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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:24:41 UTC

Update Date

2021-09-26 22:59:31 UTC

HMDB ID

HMDB0248946

Secondary Accession Numbers

None

Metabolite Identification

Common Name

bendazac

Description

bendazac, also known as bendazolic acid or iwazac, belongs to the class of organic compounds known as indazoles. Indazoles are compounds containing an indazole, which is structurally characterized by a pyrazole fused to a benzene. Based on a literature review a significant number of articles have been published on bendazac. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bendazac is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically bendazac 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

HMDB0248946
     RDKit          3D
bendazac
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.0794   -0.1029    2.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4074   -1.1440    2.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8074   -2.2847    3.0913 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2043   -1.1495    1.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9505    0.1100    1.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8378    0.2426    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587   -0.6871   -0.1385 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0260   -0.2310   -0.9438 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0456   -1.0507   -1.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2362   -1.0679   -0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4115   -1.9808    0.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5405   -1.9959    1.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5382   -1.0734    1.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3982   -0.1437   -0.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2431   -0.1492   -0.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3125    1.0568   -1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389    1.9927   -1.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1814    3.2908   -1.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3391    3.6177   -1.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9761    2.6721   -0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4527    1.4017   -0.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3876   -3.0067    2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3281   -1.5159    2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4026   -1.8740    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6681   -2.0835   -1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2724   -0.6915   -2.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6032   -2.7053    0.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6569   -2.7286    2.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4297   -1.0944    1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1883    0.5632   -0.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1550    0.5877   -1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2168    1.7032   -2.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389    4.0174   -2.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7471    4.6277   -1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8826    2.8772    0.0441 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  8 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  6  1  0
 15 10  1  0
 21 16  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
M  END


  Mrv1652306231722432D          

 21 23  0  0  0  0            999 V2000
    2.5399    2.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948    1.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428    1.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809    2.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329    2.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 O   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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248946

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)COC1=NN(CC2=CC=CC=C2)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H14N2O3/c19-15(20)11-21-16-13-8-4-5-9-14(13)18(17-16)10-12-6-2-1-3-7-12/h1-9H,10-11H2,(H,19,20)

> <INCHI_KEY>
BYFMCKSPFYVMOU-UHFFFAOYSA-N

> <FORMULA>
C16H14N2O3

> <MOLECULAR_WEIGHT>
282.299

> <EXACT_MASS>
282.100442319

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
28.971546777004622

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1-benzyl-1H-indazol-3-yl)oxy]acetic acid

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
3.0592264439999997

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6620244975177956

> <JCHEM_PKA_STRONGEST_BASIC>
0.3456913584526624

> <JCHEM_POLAR_SURFACE_AREA>
64.35000000000001

> <JCHEM_REFRACTIVITY>
88.76299999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bendazac

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248946
     RDKit          3D
bendazac
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.0794   -0.1029    2.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4074   -1.1440    2.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8074   -2.2847    3.0913 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2043   -1.1495    1.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9505    0.1100    1.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8378    0.2426    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587   -0.6871   -0.1385 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0260   -0.2310   -0.9438 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0456   -1.0507   -1.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2362   -1.0679   -0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4115   -1.9808    0.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5405   -1.9959    1.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5382   -1.0734    1.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3982   -0.1437   -0.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2431   -0.1492   -0.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3125    1.0568   -1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389    1.9927   -1.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1814    3.2908   -1.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3391    3.6177   -1.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9761    2.6721   -0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4527    1.4017   -0.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3876   -3.0067    2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3281   -1.5159    2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4026   -1.8740    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6681   -2.0835   -1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2724   -0.6915   -2.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6032   -2.7053    0.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6569   -2.7286    2.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4297   -1.0944    1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1883    0.5632   -0.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1550    0.5877   -1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2168    1.7032   -2.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389    4.0174   -2.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7471    4.6277   -1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8826    2.8772    0.0441 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  8 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  6  1  0
 15 10  1  0
 21 16  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
M  END

HEADER    PROTEIN                                 23-JUN-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUN-17         0                                  
HETATM    1  C   UNK     0       4.741   4.841   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.217   3.376   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.187   2.232   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.680   2.552   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.204   4.017   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.235   5.161   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.220  -1.303   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0       1.650  -4.013   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.680  -5.158   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.204  -6.622   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.235  -7.767   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.698  -6.943   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15    8                                                       
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0248946
HETATM    1  O1  UNL     1       5.079  -0.103   2.566  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.407  -1.144   2.436  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.807  -2.285   3.091  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.204  -1.149   1.592  1.00  0.00           C  
HETATM    5  O3  UNL     1       2.950   0.110   1.000  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.838   0.243   0.174  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.959  -0.687  -0.138  1.00  0.00           N  
HETATM    8  N2  UNL     1       0.026  -0.231  -0.944  1.00  0.00           N  
HETATM    9  C4  UNL     1      -1.046  -1.051  -1.425  1.00  0.00           C  
HETATM   10  C5  UNL     1      -2.236  -1.068  -0.589  1.00  0.00           C  
HETATM   11  C6  UNL     1      -2.411  -1.981   0.431  1.00  0.00           C  
HETATM   12  C7  UNL     1      -3.540  -1.996   1.223  1.00  0.00           C  
HETATM   13  C8  UNL     1      -4.538  -1.073   1.001  1.00  0.00           C  
HETATM   14  C9  UNL     1      -4.398  -0.144  -0.011  1.00  0.00           C  
HETATM   15  C10 UNL     1      -3.243  -0.149  -0.801  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.312   1.057  -1.165  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.339   1.993  -1.930  1.00  0.00           C  
HETATM   18  C13 UNL     1       0.181   3.291  -1.991  1.00  0.00           C  
HETATM   19  C14 UNL     1       1.339   3.618  -1.284  1.00  0.00           C  
HETATM   20  C15 UNL     1       1.976   2.672  -0.526  1.00  0.00           C  
HETATM   21  C16 UNL     1       1.453   1.402  -0.477  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.388  -3.007   2.698  1.00  0.00           H  
HETATM   23  H2  UNL     1       2.328  -1.516   2.187  1.00  0.00           H  
HETATM   24  H3  UNL     1       3.403  -1.874   0.748  1.00  0.00           H  
HETATM   25  H4  UNL     1      -0.668  -2.083  -1.564  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.272  -0.691  -2.465  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.603  -2.705   0.589  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.657  -2.729   2.025  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.430  -1.094   1.635  1.00  0.00           H  
HETATM   30  H9  UNL     1      -5.188   0.563  -0.164  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.155   0.588  -1.588  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.217   1.703  -2.453  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.339   4.017  -2.595  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.747   4.628  -1.329  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.883   2.877   0.044  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   22
CONECT    4    5   23   24
CONECT    5    6
CONECT    6    7    7   21
CONECT    7    8
CONECT    8    9   16
CONECT    9   10   25   26
CONECT   10   11   11   15
CONECT   11   12   27
CONECT   12   13   13   28
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   31
CONECT   16   17   17   21
CONECT   17   18   32
CONECT   18   19   19   33
CONECT   19   20   34
CONECT   20   21   21   35
END

HMDB0248946
     RDKit          3D
bendazac
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.0794   -0.1029    2.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4074   -1.1440    2.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8074   -2.2847    3.0913 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2043   -1.1495    1.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9505    0.1100    1.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8378    0.2426    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587   -0.6871   -0.1385 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0260   -0.2310   -0.9438 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0456   -1.0507   -1.4252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2362   -1.0679   -0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4115   -1.9808    0.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5405   -1.9959    1.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5382   -1.0734    1.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3982   -0.1437   -0.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2431   -0.1492   -0.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3125    1.0568   -1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389    1.9927   -1.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1814    3.2908   -1.9908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3391    3.6177   -1.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9761    2.6721   -0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4527    1.4017   -0.4767 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3876   -3.0067    2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3281   -1.5159    2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4026   -1.8740    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6681   -2.0835   -1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2724   -0.6915   -2.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6032   -2.7053    0.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6569   -2.7286    2.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4297   -1.0944    1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1883    0.5632   -0.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1550    0.5877   -1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2168    1.7032   -2.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389    4.0174   -2.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7471    4.6277   -1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8826    2.8772    0.0441 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  8 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  6  1  0
 15 10  1  0
 21 16  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  9 25  1  0
  9 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bendazaco	ChEBI
Bendazacum	ChEBI
Bendazolic acid	ChEBI
BRN 0893958	ChEBI
EINECS 243-569-2	ChEBI
Iwazac	ChEBI
UNII-g4ag71204O	ChEBI
Bendazolate	Generator
BINDAZAC	HMDB
AF 1934	HMDB
Bendazolic acid, sodium salt	HMDB

Chemical Formula

C₁₆H₁₄N₂O₃

Average Molecular Weight

282.299

Monoisotopic Molecular Weight

282.100442319

IUPAC Name

2-[(1-benzyl-1H-indazol-3-yl)oxy]acetic acid

Traditional Name

bendazac

CAS Registry Number

Not Available

SMILES

OC(=O)COC1=NN(CC2=CC=CC=C2)C2=CC=CC=C12

InChI Identifier

InChI=1S/C16H14N2O3/c19-15(20)11-21-16-13-8-4-5-9-14(13)18(17-16)10-12-6-2-1-3-7-12/h1-9H,10-11H2,(H,19,20)

InChI Key

BYFMCKSPFYVMOU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indazoles. Indazoles are compounds containing an indazole, which is structurally characterized by a pyrazole fused to a benzene.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrazoles

Sub Class

Indazoles

Direct Parent

Indazoles

Alternative Parents

Substituents

Benzopyrazole
Indazole
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Azole
Heteroaromatic compound
Pyrazole
Carboxylic acid derivative
Azacycle
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:31257 )
indazoles (CHEBI:31257 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	2.89	ALOGPS
logP	3.06	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.66	ChemAxon
pKa (Strongest Basic)	0.35	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.35 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88.76 m³·mol⁻¹	ChemAxon
Polarizability	28.97 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M-2H]-	192.277	30932474
DeepCCS	[M+Na]+	167.842	30932474
AllCCS	[M+H]+	164.6	32859911
AllCCS	[M+H-H2O]+	161.1	32859911
AllCCS	[M+NH4]+	167.8	32859911
AllCCS	[M+Na]+	168.7	32859911
AllCCS	[M-H]-	168.1	32859911
AllCCS	[M+Na-2H]-	167.4	32859911
AllCCS	[M+HCOO]-	166.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	14.2716 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.6 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2573.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	445.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	188.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	251.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	391.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	548.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	550.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	70.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1245.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	518.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1330.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	396.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	393.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	330.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	162.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
bendazac	OC(=O)COC1=NN(CC2=CC=CC=C2)C2=CC=CC=C12	3734.0	Standard polar	33892256
bendazac	OC(=O)COC1=NN(CC2=CC=CC=C2)C2=CC=CC=C12	2387.0	Standard non polar	33892256
bendazac	OC(=O)COC1=NN(CC2=CC=CC=C2)C2=CC=CC=C12	2443.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - bendazac GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9320000000-337e5308a6702bfec735	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - bendazac GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - bendazac GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - bendazac GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - bendazac 10V, Positive-QTOF	splash10-001i-1090000000-afe642826304b74fed53	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - bendazac 20V, Positive-QTOF	splash10-0006-9060000000-19e6d8e82763bb69f7eb	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - bendazac 40V, Positive-QTOF	splash10-0006-9100000000-f38cea77ff9b2cfb33fd	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - bendazac 10V, Negative-QTOF	splash10-000x-0940000000-e5dedfeca86a5505fbef	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - bendazac 20V, Negative-QTOF	splash10-001i-0920000000-7713a31bb7bae5f38ccf	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - bendazac 40V, Negative-QTOF	splash10-001j-1910000000-6c86ab4c7adb99b1ef1c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - bendazac 10V, Negative-QTOF	splash10-001i-0090000000-9ac74e1228778dc1a60d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - bendazac 20V, Negative-QTOF	splash10-052r-0090000000-c998dfb67e378fd79379	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - bendazac 40V, Negative-QTOF	splash10-0pe9-1940000000-68e2d759abd93197e09a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - bendazac 10V, Positive-QTOF	splash10-001l-4090000000-ccd8df29be43d92039b2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - bendazac 20V, Positive-QTOF	splash10-000x-9060000000-646660428beb359f237e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - bendazac 40V, Positive-QTOF	splash10-0006-9000000000-9aba878b8fa6687fb4ae	2021-10-12	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

DB13501

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2223

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bendazac

METLIN ID

Not Available

PubChem Compound

2313

PDB ID

Not Available

ChEBI ID

31257

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 bendazac (HMDB0248946)

MOL for HMDB0248946 (bendazac)

3D MOL for HMDB0248946 (bendazac)

3D SDF for HMDB0248946 (bendazac)

3D-SDF for HMDB0248946 (bendazac)

PDB for HMDB0248946 (bendazac)

3D PDB for HMDB0248946 (bendazac)

SMILES for HMDB0248946 (bendazac)

INCHI for HMDB0248946 (bendazac)

Structure for HMDB0248946 (bendazac)

3D Structure for HMDB0248946 (bendazac)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra