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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 23:00:57 UTC

Update Date

2022-11-23 22:29:22 UTC

HMDB ID

HMDB0259989

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Zardaverine

Description

Zardaverine belongs to the class of organic compounds known as phenylpyridazines. These are organic compounds containing a pyridazine ring substituted by a phenyl group. Based on a literature review a significant number of articles have been published on Zardaverine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Zardaverine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Zardaverine 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0259989
     RDKit          3D
zardaverine
 29 30  0  0  0  0  0  0  0  0999 V2000
   -1.8866   -2.3896    1.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4272   -1.4745    1.0284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5978   -0.5993    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2345   -0.5736    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5784    0.2914   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0418    0.3282   -0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126   -0.4960    0.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0833   -0.3661    0.9367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7401    0.5603    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0141    0.6785    0.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0206    1.3293   -0.6622 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7211    1.2077   -0.7373 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0446    1.1411   -1.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4152    1.1262   -1.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2376    0.2647   -0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6073    0.2035   -0.7165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3743    0.9844   -1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0573    0.1194   -2.4177 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3179    1.6580   -0.7958 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6053   -1.8717    2.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869   -2.8904    1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6954   -3.1201    2.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -1.2701    1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1745   -1.2261    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6455   -0.9978    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5709    2.0269   -1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5837    1.8275   -1.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8411    1.8367   -1.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7701    1.6916   -2.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 15  3  1  0
 12  6  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 17 29  1  0
M  END

ZAR
  Mrv0541 02231216332D          

 19 20  0  0  0  0            999 V2000
    0.0542    3.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    2.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687    2.5304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687    1.7054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    1.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6602    1.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6602    2.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    0.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687    0.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687   -0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -1.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6602   -0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6602    0.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6602   -2.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -2.0071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6602   -3.2446    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3747   -2.0071    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4832   -1.1821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4832   -2.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  2  0  0  0  0
  8  9  2  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259989

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC(F)F)C=CC(=C1)C1=NNC(=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H10F2N2O3/c1-18-10-6-7(2-4-9(10)19-12(13)14)8-3-5-11(17)16-15-8/h2-6,12H,1H3,(H,16,17)

> <INCHI_KEY>
HJMQDJPMQIHLPB-UHFFFAOYSA-N

> <FORMULA>
C12H10F2N2O3

> <MOLECULAR_WEIGHT>
268.2162

> <EXACT_MASS>
268.065948606

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
23.948072572393446

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[4-(difluoromethoxy)-3-methoxyphenyl]-2,3-dihydropyridazin-3-one

> <ALOGPS_LOGP>
2.33

> <JCHEM_LOGP>
1.9712982889999995

> <ALOGPS_LOGS>
-3.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.344960176655436

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5774636808776292

> <JCHEM_POLAR_SURFACE_AREA>
59.92

> <JCHEM_REFRACTIVITY>
63.638700000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
zardaverine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259989
     RDKit          3D
zardaverine
 29 30  0  0  0  0  0  0  0  0999 V2000
   -1.8866   -2.3896    1.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4272   -1.4745    1.0284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5978   -0.5993    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2345   -0.5736    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5784    0.2914   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0418    0.3282   -0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126   -0.4960    0.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0833   -0.3661    0.9367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7401    0.5603    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0141    0.6785    0.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0206    1.3293   -0.6622 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7211    1.2077   -0.7373 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0446    1.1411   -1.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4152    1.1262   -1.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2376    0.2647   -0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6073    0.2035   -0.7165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3743    0.9844   -1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0573    0.1194   -2.4177 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3179    1.6580   -0.7958 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6053   -1.8717    2.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869   -2.8904    1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6954   -3.1201    2.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -1.2701    1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1745   -1.2261    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6455   -0.9978    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5709    2.0269   -1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5837    1.8275   -1.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8411    1.8367   -1.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7701    1.6916   -2.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 15  3  1  0
 12  6  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 17 29  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: ZAR                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       0.101   7.033   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.101   5.493   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.435   4.723   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       1.435   3.183   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.101   2.413   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.232   3.183   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.232   4.723   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.101   0.873   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.435   0.103   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.435  -1.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.101  -2.207   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.232  -1.437   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.232   0.103   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.232  -4.517   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.101  -3.747   0.000  0.00  0.00           O+0
HETATM   16  F   UNK     0      -1.232  -6.057   0.000  0.00  0.00           F+0
HETATM   17  F   UNK     0      -2.566  -3.747   0.000  0.00  0.00           F+0
HETATM   18  O   UNK     0       2.769  -2.207   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.769  -3.747   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    2    6                                                       
CONECT    8    5    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13    8   12                                                       
CONECT   14   15   16   17                                                  
CONECT   15   11   14                                                       
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   10   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0259989
HETATM    1  C1  UNL     1      -1.887  -2.390   1.965  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.427  -1.475   1.028  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.598  -0.599   0.329  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.235  -0.574   0.503  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.578   0.291  -0.190  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.042   0.328  -0.011  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.713  -0.496   0.859  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.083  -0.366   0.937  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.740   0.560   0.164  1.00  0.00           C  
HETATM   10  O2  UNL     1       6.014   0.679   0.238  1.00  0.00           O  
HETATM   11  N1  UNL     1       4.021   1.329  -0.662  1.00  0.00           N  
HETATM   12  N2  UNL     1       2.721   1.208  -0.737  1.00  0.00           N  
HETATM   13  C9  UNL     1      -0.045   1.141  -1.077  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.415   1.126  -1.263  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.238   0.265  -0.575  1.00  0.00           C  
HETATM   16  O3  UNL     1      -3.607   0.203  -0.717  1.00  0.00           O  
HETATM   17  C12 UNL     1      -4.374   0.984  -1.560  1.00  0.00           C  
HETATM   18  F1  UNL     1      -5.057   0.119  -2.418  1.00  0.00           F  
HETATM   19  F2  UNL     1      -5.318   1.658  -0.796  1.00  0.00           F  
HETATM   20  H1  UNL     1      -1.605  -1.872   2.926  1.00  0.00           H  
HETATM   21  H2  UNL     1      -0.987  -2.890   1.560  1.00  0.00           H  
HETATM   22  H3  UNL     1      -2.695  -3.120   2.193  1.00  0.00           H  
HETATM   23  H4  UNL     1       0.212  -1.270   1.221  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.174  -1.226   1.465  1.00  0.00           H  
HETATM   25  H6  UNL     1       4.646  -0.998   1.611  1.00  0.00           H  
HETATM   26  H7  UNL     1       4.571   2.027  -1.236  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.584   1.828  -1.629  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.841   1.837  -1.991  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.770   1.692  -2.136  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3
CONECT    3    4    4   15
CONECT    4    5   23
CONECT    5    6   13   13
CONECT    6    7   12   12
CONECT    7    8    8   24
CONECT    8    9   25
CONECT    9   10   10   11
CONECT   11   12   26
CONECT   13   14   27
CONECT   14   15   15   28
CONECT   15   16
CONECT   16   17
CONECT   17   18   19   29
END

HMDB0259989
     RDKit          3D
zardaverine
 29 30  0  0  0  0  0  0  0  0999 V2000
   -1.8866   -2.3896    1.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4272   -1.4745    1.0284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5978   -0.5993    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2345   -0.5736    0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5784    0.2914   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0418    0.3282   -0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126   -0.4960    0.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0833   -0.3661    0.9367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7401    0.5603    0.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0141    0.6785    0.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0206    1.3293   -0.6622 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7211    1.2077   -0.7373 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0446    1.1411   -1.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4152    1.1262   -1.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2376    0.2647   -0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6073    0.2035   -0.7165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3743    0.9844   -1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0573    0.1194   -2.4177 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3179    1.6580   -0.7958 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6053   -1.8717    2.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869   -2.8904    1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6954   -3.1201    2.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -1.2701    1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1745   -1.2261    1.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6455   -0.9978    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5709    2.0269   -1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5837    1.8275   -1.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8411    1.8367   -1.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7701    1.6916   -2.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
  5 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 15  3  1  0
 12  6  2  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
 17 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-(4-(Difluoromethoxy)-3-methoxyphenyl)-3(2H)-pyridazinone	ChEBI
6-(4-DIFLUOROMETHOXY-3-methoxy-phenyl)-2H-pyridazin-3-one	ChEBI
Zardaverina	ChEBI
Zardaverinum	ChEBI
6-(4-Difluoromethoxy-3-methoxyphenyl)-3(2H)pyridazinone	MeSH

Chemical Formula

C₁₂H₁₀F₂N₂O₃

Average Molecular Weight

268.2162

Monoisotopic Molecular Weight

268.065948606

IUPAC Name

6-[4-(difluoromethoxy)-3-methoxyphenyl]-2,3-dihydropyridazin-3-one

Traditional Name

zardaverine

CAS Registry Number

Not Available

SMILES

COC1=C(OC(F)F)C=CC(=C1)C1=NNC(=O)C=C1

InChI Identifier

InChI=1S/C12H10F2N2O3/c1-18-10-6-7(2-4-9(10)19-12(13)14)8-3-5-11(17)16-15-8/h2-6,12H,1H3,(H,16,17)

InChI Key

HJMQDJPMQIHLPB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyridazines. These are organic compounds containing a pyridazine ring substituted by a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyridazines and derivatives

Direct Parent

Phenylpyridazines

Alternative Parents

Substituents

Phenylpyridazine
Anisole
Phenol ether
Methoxybenzene
Phenoxy compound
Alkyl aryl ether
Pyridazinone
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Lactam
Azacycle
Ether
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Alkyl fluoride
Alkyl halide
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organofluorine compound (CHEBI:46548 )
pyridazinone (CHEBI:46548 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.33	ALOGPS
logP	1.97	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	10.34	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.92 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	63.64 m³·mol⁻¹	ChemAxon
Polarizability	23.95 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	157.883	32859911
AllCCS	[M+H-H2O]+	154.012	32859911
AllCCS	[M+Na]+	162.514	32859911
AllCCS	[M+NH4]+	161.479	32859911
AllCCS	[M-H]-	156.857	32859911
AllCCS	[M+Na-2H]-	156.304	32859911
AllCCS	[M+HCOO]-	155.814	32859911
DeepCCS	[M+H]+	164.074	30932474
DeepCCS	[M-H]-	161.716	30932474
DeepCCS	[M-2H]-	194.602	30932474
DeepCCS	[M+Na]+	170.167	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
zardaverine	COC1=C(OC(F)F)C=CC(=C1)C1=NNC(=O)C=C1	2523.6	Standard polar	33892256
zardaverine	COC1=C(OC(F)F)C=CC(=C1)C1=NNC(=O)C=C1	2050.8	Standard non polar	33892256
zardaverine	COC1=C(OC(F)F)C=CC(=C1)C1=NNC(=O)C=C1	2260.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
zardaverine,1TMS,isomer #1	COC1=CC(C2=NN([Si](C)(C)C)C(=O)C=C2)=CC=C1OC(F)F	2135.3	Semi standard non polar	33892256
zardaverine,1TMS,isomer #1	COC1=CC(C2=NN([Si](C)(C)C)C(=O)C=C2)=CC=C1OC(F)F	2173.9	Standard non polar	33892256
zardaverine,1TMS,isomer #1	COC1=CC(C2=NN([Si](C)(C)C)C(=O)C=C2)=CC=C1OC(F)F	2828.5	Standard polar	33892256
zardaverine,1TBDMS,isomer #1	COC1=CC(C2=NN([Si](C)(C)C(C)(C)C)C(=O)C=C2)=CC=C1OC(F)F	2334.2	Semi standard non polar	33892256
zardaverine,1TBDMS,isomer #1	COC1=CC(C2=NN([Si](C)(C)C(C)(C)C)C(=O)C=C2)=CC=C1OC(F)F	2329.8	Standard non polar	33892256
zardaverine,1TBDMS,isomer #1	COC1=CC(C2=NN([Si](C)(C)C(C)(C)C)C(=O)C=C2)=CC=C1OC(F)F	2857.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Zardaverine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-3190000000-0525c5dcd2e2e93c5dd2	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zardaverine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zardaverine LC-ESI-qTof , Positive-QTOF	splash10-0wmr-2930000000-7e8d3a186a7de320cea5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zardaverine , positive-QTOF	splash10-014i-0290000000-01c5f7ed8ab4ffb0bde7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zardaverine , positive-QTOF	splash10-0wmr-2930000000-7e8d3a186a7de320cea5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zardaverine 35V, Positive-QTOF	splash10-014r-0690000000-a977a4e7e26deebe70d4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zardaverine 35V, Negative-QTOF	splash10-014i-0390000000-6928713f75d811320032	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zardaverine 10V, Positive-QTOF	splash10-014i-0090000000-486ccd2791abf0c61ea3	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zardaverine 20V, Positive-QTOF	splash10-014i-0090000000-f748722bc1f9d638021c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zardaverine 40V, Positive-QTOF	splash10-00kr-1940000000-33f8d9d297baed36cf02	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zardaverine 10V, Negative-QTOF	splash10-014i-2090000000-b4422e44def24fd6ad1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zardaverine 20V, Negative-QTOF	splash10-01b9-3190000000-190c67a287caf7c95c0e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zardaverine 40V, Negative-QTOF	splash10-000f-5930000000-35478603a2417422e039	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB02918

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5521

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Zardaverine

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

46548

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]

Showing metabocard for Zardaverine (HMDB0259989)

MOL for HMDB0259989 (Zardaverine)

3D MOL for HMDB0259989 (Zardaverine)

3D SDF for HMDB0259989 (Zardaverine)

3D-SDF for HMDB0259989 (Zardaverine)

PDB for HMDB0259989 (Zardaverine)

3D PDB for HMDB0259989 (Zardaverine)

SMILES for HMDB0259989 (Zardaverine)

INCHI for HMDB0259989 (Zardaverine)

Structure for HMDB0259989 (Zardaverine)

3D Structure for HMDB0259989 (Zardaverine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra