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Showing metabocard for Misonidazole (HMDB0254755)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 14:12:01 UTC
Update Date2021-09-26 23:08:59 UTC
HMDB IDHMDB0254755
Secondary Accession NumbersNone
Metabolite Identification
Common NameMisonidazole
DescriptionMisonidazole belongs to the class of organic compounds known as nitroaromatic compounds. These are c-nitro compounds where the nitro group is C-substituted with an aromatic group. Misonidazole is an extremely weak basic (essentially neutral) compound (based on its pKa). Misonidazole is a radiosensitizer used in radiation therapy to cause normally resistant hypoxic tumor cells to become sensitive to the treatment. This compound has been identified in human blood as reported by (PMID: 31557052 ). Misonidazole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Misonidazole is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0254755 (Misonidazole)

  Mrv1652310201622412D          

 14 14  0  0  0  0            999 V2000
   -0.6865   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -2.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8859   -2.0248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721   -1.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7791   -1.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1916   -1.7472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6396   -2.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8111   -3.1673    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.5957   -3.4222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1980   -3.7193    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4569   -1.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  4 14  1  0  0  0  0
M  CHG  2  11   1  13  -1
M  END
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3D MOL for HMDB0254755 (Misonidazole)

HMDB0254755
     RDKit          3D
Misonidazole
 25 25  0  0  0  0  0  0  0  0999 V2000
    3.5778   -0.0073    1.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6446    0.5805    0.1834 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5248   -0.1729   -0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6262    0.6616   -0.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3539    1.8241   -0.2781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5978   -0.1168   -1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4235   -0.5215   -0.2995 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2740   -1.6520    0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2514   -1.6979    1.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9651   -0.5767    1.2380 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4676    0.1526    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0435    1.3880   -0.1979 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.0444    1.8638    0.4118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5329    2.0937   -1.2459 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.9163   -0.9532    0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4854    0.6652    0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2852   -0.0918    2.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9671   -0.3965    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7989   -1.1352   -0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407    0.9234   -1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4419    2.6227   -0.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1130    0.4845   -2.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113   -1.0189   -1.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5354   -2.4387    0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4028   -2.4807    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
M  CHG  2  12   1  14  -1
M  END
Download

3D SDF for HMDB0254755 (Misonidazole)

  Mrv1652310201622412D          

 14 14  0  0  0  0            999 V2000
   -0.6865   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -2.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8859   -2.0248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721   -1.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7791   -1.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1916   -1.7472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6396   -2.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8111   -3.1673    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.5957   -3.4222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1980   -3.7193    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4569   -1.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  4 14  1  0  0  0  0
M  CHG  2  11   1  13  -1
M  END
> <DATABASE_ID>
HMDB0254755

> <DATABASE_NAME>
hmdb

> <SMILES>
COCC(O)CN1C=CN=C1[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H11N3O4/c1-14-5-6(11)4-9-3-2-8-7(9)10(12)13/h2-3,6,11H,4-5H2,1H3

> <INCHI_KEY>
OBBCSXFCDPPXOL-UHFFFAOYSA-N

> <FORMULA>
C7H11N3O4

> <MOLECULAR_WEIGHT>
201.182

> <EXACT_MASS>
201.074955846

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
18.582247803003632

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methoxy-3-(2-nitro-1H-imidazol-1-yl)propan-2-ol

> <ALOGPS_LOGP>
-0.27

> <JCHEM_LOGP>
0.025375602666666733

> <ALOGPS_LOGS>
-1.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.967097806402617

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9396810797417094

> <JCHEM_POLAR_SURFACE_AREA>
90.42

> <JCHEM_REFRACTIVITY>
46.7093

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.80e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
misonidazole

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0254755 (Misonidazole)

HMDB0254755
     RDKit          3D
Misonidazole
 25 25  0  0  0  0  0  0  0  0999 V2000
    3.5778   -0.0073    1.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6446    0.5805    0.1834 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5248   -0.1729   -0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6262    0.6616   -0.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3539    1.8241   -0.2781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5978   -0.1168   -1.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4235   -0.5215   -0.2995 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2740   -1.6520    0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2514   -1.6979    1.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9651   -0.5767    1.2380 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4676    0.1526    0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0435    1.3880   -0.1979 N   0  0  0  0  0  4  0  0  0  0  0  0
   -4.0444    1.8638    0.4118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5329    2.0937   -1.2459 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.9163   -0.9532    0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4854    0.6652    0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2852   -0.0918    2.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9671   -0.3965    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7989   -1.1352   -0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407    0.9234   -1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4419    2.6227   -0.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1130    0.4845   -2.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2113   -1.0189   -1.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5354   -2.4387    0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4028   -2.4807    2.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 11  7  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
M  CHG  2  12   1  14  -1
M  END
Download

PDB for HMDB0254755 (Misonidazole)

HEADER    PROTEIN                                 20-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-OCT-16         0                                  
HETATM    1  C   UNK     0      -1.281  -4.550   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.052  -3.780   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.386  -4.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.720  -3.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.053  -4.550   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       5.387  -3.780   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.548  -2.248   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.054  -1.928   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       7.824  -3.262   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.794  -4.406   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       7.114  -5.912   0.000  0.00  0.00           N+1
HETATM   12  O   UNK     0       8.579  -6.388   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       5.970  -6.943   0.000  0.00  0.00           O-1
HETATM   14  O   UNK     0       2.720  -2.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    4                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for HMDB0254755 (Misonidazole)

COMPND    HMDB0254755
HETATM    1  C1  UNL     1       3.578  -0.007   1.003  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.645   0.581   0.183  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.525  -0.173  -0.050  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.626   0.662  -0.977  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.354   1.824  -0.278  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.598  -0.117  -1.381  1.00  0.00           C  
HETATM    7  N1  UNL     1      -1.423  -0.521  -0.300  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.274  -1.652   0.417  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.251  -1.698   1.400  1.00  0.00           C  
HETATM   10  N2  UNL     1      -2.965  -0.577   1.238  1.00  0.00           N  
HETATM   11  C7  UNL     1      -2.468   0.153   0.199  1.00  0.00           C  
HETATM   12  N3  UNL     1      -3.044   1.388  -0.198  1.00  0.00           N1+
HETATM   13  O3  UNL     1      -4.044   1.864   0.412  1.00  0.00           O  
HETATM   14  O4  UNL     1      -2.533   2.094  -1.246  1.00  0.00           O1-
HETATM   15  H1  UNL     1       3.916  -0.953   0.544  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.485   0.665   0.987  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.285  -0.092   2.057  1.00  0.00           H  
HETATM   18  H4  UNL     1       0.967  -0.397   0.877  1.00  0.00           H  
HETATM   19  H5  UNL     1       1.799  -1.135  -0.545  1.00  0.00           H  
HETATM   20  H6  UNL     1       1.241   0.923  -1.859  1.00  0.00           H  
HETATM   21  H7  UNL     1       0.442   2.623  -0.825  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.113   0.485  -2.163  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.211  -1.019  -1.941  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.535  -2.439   0.300  1.00  0.00           H  
HETATM   25  H11 UNL     1      -2.403  -2.481   2.144  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3
CONECT    3    4   18   19
CONECT    4    5    6   20
CONECT    5   21
CONECT    6    7   22   23
CONECT    7    8   11
CONECT    8    9    9   24
CONECT    9   10   25
CONECT   10   11   11
CONECT   11   12
CONECT   12   13   13   14
END
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SMILES for HMDB0254755 (Misonidazole)

COCC(O)CN1C=CN=C1[N+]([O-])=O
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INCHI for HMDB0254755 (Misonidazole)

InChI=1S/C7H11N3O4/c1-14-5-6(11)4-9-3-2-8-7(9)10(12)13/h2-3,6,11H,4-5H2,1H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
ro 7-0582MISONIDAZOLEChEMBL
alpha-(Methoxymethyl)-2-nitro-1H-imidazole-1-ethanolMeSH
Chemical FormulaC7H11N3O4
Average Molecular Weight201.182
Monoisotopic Molecular Weight201.074955846
IUPAC Name1-methoxy-3-(2-nitro-1H-imidazol-1-yl)propan-2-ol
Traditional Namemisonidazole
CAS Registry NumberNot Available
SMILES
COCC(O)CN1C=CN=C1[N+]([O-])=O
InChI Identifier
InChI=1S/C7H11N3O4/c1-14-5-6(11)4-9-3-2-8-7(9)10(12)13/h2-3,6,11H,4-5H2,1H3
InChI KeyOBBCSXFCDPPXOL-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitroaromatic compounds. These are c-nitro compounds where the nitro group is C-substituted with an aromatic group.
KingdomOrganic compounds
Super ClassOrganic 1,3-dipolar compounds
ClassAllyl-type 1,3-dipolar organic compounds
Sub ClassOrganic nitro compounds
Direct ParentNitroaromatic compounds
Alternative Parents
Substituents
  • Nitroaromatic compound
  • N-substituted imidazole
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Secondary alcohol
  • Dialkyl ether
  • Ether
  • Azacycle
  • Organoheterocyclic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic oxoazanium
  • Alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organic zwitterion
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB11716
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMisonidazole
METLIN IDNot Available
PubChem Compound26105
PDB IDNot Available
ChEBI IDNot Available
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 References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]