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Showing metabocard for Nitroglycerin (HMDB0014865)

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enzymes (2) Show 2 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2022-03-07 02:51:46 UTC
HMDB IDHMDB0014865
Secondary Accession Numbers
  • HMDB14865
Metabolite Identification
Common NameNitroglycerin
DescriptionNitroglycerin is only found in individuals that have used or taken this drug. It is a volatile vasodilator which relieves angina pectoris by stimulating guanylate cyclase and lowering cytosolic calcium. [PubChem]Similar to other nitrites and organic nitrates, nitroglycerin is converted to nitric oxide (NO), 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.
Structure
Data?1582753229
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014865 (Nitroglycerin)

727
  Mrv0541 02231214572D          

 15 14  0  0  0  0            999 V2000
    5.2224    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.0313    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.6188    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.8563    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.6188    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.3645    1.0313    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.4438    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.5080    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 13  1  0  0  0  0
  2 11  1  0  0  0  0
  2 14  1  0  0  0  0
  3 12  1  0  0  0  0
  3 15  1  0  0  0  0
  4 10  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  8 11  2  0  0  0  0
  9 12  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
M  CHG  6   4  -1   6  -1   7  -1  10   1  11   1  12   1
M  END
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3D MOL for HMDB0014865 (Nitroglycerin)

HMDB0014865
     RDKit          3D
Nitroglycerin
 20 19  0  0  0  0  0  0  0  0999 V2000
   -0.6893    3.7679    1.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0289    2.9292    0.2696 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.8717    3.2870   -0.7393 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.5615    1.6503    0.3538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1609    0.6235   -0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5127   -0.7174   -0.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9100   -0.7656   -0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7653    0.0879    0.0484 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0849    0.1213   -0.3229 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.9161    0.5665    0.4888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530   -0.3066   -1.5390 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.5924   -1.1085    1.1722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2949   -2.2322    1.5285 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.6342   -3.0480    0.6322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6251   -2.4655    2.8498 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1322    0.9088   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2233    0.5594   -0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0843   -1.4536   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2736   -1.8038   -0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9086   -0.6004   -1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
M  CHG  6   2   1   3  -1   9   1  11  -1  13   1  15  -1
M  END
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3D SDF for HMDB0014865 (Nitroglycerin)

727
  Mrv0541 02231214572D          

 15 14  0  0  0  0            999 V2000
    5.2224    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.0313    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.6188    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.8563    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.6188    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.3645    1.0313    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.4438    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.5080    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 13  1  0  0  0  0
  2 11  1  0  0  0  0
  2 14  1  0  0  0  0
  3 12  1  0  0  0  0
  3 15  1  0  0  0  0
  4 10  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  8 11  2  0  0  0  0
  9 12  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
M  CHG  6   4  -1   6  -1   7  -1  10   1  11   1  12   1
M  END
> <DATABASE_ID>
HMDB0014865

> <DATABASE_NAME>
hmdb

> <SMILES>
[O-][N+](=O)OCC(CO[N+]([O-])=O)O[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2

> <INCHI_KEY>
SNIOPGDIGTZGOP-UHFFFAOYSA-N

> <FORMULA>
C3H5N3O9

> <MOLECULAR_WEIGHT>
227.0865

> <EXACT_MASS>
227.002578773

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
15.559656644152696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-bis(nitrooxy)propan-2-yl nitrate

> <ALOGPS_LOGP>
1.25

> <JCHEM_LOGP>
0.9358406423333336

> <ALOGPS_LOGS>
-3.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.596258243303704

> <JCHEM_POLAR_SURFACE_AREA>
165.15

> <JCHEM_REFRACTIVITY>
40.5981

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nitroglycerin

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0014865 (Nitroglycerin)

HMDB0014865
     RDKit          3D
Nitroglycerin
 20 19  0  0  0  0  0  0  0  0999 V2000
   -0.6893    3.7679    1.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0289    2.9292    0.2696 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.8717    3.2870   -0.7393 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.5615    1.6503    0.3538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1609    0.6235   -0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5127   -0.7174   -0.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9100   -0.7656   -0.6790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7653    0.0879    0.0484 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0849    0.1213   -0.3229 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.9161    0.5665    0.4888 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530   -0.3066   -1.5390 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.5924   -1.1085    1.1722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2949   -2.2322    1.5285 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.6342   -3.0480    0.6322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6251   -2.4655    2.8498 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.1322    0.9088   -1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2233    0.5594   -0.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0843   -1.4536   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2736   -1.8038   -0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9086   -0.6004   -1.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  6 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
M  CHG  6   2   1   3  -1   9   1  11  -1  13   1  15  -1
M  END
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PDB for HMDB0014865 (Nitroglycerin)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 727                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       9.748   1.925   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       5.748   1.155   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       7.081  -1.155   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      12.416   1.925   0.000  0.00  0.00           O-1
HETATM    5  O   UNK     0      11.082  -0.385   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       3.080   1.155   0.000  0.00  0.00           O-1
HETATM    7  O   UNK     0       5.748  -3.465   0.000  0.00  0.00           O-1
HETATM    8  O   UNK     0       4.414   3.465   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       8.415  -3.465   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      11.082   1.155   0.000  0.00  0.00           N+1
HETATM   11  N   UNK     0       4.414   1.925   0.000  0.00  0.00           N+1
HETATM   12  N   UNK     0       7.081  -2.695   0.000  0.00  0.00           N+1
HETATM   13  C   UNK     0       8.415   1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081   1.925   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.415  -0.385   0.000  0.00  0.00           C+0
CONECT    1   10   13                                                       
CONECT    2   11   14                                                       
CONECT    3   12   15                                                       
CONECT    4   10                                                            
CONECT    5   10                                                            
CONECT    6   11                                                            
CONECT    7   12                                                            
CONECT    8   11                                                            
CONECT    9   12                                                            
CONECT   10    1    4    5                                                  
CONECT   11    2    6    8                                                  
CONECT   12    3    7    9                                                  
CONECT   13    1   14   15                                                  
CONECT   14    2   13                                                       
CONECT   15    3   13                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END
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3D PDB for HMDB0014865 (Nitroglycerin)

COMPND    HMDB0014865
HETATM    1  O1  UNL     1      -0.689   3.768   1.108  1.00  0.00           O  
HETATM    2  N1  UNL     1      -1.029   2.929   0.270  1.00  0.00           N1+
HETATM    3  O2  UNL     1      -1.872   3.287  -0.739  1.00  0.00           O1-
HETATM    4  O3  UNL     1      -0.562   1.650   0.354  1.00  0.00           O  
HETATM    5  C1  UNL     1      -1.161   0.623  -0.403  1.00  0.00           C  
HETATM    6  C2  UNL     1      -0.513  -0.717  -0.181  1.00  0.00           C  
HETATM    7  C3  UNL     1       0.910  -0.766  -0.679  1.00  0.00           C  
HETATM    8  O4  UNL     1       1.765   0.088   0.048  1.00  0.00           O  
HETATM    9  N2  UNL     1       3.085   0.121  -0.323  1.00  0.00           N1+
HETATM   10  O5  UNL     1       3.916   0.566   0.489  1.00  0.00           O  
HETATM   11  O6  UNL     1       3.553  -0.307  -1.539  1.00  0.00           O1-
HETATM   12  O7  UNL     1      -0.592  -1.109   1.172  1.00  0.00           O  
HETATM   13  N3  UNL     1      -1.295  -2.232   1.528  1.00  0.00           N1+
HETATM   14  O8  UNL     1      -1.634  -3.048   0.632  1.00  0.00           O  
HETATM   15  O9  UNL     1      -1.625  -2.466   2.850  1.00  0.00           O1-
HETATM   16  H1  UNL     1      -1.132   0.909  -1.466  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.223   0.559  -0.092  1.00  0.00           H  
HETATM   18  H3  UNL     1      -1.084  -1.454  -0.780  1.00  0.00           H  
HETATM   19  H4  UNL     1       1.274  -1.804  -0.497  1.00  0.00           H  
HETATM   20  H5  UNL     1       0.909  -0.600  -1.752  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5
CONECT    5    6   16   17
CONECT    6    7   12   18
CONECT    7    8   19   20
CONECT    8    9
CONECT    9   10   10   11
CONECT   12   13
CONECT   13   14   14   15
END
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SMILES for HMDB0014865 (Nitroglycerin)

[O-][N+](=O)OCC(CO[N+]([O-])=O)O[N+]([O-])=O
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INCHI for HMDB0014865 (Nitroglycerin)

InChI=1S/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2
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View in JSmolView Stereo Labels
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 Weight227.0865
Monoisotopic Molecular Weight227.002578773
IUPAC Name1,3-bis(nitrooxy)propan-2-yl nitrate
Traditional Namenitroglycerin
CAS Registry Number55-63-0
SMILES
[O-][N+](=O)OCC(CO[N+]([O-])=O)O[N+]([O-])=O
InChI Identifier
InChI=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
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point13.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.2 g/LNot Available
LogP1Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+150.2931661259
DarkChem[M-H]-144.17731661259
DeepCCS[M+H]+123.78930932474
DeepCCS[M-H]-120.89830932474
DeepCCS[M-2H]-157.21130932474
DeepCCS[M+Na]+132.70930932474
AllCCS[M+H]+145.732859911
AllCCS[M+H-H2O]+142.232859911
AllCCS[M+NH4]+149.032859911
AllCCS[M+Na]+149.932859911
AllCCS[M-H]-137.332859911
AllCCS[M+Na-2H]-137.932859911
AllCCS[M+HCOO]-138.532859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.2.35 minutes32390414
Predicted by Siyang on May 30, 202212.0657 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.26 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid46.7 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1121.8 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid338.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid80.8 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid191.8 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid41.4 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid310.0 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid451.4 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)378.9 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid703.4 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid116.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1136.7 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid215.7 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid239.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate675.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA291.7 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water253.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Nitroglycerin[O-][N+](=O)OCC(CO[N+]([O-])=O)O[N+]([O-])=O2493.0Standard polar33892256
Nitroglycerin[O-][N+](=O)OCC(CO[N+]([O-])=O)O[N+]([O-])=O1433.6Standard non polar33892256
Nitroglycerin[O-][N+](=O)OCC(CO[N+]([O-])=O)O[N+]([O-])=O1338.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Nitroglycerin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-2910000000-7e0a7efb140cbfba74822017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Nitroglycerin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nitroglycerin 10V, Positive-QTOFsplash10-004i-0090000000-7b8724b54d55339884e12016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nitroglycerin 20V, Positive-QTOFsplash10-004i-0490000000-eccb5cfa311360a6d1cf2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nitroglycerin 40V, Positive-QTOFsplash10-0udl-7900000000-dfa7cd8533d95e3908a32016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nitroglycerin 10V, Negative-QTOFsplash10-004i-0090000000-3644f8d65b1b573fa4742016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nitroglycerin 20V, Negative-QTOFsplash10-004i-2390000000-d5a66ecca766d2de99bd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Nitroglycerin 40V, Negative-QTOFsplash10-0v09-2920000000-fe3db65c7d301a910f032016-08-03Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00727 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00727 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00727
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4354
KEGG Compound IDC07455
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNitroglycerin
METLIN IDNot Available
PubChem Compound4510
PDB IDNot Available
ChEBI ID28787
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Aldehyde dehydrogenase, mitochondrial
General function:
Involved in oxidoreductase activity
Specific function:
Not Available
Gene Name:
ALDH2
Uniprot ID:
P05091
Molecular weight:
56380.93
References
  1. Badejo AM Jr, Hodnette C, Dhaliwal JS, Casey DB, Pankey E, Murthy SN, Nossaman BD, Hyman AL, Kadowitz PJ: Mitochondrial aldehyde dehydrogenase mediates vasodilator responses of glyceryl trinitrate and sodium nitrite in the pulmonary vascular bed of the rat. Am J Physiol Heart Circ Physiol. 2010 Sep;299(3):H819-26. doi: 10.1152/ajpheart.00959.2009. Epub 2010 Jun 11. [PubMed:20543077 ]
Enzyme Details
2. Atrial natriuretic peptide receptor 1
General function:
Involved in phosphorus-oxygen lyase activity
Specific function:
Receptor for the atrial natriuretic peptide NPPA/ANP and the brain natriuretic peptide NPPB/BNP which are potent vasoactive hormones playing a key role in cardiovascular homeostasis. Has guanylate cyclase activity upon binding of the ligand.
Gene Name:
NPR1
Uniprot ID:
P16066
Molecular weight:
118918.11
References
  1. Madhani M, Scotland RS, MacAllister RJ, Hobbs AJ: Vascular natriuretic peptide receptor-linked particulate guanylate cyclases are modulated by nitric oxide-cyclic GMP signalling. Br J Pharmacol. 2003 Aug;139(7):1289-96. [PubMed:12890708 ]
  2. Bauersachs J: Aminoethyl nitrate--the novel super nitrate? Br J Pharmacol. 2009 Sep;158(2):507-9. doi: 10.1111/j.1476-5381.2009.00414.x. [PubMed:19732062 ]