin (JP18/USP), NITROGLYCERIN [HSDB], 1,2,3-trinitroglycerin-d5, SCHEMBL15421, NITROGLYCERIN [VANDF], 4-01-00-02762 (Beilstein Handbook Reference), UN 0143 (Salt/Mix), UN 0144 (Salt/Mix), UN 1204 (Salt/Mix), BIDD:GT0142, Nitroglycerin, liquid, not desensitized [Forbidden], SDM No. 17 (Salt/Mix), SDM No. 27 (Salt/Mix), 1,2,3-Propanetriol trinatrate, 1,2,3-tris-nitryloxy-propane, GTPL7053, Trinitrate 1,2,3-propanetriol, Glyceryl trinitrate solution CRS, Nitric acid triester of glycerol, HMS2094M15, NITROGLYCERIN [ORANGE BOOK], NITROGLYCERIN TABLETS [JAN], GLYCERYL TRINITRATE [MART.], NITROGLYCERIN [USP IMPURITY], c0061, EBC-26247, GLYCERYL TRINITRATE [WHO-DD], AKOS030254238, DILUTED NITROGLYCERIN [USP-RS], DB00727, Nitroglycerin, liquid, not desensitized, DILUTED NITROGLYCERIN [USP MONOGRAPH], Nitroglycerin 100 microg/mL in Acetonitrile, NS00004622, C07455, D00515, EN300-7352804, Q162867, SR-01000944510, SR-01000944510-1, Nitroglycerin, desensitized with not <40% non-volatile water insoluble phlegmatizer, by mass, Nitroglycerin, desensitized with not <40% non-volatile water insoluble phlegmatizer, by mass [UN0143]  [Explosive 1.1D, Poison]
Theoretical properties:
molecular_formula: C3H5N3O9
molecular_weight: 227.09 g/mol
exact_mass: 227.00257875 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 9
rotatable_bond_count: 5
heavy_atom_count: 15
topological_polar_surface_area: 165 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: VISCOUS LIQUID
color: VISCOUS LIQUID
boiling_point: Begins to decompose at 122-140 °F (NIOSH, 2024)
melting_point: 56 °F (NIOSH, 2024)
density: 1.6 (NIOSH, 2024) - Denser than water; will sink
solubility: 0.1 % (NIOSH, 2024)
flash_point: Explodes (NIOSH, 2024)
vapor_pressure: 0.0003 mmHg (NIOSH, 2024)
Descriptions:
{"pubchem": "Nitroglycerin is 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. It has a role as a vasodilator agent, a xenobiotic, a prodrug, a nitric oxide donor, a muscle relaxant, an explosive and a tocolytic agent.", "chebi": "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.", "chembl": "NITROGLYCERIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Nitroglycerin (NG) (alternative spelling nitroglycerine), also known as trinitroglycerol (TNG), nitro, glyceryl trinitrate (GTN), or 1,2,3-trinitroxypropane, is a dense, colorless or pale yellow, oily, explosive liquid most commonly produced by nitrating glycerol with white fuming nitric acid under conditions appropriate to the formation of the nitric acid ester. Chemically, the substance is a nitrate ester rather than a nitro compound, but the traditional name is retained. Discovered in 1846 by Ascanio Sobrero, nitroglycerin has been used as an active ingredient in the manufacture of explosives, namely dynamite, and as such it is employed in the construction, demolition, and mining industries. It is combined with nitrocellulose to form double-based smokeless powder, used as a propellant in artillery and firearms since the 1880s. \nAs is the case for many other explosives, nitroglycerin becomes more and more prone to exploding (i.e., spontaneous decomposition) as the temperature is increased. Upon exposure to heat above 218 \u00b0C at sea-level atmospheric pressure, nitroglycerin becomes extremely unstable and tends to explode. When placed in vacuum, it has an autoignition temperature of 270 \u00b0C instead. With a melting point of 12.8 \u00b0C, the chemical is almost always encountered as a thick and viscous fluid, changing to a crystalline solid when frozen. Although the pure compound itself is colorless, in practice the presence of nitric oxide impurities left over during production tends to give it a slight yellowish tint. \nDue to its high boiling point and consequently low vapor pressure (0.00026 mmHg at 20 \u00b0C), pure nitroglycerin has practically no odor at room temperature, with a sweet and burning taste when ingested. Unintentional detonation may ensue when dropped, shaken, lit on fire, rapidly heated, exposed to sunlight and ozone, subjected to sparks and electrical discharges, or roughly handled. Its sensitivity to exploding is responsible for numerous devastating industrial accidents throughout its history. The chemical's characteristic reactivity may be reduced through the addition of desensitizing agents, which makes it less likely to explode. Clay (diatomaceous earth) is an example of such an agent, forming dynamite, a much more easily handled composition. The addition of other desensitizing agents gives birth to the various formulations of dynamite. \nNitroglycerin as a medication has been used since 1878 as a potent vasodilator (causing dilation of the vascular system) to treat heart conditions, such as angina pectoris and chronic heart failure. Though it was previously known that these beneficial effects are due to nitroglycerin being converted to nitric oxide, a potent vasodilator, the enzyme for this conversion was only discovered to be mitochondrial aldehyde dehydrogenase (ALDH2) in 2002. Nitroglycerin is available in sublingual tablets, sprays, ointments, and patches."}